10-Q

UNITED STATES

SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

_____________________

FORM 10-Q

_____________________

(Mark One)

x QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the quarterly period ended December 31, 2023

OR

o TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from ________ to ________

Commission File Number: 001-39149

_____________________

BILL HOLDINGS, INC.

(Exact name of registrant as specified in its charter)

_____________________

Delaware	83-2661725
(State or other jurisdiction of incorporation or organization)	(I.R.S. Employer Identification Number)
6220 America Center Drive, Suite 100, San Jose, CA	95002
(Address of principal executive offices)	(Zip Code)

(650) 621-7700

(Registrant’s telephone number, including area code)

(Former name, former address and former fiscal year, if changed since last report )

Securities registered pursuant to Section 12(b) of the Act:

Title of each class	Trading Symbol(s)	Name of each exchange on which registered
Common Stock, $0.00001 par value	BILL	The New York Stock Exchange

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes x No o

Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). Yes x No o

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,” “smaller reporting company,” and "emerging growth company" in Rule 12b-2 of the Exchange Act.

Large accelerated filer	x	Accelerated filer	o
Non-accelerated filer	o	Smaller reporting company	o
Emerging growth company	o

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. o

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). Yes o No x

As of February 1, 2024, the registrant had 105,134,877 shares of common stock, $0.00001 par value per share, outstanding.

BILL HOLDINGS, INC.

TABLE OF CONTENTS

		Page
Special Note Regarding Forward-Looking Statements		1
Part I. FINANCIAL INFORMATION		3
Item 1.	Financial Statements (Unaudited)	3
	Condensed Consolidated Balance Sheets	3
	Condensed Consolidated Statements of Operations	4
	Condensed Consolidated Statements of Comprehensive Loss	5
	Condensed Consolidated Statements of Stockholders' Equity	6
	Condensed Consolidated Statements of Cash Flows	8
	Notes to Condensed Consolidated Financial Statements	9
	Note 1 – The Company and Its Significant Accounting Policies	9
	Note 2 – Revenue	11
	Note 3 – Fair Value Measurement	12
	Note 4 – Short-Term Investments and Funds Held for Customers	15
	Note 5 – Acquired Card Receivables	18
	Note 6 – Debt and Borrowings	19
	Note 7 – Stockholders’ Equity	23
	Note 8 – Other Income, Net	24
	Note 9 – Income Taxes	24
	Note 10 – Commitments and Contingencies	25
	Note 11 – Restructuring	25
	Note 12 – Net Loss Per Share Attributable to Common Stockholders	25
Item 2.	Management's Discussion and Analysis of Financial Condition and Results of Operations	27
Item 3.	Quantitative and Qualitative Disclosures About Market Risk	42
Item 4.	Controls and Procedures	44
Part II. OTHER INFORMATION		45
Item 1.	Legal Proceedings	45
Item 1A.	Risk Factors	45
Item 2.	Unregistered Sales of Equity Securities, Use of Proceeds, and Issuer Purchases of Equity Securities	83
Item 3.	Defaults Upon Senior Securities	84
Item 4.	Mine Safety Disclosures	84
Item 5.	Other Information	84
Item 6.	Exhibits	85
SIGNATURES		86

I

SPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS

This Quarterly Report on Form 10-Q contains forward-looking statements. All statements contained in this Quarterly Report on Form 10-Q other than statements of historical fact, including statements regarding our future operating results and financial position, our business strategy and plans, market growth, and our objectives for future operations, are forward-looking statements. The words “believe,” “may,” “will,” “potentially,” “estimate,” “continue,” “anticipate,” “intend,” “could,” “would,” “project,” “target,” “plan,” “expect,” and similar expressions are intended to identify forward-looking statements.

Forward-looking statements contained in this Quarterly Report on Form 10-Q include, but are not limited to, statements about:

•our future financial performance, including our expectations regarding our revenue, cost of revenue, gross profit, operating expenses, including changes in research and development, sales and marketing, and general and administrative expenses (including any components of the foregoing), and our ability to achieve, and maintain, future profitability;

•our business plan and our ability to effectively manage our growth;

•our market opportunity, including our total addressable market;

•our international expansion plans and ability to expand internationally;

•anticipated trends, growth rates, and challenges in our business and in the markets in which we operate;

•beliefs and objectives for future operations;

•our ability to further attract, retain, and expand our customer base;

•our ability to develop new products and services and bring them to market in a timely manner;

•the effects of seasonal trends on our results of operations;

•our expectations concerning relationships with third parties, including partners;

•our ability to maintain, protect, and enhance our intellectual property;

•the effects of increased competition in our markets and our ability to compete effectively;

•the expected costs and impacts of our recent reduction in force;

•economic downturns or recessions, inflation, fluctuations in market interest rates and currency exchange rates, cybersecurity events, actual or perceived instability in the United States (U.S.) and global banking systems, and uncertainty with respect to the federal budget and debt ceiling and potential government shutdowns related thereto, and their impact on our customers, partners, vendors, employees, results of operations, liquidity, and financial condition;

•future acquisitions or investments in complementary companies, products, services, or technologies;

•our ability to stay in compliance with laws and regulations that currently apply or become applicable to our business;

•economic and industry trends, projected growth, or trend analysis;

•our ability to attract and retain qualified talent;

•the increased expenses associated with being a publicly-listed and regulated company; and

•the future market prices of our common stock.

We caution you that the foregoing list may not contain all of the forward-looking statements made in this Quarterly Report on Form 10-Q.

These forward-looking statements are subject to a number of risks, uncertainties, and assumptions, including those described in the section titled “Risk Factors” in Part I, Item 1A of this Quarterly Report on Form 10-Q. Moreover, we operate in a very competitive and rapidly changing environment, and new risks emerge

1

from time to time. It is not possible for our management to predict all risks, nor can we assess the impact of all factors on our business or the extent to which any factor, or combination of factors, may cause actual results to differ materially from those contained in any forward-looking statements we may make. In light of these risks, uncertainties, and assumptions, the future events and trends discussed in this Quarterly Report on Form 10-Q may not occur and actual results could differ materially and adversely from those anticipated or implied in the forward-looking statements.

You should not rely upon forward-looking statements as predictions of future events. The events and circumstances reflected in the forward-looking statements may not be achieved or occur. Although we believe that the expectations reflected in the forward-looking statements are reasonable, we cannot guarantee future results, performance, or achievements. We undertake no obligation to update any of these forward-looking statements for any reason after the date of this Quarterly Report on Form 10-Q or to conform these statements to actual results or to changes in our expectations, except as required by law.

In addition, statements that “we believe” and similar statements reflect our beliefs and opinions on the relevant subject. These statements are based upon information available to us as of the date of this Quarterly Report on Form 10-Q, and while we believe such information forms a reasonable basis for such statements, such information may be limited or incomplete, and our statements should not be read to indicate that we have conducted an exhaustive inquiry into, or review of, all potentially available relevant information.

You should read this Quarterly Report on Form 10-Q and the documents that we reference herein, that we have filed with the Securities and Exchange Commission (SEC) as exhibits, with the understanding that our actual future results, performance, and events and circumstances may be materially different from what we expect.

In this Quarterly Report on Form 10-Q, the words "we," "us," and "our" refer to BILL Holdings, Inc. (BILL) together with its wholly-owned subsidiaries, including Bill.com, LLC (BILL standalone), DivvyPay, LLC (Divvy), and Invoice2go, LLC and Cimrid Pty, Ltd (together, Invoice2go), unless the context requires otherwise.

2

PART I. FINANCIAL INFORMATION

ITEM 1. FINANCIAL STATEMENTS

BILL HOLDINGS, INC.

CONDENSED CONSOLIDATED BALANCE SHEETS

(Unaudited, in thousands, except per share amounts)

	December 31, 2023		June 30, 2023
ASSETS
Current assets:
Cash and cash equivalents	$	1,579,633	$	1,617,151
Short-term investments	972,621		1,043,110
Accounts receivable, net	26,652		28,233
Acquired card receivables, net of allowances of $21,509 and $15,498 as of December 31, 2023 and June 30, 2023, respectively	516,980		458,650
Prepaid expenses and other current assets	204,726		170,111
Funds held for customers	3,655,435		3,355,909
Total current assets	6,956,047		6,673,164
Non-current assets:
Operating lease right-of-use assets, net	63,505		68,988
Property and equipment, net	86,577		81,564
Intangible assets, net	320,985		361,427
Goodwill	2,396,509		2,396,509
Other assets	48,788		54,366
Total assets	$	9,872,411	$	9,636,018
LIABILITIES AND STOCKHOLDERS' EQUITY
Current liabilities:
Accounts payable	$	8,772	$	8,519
Accrued compensation and benefits	33,228		32,901
Deferred revenue	17,327		26,328
Other accruals and current liabilities	268,409		194,733
Borrowings from credit facilities, net	135,021		135,046
Customer fund deposits	3,655,435		3,355,909
Total current liabilities	4,118,192		3,753,436
Non-current liabilities:
Deferred revenue	4,174		410
Operating lease liabilities	67,725		72,477
Convertible senior notes, net	1,708,208		1,704,782
Other long-term liabilities	22,267		18,944
Total liabilities	5,920,566		5,550,049
Commitments and contingencies (Note 10)
Stockholders' equity:
Common stock	2		2
Additional paid-in capital	5,088,799		4,946,623
Accumulated other comprehensive income (loss)	237		(4,488)
Accumulated deficit	(1,137,193)		(856,168)
Total stockholders' equity	3,951,845		4,085,969
Total liabilities and stockholders' equity	$	9,872,411	$	9,636,018

See accompanying notes to condensed consolidated financial statements.

3

BILL HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS

(Unaudited, in thousands, except per share amounts)

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Revenue
Subscription and transaction fees	$	274,992	$	231,095	$	540,134	$	445,706
Interest on funds held for customers	43,503		28,911		83,346		44,224
Total revenue	318,495		260,006		623,480		489,930
Cost of revenue
Service costs	47,239		36,965		92,143		71,786
Depreciation and amortization of intangible assets (1)	11,138		10,502		22,260		20,789
Total cost of revenue	58,377		47,467		114,403		92,575
Gross profit	260,118		212,539		509,077		397,355
Operating expenses
Research and development	86,489		78,910		175,552		154,030
Sales and marketing	118,305		164,683		236,704		283,308
General and administrative	85,583		69,381		170,909		136,119
Depreciation and amortization of intangible assets (1)	12,324		12,028		25,141		24,055
Restructuring	25,091		—		25,091		—
Total operating expenses	327,792		325,002		633,397		597,512
Loss from operations	(67,674)		(112,463)		(124,320)		(200,157)
Other income, net	28,919		17,022		58,227		22,970
Loss before provision for (benefit from) income taxes	(38,755)		(95,441)		(66,093)		(177,187)
Provision for (benefit from) income taxes	1,666		(365)		2,189		(471)
Net loss	$	(40,421)	$	(95,076)	$	(68,282)	$	(176,716)
Net loss per share attributable to common stockholders:
Basic and diluted	$	(0.38)	$	(0.90)	$	(0.64)	$	(1.68)
Weighted-average number of common shares used to compute net loss per share attributable to common stockholders:
Basic and diluted	105,914		105,906		106,350		105,494

(1) Depreciation expense does not include amortization of capitalized internal-use software costs paid in cash.

See accompanying notes to condensed consolidated financial statements.

4

BILL HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF COMPREHENSIVE LOSS

(Unaudited, in thousands)

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Net loss	$	(40,421)	$	(95,076)	$	(68,282)	$	(176,716)
Other comprehensive income:
Net unrealized gain on investments in available-for-sale securities	4,050		4,126		4,725		3,856
Comprehensive loss	$	(36,371)	$	(90,950)	$	(63,557)	$	(172,860)

See accompanying notes to condensed consolidated financial statements.

5

BILL HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS’ EQUITY

(Unaudited, in thousands)

	Common stock			Additional paid-in capital		Accumulated other comprehensive income (loss)		Accumulated deficit		Total stockholders' equity
	Shares	Amount
Balance at June 30, 2023	106,550	$	2	$	4,946,623	$	(4,488)	$	(856,168)	$	4,085,969
Issuance of common stock upon exercise of stock options and release of restricted stock units	634	—		2,946		—		—		2,946
Issuance of common stock under the employee stock purchase plan	91	—		7,846		—		—		7,846
Repurchase and retirement of common stock	(160)	—		—		—		(16,068)		(16,068)
Stock-based compensation	—	—		64,606		—		—		64,606
Other comprehensive income	—	—		—		675		—		675
Net loss	—	—		—		—		(27,861)		(27,861)
Balance at September 30, 2023	107,115	$	2	$	5,022,021	$	(3,813)	$	(900,097)	$	4,118,113
Issuance of common stock upon exercise of stock options and release of restricted stock units	689	—		2,106		—		—		2,106
Repurchase and retirement of common stock, including excise tax	(2,723)	—		—		—		(196,675)		(196,675)
Stock-based compensation	—	—		64,672		—		—		64,672
Other comprehensive income	—	—		—		4,050		—		4,050
Net loss	—	—		—		—		(40,421)		(40,421)
Balance at December 31, 2023	105,081	$	2	$	5,088,799	$	237	$	(1,137,193)	$	3,951,845

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	Common stock			Additional paid-in capital		Accumulated other comprehensive loss		Accumulated deficit		Total stockholders' equity
	Shares	Amount
Balance at June 30, 2022	104,731	$	2	$	4,598,737	$	(10,217)	$	(544,828)	$	4,043,694
Issuance of common stock upon exercise of stock options and release of restricted stock units	835	—		3,901		—		—		3,901
Issuance of common stock under the employee stock purchase plan	67	—		8,494		—		—		8,494
Stock-based compensation	—	—		73,352		—		—		73,352
Other comprehensive loss	—	—		—		(270)		—		(270)
Net loss	—	—		—		—		(81,640)		(81,640)
Balance at September 30, 2022	105,633	$	2	$	4,684,484	$	(10,487)	$	(626,468)	$	4,047,531
Issuance of common stock upon exercise of stock options and release of restricted stock units	663	—		4,316		—		—		4,316
Issuance of common stock as consideration for an acquisition	40	—		3,376		—		—		3,376
Stock-based compensation	—	—		119,604		—		—		119,604
Other comprehensive income	—	—		—		4,126		—		4,126
Net loss	—	—		—		—		(95,076)		(95,076)
Balance at December 31, 2022	106,336	$	2	$	4,811,780	$	(6,361)	$	(721,544)	$	4,083,877

See accompanying notes to condensed consolidated financial statements.

7

BILL HOLDINGS, INC.

CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS

(Unaudited, in thousands)

	Six Months Ended December 31,
	2023		2022
Cash flows from operating activities:
Net loss	$	(68,282)	$	(176,716)
Adjustments to reconcile net loss to net cash provided by operating activities:
Stock-based compensation	130,647		191,925
Amortization of intangible assets	40,443		39,763
Depreciation of property and equipment	6,958		5,081
Amortization of capitalized internal-use software costs	3,739		1,901
Amortization of debt issuance costs, net of accretion of debt premium	3,523		3,483
Amortization of premium (accretion of discount) on investments in marketable debt securities	(24,171)		(10,401)
Provision for losses on acquired card receivables and other financial assets	28,689		15,042
Non-cash operating lease expense	4,552		4,718
Deferred income taxes	(116)		(826)
Other	(2,615)		516
Changes in assets and liabilities:
Accounts receivable	390		(7,052)
Prepaid expenses and other current assets	(151)		(4,623)
Other assets	(1,240)		(1,880)
Accounts payable	233		3,511
Other accruals and current liabilities	20,944		15,408
Operating lease liabilities	(4,917)		(4,794)
Other long-term liabilities	(47)		35
Deferred revenue	(5,237)		(1,709)
Net cash provided by operating activities	133,342		73,382
Cash flows from investing activities:
Cash paid for acquisition, net of acquired cash and cash equivalents	—		(28,902)
Purchases of corporate and customer fund short-term investments	(990,240)		(1,641,193)
Proceeds from maturities of corporate and customer fund short-term investments	1,281,505		1,683,413
Proceeds from sale of corporate and customer fund short-term investments	—		5,088
Purchases of loans held for investment	(110,113)		—
Principal repayments of loans held for investment	94,300		—
Acquired card receivables, net	(12,342)		(102,353)
Purchases of property and equipment	(755)		(3,161)
Capitalization of internal-use software costs	(10,762)		(10,510)
Proceeds from beneficial interest	—		2,080
Other	—		1,000
Net cash provided by (used in) investing activities	251,593		(94,538)
Cash flows from financing activities:
Customer fund deposits liability and other	299,770		325,846
Prepaid card deposits	(16,484)		6,815
Repurchase of common stock	(211,902)		—
Proceeds from line of credit borrowings	—		37,500
Proceeds from exercise of stock options	5,052		8,217
Proceeds from issuance of common stock under the employee stock purchase plan	7,846		8,494
Contingent consideration payout	(5,471)		—
Net cash provided by financing activities	78,811		386,872
Effect of exchange rate changes on cash, cash equivalents, restricted cash and restricted cash equivalents	(7)		182
Net increase in cash, cash equivalents, restricted cash, and restricted cash equivalents	463,739		365,898
Cash, cash equivalents, restricted cash, and restricted cash equivalents, beginning of period	4,224,841		3,542,715
Cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period	$	4,688,580	$	3,908,613
Reconciliation of cash, cash equivalents, restricted cash, and restricted cash equivalents within the condensed consolidated balance sheets to the amounts shown in the condensed consolidated statements of cash flows above:
Cash and cash equivalents	$	1,579,633	$	1,616,758
Restricted cash included in other current assets	103,462		103,809
Restricted cash included in other assets	7,116		6,724
Restricted cash and restricted cash equivalents included in funds held for customers	2,998,369		2,181,322
Total cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period	$	4,688,580	$	3,908,613

See accompanying notes to condensed consolidated financial statements.

8

BILL HOLDINGS, INC.

NOTES TO CONDENSED CONSOLIDATED FINANCIAL STATEMENTS

(Unaudited)

NOTE 1 – THE COMPANY AND ITS SIGNIFICANT ACCOUNTING POLICIES

Bill.com, Inc. was incorporated in the State of Delaware in April 2006. Bill.com Holdings, Inc. was incorporated in the State of Delaware in August 2018 (and renamed BILL Holdings, Inc. in February 2023). In November 2018, Bill.com, Inc. consummated a reorganization with BILL Holdings, Inc., resulting in the latter becoming the parent entity of Bill.com, Inc. BILL Holdings, Inc. and its wholly-owned subsidiaries are collectively referred to as the “Company”.

The Company is a provider of software-as-a-service, cloud-based payments, and spend and expense management products, which allow users to automate accounts payable and accounts receivable transactions, enable businesses to easily connect with their suppliers and/or customers to do business, eliminate expense reports, manage cash flows, and improve back-office efficiency.

Basis of Presentation and Principles of Consolidation

The accompanying unaudited condensed consolidated financial statements include the accounts of the Company and were prepared in conformity with U.S. generally accepted accounting principles (GAAP) and applicable rules and regulations of the Securities and Exchange Commission (SEC) regarding interim financial reporting. The unaudited condensed consolidated financial statements have been prepared on the same basis as the annual consolidated financial statements and reflect all normal and recurring adjustments that are, in the opinion of management, necessary to state fairly the Company’s financial position, results of operations, comprehensive loss, changes in stockholders’ equity, and cash flows for the periods presented. The results of operations for the three and six months ended December 31, 2023 are not necessarily indicative of the results to be expected for the fiscal year ending June 30, 2024 or for any other future annual or interim period. The unaudited condensed consolidated balance sheet as of June 30, 2023 included herein was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by GAAP on an annual reporting basis. All intercompany accounts and transactions have been eliminated.

These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and notes included in the Company’s Annual Report on Form 10-K for the fiscal year ended June 30, 2023 (2023 10-K).

Segment Reporting

The Company operates as one operating segment because its chief operating decision maker, who is the Chief Executive Officer, reviews its financial information on a consolidated basis for purposes of making decisions regarding allocating resources and assessing performance. The Company's long-lived assets are mainly located in the United States (U.S.) and revenue is mainly generated in the U.S. Long-lived assets outside the U.S. are not material as of December 31, 2023 and June 30, 2023. Total revenue from external customers outside of the U.S. was approximately 3% of consolidated total revenue during each of the three and six months ended December 31, 2023 and 2022.

Reclassification

Certain accounts in the prior period condensed consolidated statements of cash flows were reclassified to conform with the current year presentation.

Use of Estimates

The preparation of condensed consolidated financial statements in conformity with GAAP requires management to make various estimates and assumptions that affect the amounts reported and disclosed in the condensed consolidated financial statements and the accompanying notes. Management regularly assesses these estimates, including, but not limited to useful lives of long-lived assets; capitalization of internal-use software costs; incremental borrowing rates for right-of-use operating lease assets and operating lease

9

liabilities; the estimate of losses on accounts receivable, acquired card receivables and other financial assets; accrual for rewards; variable consideration used in revenue recognition for certain contracts; benefit periods used to amortize deferred costs; reserve for losses on funds held for customers; inputs used to value certain stock-based compensation awards; and valuation of deferred tax assets. The Company evaluates these estimates and assumptions and adjusts them accordingly. Actual results could differ from those estimates, and such differences may be material to the condensed consolidated financial statements.

Cash, Cash Equivalents, Restricted Cash and Restricted Cash Equivalents

Cash and cash equivalents consist of cash in banks, highly liquid investments with maturities of three months or less at the time of purchase.

Restricted cash consists of (i) amounts restricted under deposit account control agreements, (ii) minimum cash balances that are required to be maintained by certain banks, (iii) cash collateral required by the Company’s lessors to satisfy letter of credit requirements under its lease agreements, (iv) cash collateral required by a bank in connection with the Company’s money transmission activities, and (v) cash in bank and cash deposits held by payment processing companies included in funds held for customers.

Restricted cash equivalents consist of highly liquid investments with maturities of three months or less at the time of purchase that are included in funds held for customers.

Except for the restricted cash included in funds held for customers, the current and non-current portion of the restricted cash is included in prepaid expenses and other current assets and in other assets, respectively, in the accompanying condensed consolidated balance sheets.

Concentrations of Credit Risk

Financial instruments that potentially subject the Company to concentrations of credit risk consist principally of cash, cash equivalents, restricted cash, restricted cash equivalents, short-term investments, accounts receivable, and acquired card receivables (collectively referred to as Financial Assets). The Company maintains its cash, cash equivalents, restricted cash, restricted cash equivalents and short-term investments with large multinational financial institutions that may at times exceed federally insured limits. In connection with recent instability in the U.S. banking system, the Company's management has taken incremental precautions to safeguard its assets and evaluate the nature and extent of its financial partnerships. Management believes that the financial institutions with which the Company does business are financially sound with minimal credit risk. Management further believes the associated risk of concentration for the Company’s investments is mitigated by holding a diversified portfolio of highly rated investments consisting of money market funds and short-term debt securities.

The Company performs credit evaluations to verify the credit quality of its financial assets and determine any at-risk receivables. An allowance for expected credit losses on Financial Assets is recognized. As of December 31, 2023 and June 30, 2023, the allowance for expected credit losses related to accounts receivable and acquired card receivables totaled approximately $21.7 million and $15.9 million, respectively. These amounts do not include the immaterial allowance for expected credit losses on the purchase of card receivables that have been authorized but not cleared at the end of the periods.

There were no customers that exceeded 10% of the Company’s total revenue during the three and six months ended December 31, 2023 and 2022.

Foreign Currency

The functional currency of the Company's foreign subsidiaries is the U.S. dollar, which is the Company's reporting currency. Gains and losses from the remeasurement of transactions denominated in foreign currencies other than the functional currency of the foreign subsidiaries are included in other income, net in the accompanying condensed consolidated statements of operations.

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Significant Accounting Policies

There have been no changes to the Company’s significant accounting policies described in the 2023 10-K, except as noted below:

Restructuring

The Company records a liability for involuntary employee termination benefits when management has committed to a plan that establishes the terms of the arrangement and that plan has been communicated to employees. Costs to terminate a contract before the end of the term are recognized on the termination date, and costs that will continue to be incurred in a contract for the remaining term without economic benefit are recognized as of the cease-use date.

New Accounting Pronouncements Not Yet Adopted

In November 2023, the Financial Accounting Standards Board (FASB) issued Accounting Standards Update (ASU) 2023-07, Reportable Segments (Topic 280): Improvements to Reportable Segment Disclosures, which expands annual and interim disclosure requirements for reportable segments, primarily through enhanced disclosures about significant segment expenses, including public entities with a single operating or reportable segment. The updated standard is effective for our annual periods beginning in fiscal 2025 and interim periods beginning in the first quarter of fiscal 2026. Early adoption is permitted. This ASU will result in the required additional disclosures being included in our consolidated financial statements retrospectively to all periods presented, once adopted.

In December 2023, the FASB issued ASU 2023-09, Income Taxes (Topic 740): Improvements to Income Tax Disclosures, which expands disclosures in an entity’s income tax rate reconciliation table and regarding cash taxes paid both in the U.S. and foreign jurisdictions. The updated standard will be effective for annual periods beginning in fiscal 2026. This ASU will result in the required additional disclosures being included in our consolidated financial statements, once adopted.

NOTE 2 – REVENUE

The Company generates revenue primarily from subscription and transaction fees. The table below shows the Company’s revenue from subscription and transaction fees, which are disaggregated by sales channel, and revenue from interest on funds held for customers (in thousands).

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Small-to-midsize businesses, accounting firms, spending businesses and other	$	269,845	$	220,406	$	530,049	$	425,227
Financial institutions	5,147		10,689		10,085		20,479
Total subscription and transaction fees	274,992		231,095		540,134		445,706
Interest on funds held for customers	43,503		28,911		83,346		44,224
Total revenue	$	318,495	$	260,006	$	623,480	$	489,930

Deferred revenue

Fees from customers with which the Company has annual or multi-year contracts are generally billed in advance. These fees are initially recorded as deferred revenue and subsequently recognized as revenue as the performance obligation is satisfied. During the three and six months ended December 31, 2023, the Company recognized $6.5 million and $16.7 million of revenue, respectively, that was included in the deferred revenue balance as of June 30, 2023.

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Remaining performance obligations

The Company has performance obligations associated with commitments in customer contracts for future services that have not yet been recognized as revenue. As of December 31, 2023, the aggregate amount of transaction price allocated to performance obligations that are unsatisfied (or partially unsatisfied), including deferred revenue, was approximately $110.0 million. Of the total remaining performance obligations, the Company expects to recognize approximately 84% within two years and 16% over the next three to five years. The Company determines remaining performance obligations at a point in time based on contracts with customers. The Company evaluates its customer relationships on an ongoing basis, and may selectively renegotiate certain terms of its agreements with financial institutions, accounting firms and SMBs. The Company is currently in discussions with a customer to potentially amend the existing contract. This customer represented approximately 44% of the total remaining performance obligation amount as of December 31, 2023. Accordingly, this amount is subject to change resulting from the potential amendment. There were no subsequent events that would materially impact the amount of the remaining performance obligations as of December 31, 2023. However, actual amounts and timing of revenue recognized may differ due to subsequent contract modifications, renewals, and/or terminations.

Unbilled revenue

Unbilled revenue consists of revenue recognized that has not been billed to the customers yet. The unbilled revenue amounted to $16.5 million and $14.0 million as of December 31, 2023 and June 30, 2023, respectively, and is included in accounts receivable, net in the accompanying condensed consolidated balance sheets.

NOTE 3 – FAIR VALUE MEASUREMENT

The Company measures and reports its cash equivalents, short-term investments, funds held for customers that are invested in money market funds and marketable debt securities, and contingent consideration at fair value. Fair value is defined as the exchange price that would be received for an asset or an exit price paid to transfer a liability in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Valuation techniques used to measure fair value must maximize the use of observable inputs and minimize the use of unobservable inputs.

The fair value hierarchy defines a three-level valuation hierarchy for disclosure of fair value measurements as follows:

Level 1 — Inputs are unadjusted quoted prices in active markets for identical assets or liabilities.

Level 2 — Inputs other than quoted prices included within Level 1 that are observable, unadjusted quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the related assets or liabilities.

Level 3 — Unobservable inputs that are supported by little or no market activity for the related assets or liabilities and typically reflect management’s estimate of assumptions that market participants would use in pricing the assets or liabilities.

In determining fair value, the Company utilizes quoted market prices, or valuation techniques that maximize the use of observable inputs and minimize the use of unobservable inputs to the extent possible, and also considers counterparty credit risk in its assessment of fair value.

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The following tables set forth the fair value of assets and liabilities that were measured at fair value on a recurring basis based on the three-tier fair value hierarchy as of the dates presented (in thousands):

	December 31, 2023
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents:
Money market funds	$	993,163	$	—	$	—	$	993,163
Corporate bonds	—		41,644		—		41,644
Certificates of deposit	—		2,097		—		2,097
U.S. agency securities	—		4,965		—		4,965
	993,163		48,706		—		1,041,869
Short-term investments:
Corporate bonds	—		424,434		—		424,434
U.S. treasury securities	—		372,197		—		372,197
Asset-backed securities	—		71,724		—		71,724
Certificates of deposit	—		58,811		—		58,811
U.S. agency securities	—		45,455		—		45,455
	—		972,621		—		972,621
Funds held for customers:
Restricted cash equivalents:
Money market funds	1,449,575		—		—		1,449,575
Corporate bonds	—		283,988		—		283,988
U.S. treasury securities	—		139,414		—		139,414
	1,449,575		423,402		—		1,872,977
Short-term investments:
Corporate bonds	—		338,855		—		338,855
U.S. treasury securities	—		182,430		—		182,430
Certificates of deposit	—		86,490		—		86,490
Asset-backed securities	—		30,771		—		30,771
U.S. agency securities	—		13,839		—		13,839
	—		652,385		—		652,385
Total assets measured at fair value	$	2,442,738	$	2,097,114	$	—	$	4,539,852
Liabilities
Contingent consideration(1)	$	—	$	—	$	(6,500)	$	(6,500)
Total liabilities measured at fair value	$	—	$	—	$	(6,500)	$	(6,500)

(1) The Company used the probability-weighted discounted cash flow method to estimate the contingent consideration. The significant inputs used in the fair value measurement of the contingent consideration are the probability of payout and discount rate. As these inputs are not based on observable market data, the liability represents a Level 3 measurement within the fair value hierarchy.

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	June 30, 2023
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents:
Money market funds	$	1,131,621	$	—	$	—	$	1,131,621
Corporate bonds	—		45,301		—		45,301
U.S. treasury securities	44,856		—		—		44,856
Certificates of deposit	—		2,578		—		2,578
	1,176,477		47,879		—		1,224,356
Short-term investments:
Corporate bonds	—		479,483		—		479,483
U.S. treasury securities	408,368		—		—		408,368
U.S. agency securities	—		57,967		—		57,967
Asset-backed securities	—		51,193		—		51,193
Certificates of deposit	—		46,099		—		46,099
	408,368		634,742		—		1,043,110
Funds held for customers:
Restricted cash equivalents:
Money market funds	713,469		—		—		713,469
	713,469		—		—		713,469
Short-term investments:
Corporate bonds	—		433,920		—		433,920
Certificates of deposit	—		233,291		—		233,291
U.S. treasury securities	81,074		—		—		81,074
Asset-backed securities	—		70,661		—		70,661
U.S. agency securities	—		27,458		—		27,458
	81,074		765,330		—		846,404
Total assets measured at fair value	$	2,379,388	$	1,447,951	$	—	$	3,827,339
Liabilities
Contingent consideration(1)	$	—	$	—	$	(12,035)	$	(12,035)
Total liabilities measured at fair value	$	—	$	—	$	(12,035)	$	(12,035)

(1) The Company used the probability-weighted discounted cash flow method to estimate the contingent consideration. The significant inputs used in the fair value measurement of the contingent consideration are the probability of payout and discount rate. As these inputs are not based on observable market data, the liability represents a Level 3 measurement within the fair value hierarchy.

There were no transfers of financial instruments between Level 1, Level 2, and Level 3 during the periods presented.

The fair values of the Company’s Level 1 instruments were derived from quoted market prices and active markets for these specific instruments.

The valuation techniques used to measure the fair values of Level 2 instruments were derived from non-binding market consensus prices that were corroborated with observable market data, quoted market prices for similar instruments, or pricing models.

The Company has $575.0 million and $1.15 billion in aggregate principal amount of its 0% convertible senior notes due in 2027 (2027 Notes) and in 2025 (2025 Notes, together with the 2027 Notes, the Notes),

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respectively, outstanding as of December 31, 2023. The Company carries the Notes at par value, less the unamortized issuance costs in the accompanying condensed consolidated balance sheets. The estimated fair value of the 2027 Notes and 2025 Notes, which is presented for disclosure purposes only, was approximately $479.7 million and $1.08 billion, respectively, as of December 31, 2023. The fair value was based on a market approach, which represents a Level 2 valuation estimate. The market approach was determined based on the actual bids and offers of the Notes in an over-the-counter market as of the last day of trading prior to the end of the period.

Our financial instruments not measured and recorded at fair value, includes cash, restricted cash, acquired cards receivables, interest receivable, incentive receivables and borrowings from revolving credit facility, are carried at amortized cost, which approximates their fair value. If these financial instruments were measured at fair value in the financial statements, cash would be classified as Level 1; restricted cash, interest receivables, incentive receivables and borrowings from revolving credit facility would be classified as Level 2 and the acquired cards receivables would be classified as Level 3 in the fair value hierarchy.

NOTE 4 – SHORT-TERM INVESTMENTS AND FUNDS HELD FOR CUSTOMERS

The following table summarizes the assets underlying short-term investments and funds held for customers as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Short-term investments:
Available-for-sale debt securities	$	972,621	$	1,043,110
Total short-term investments	972,621		1,043,110
Funds held for customers:
Restricted cash	1,125,392		1,793,088
Restricted cash equivalents	1,872,977		713,469
Funds receivable	12,281		12,822
Available-for-sale debt securities	652,385		846,404
Total funds held for customers	3,663,035		3,365,783
Less - income earned by the Company included in other current assets	(7,600)		(9,874)
Total funds held for customers, net of income earned by the Company	$	3,655,435	$	3,355,909

Income earned by the Company that is included in other current assets represents interest income, accretion of discount (offset by amortization of premium), and net unrealized gains on customer funds that were invested in money market funds and short-term marketable debt securities. The Company contractually earns income from these investments, which are expected to be transferred into the Company’s corporate deposit account upon sale or settlement of the associated investment, and are not considered funds held for customers.

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The following table summarizes the estimated fair value of available-for-sale debt securities included within funds held for customers and short-term investments as of the dates presented (in thousands):

	December 31, 2023
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Short-term investments:
Corporate bonds	$	424,195	$	730	$	(491)	$	424,434
U.S. treasury securities	372,372		170		(345)		372,197
Asset-backed securities	71,536		217		(29)		71,724
Certificates of deposit	58,811		—		—		58,811
U.S. agency securities	45,460		20		(25)		45,455
Total short-term investments	$	972,374	$	1,137	$	(890)	$	972,621
Funds held for customers:
Corporate bonds	$	338,702	$	158	$	(5)	$	338,855
Certificates of deposit	86,490		—		—		86,490
U.S. agency securities	13,849		—		(10)		13,839
Asset-backed securities	30,824		—		(53)		30,771
U.S. treasury securities	182,375		102		(47)		182,430
Total funds held for customers	$	652,240	$	260	$	(115)	$	652,385

	June 30, 2023
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Short-term investments:
Corporate bonds	$	481,658	$	207	$	(2,382)	$	479,483
U.S. treasury securities	409,586		42		(1,260)		408,368
U.S. agency securities	58,166		—		(199)		57,967
Asset-backed securities	51,321		8		(136)		51,193
Certificates of deposit	46,099		—		—		46,099
Total short-term investments	$	1,046,830	$	257	$	(3,977)	$	1,043,110
Funds held for customers:
Corporate bonds	$	433,936	$	18	$	(34)	$	433,920
Certificates of deposit	233,290		1		—		233,291
Asset-backed securities	70,993		—		(332)		70,661
U.S. agency securities	27,484		5		(31)		27,458
U.S. treasury securities	81,309		1		(236)		81,074
Total funds held for customers	$	847,012	$	25	$	(633)	$	846,404

The amortized cost and fair value amounts for short-term investments include accrued interest receivables of $5.2 million and $4.3 million as of December 31, 2023 and June 30, 2023, respectively. The amortized cost and fair value amounts for funds held for customers include accrued interest receivable of $3.7 million and $6.9 million as of December 31, 2023 and June 30, 2023, respectively.

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The following table summarizes fair value of the Company's available-for-sale debt securities by remaining contractual maturity as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Due within one year	$	1,337,185	$	1,543,379
Due in 1 year through 5 years	287,821		346,135
Total	$	1,625,006	$	1,889,514

As of December 31, 2023, approximately 130 out of approximately 440 investments in available-for-sale debt securities were in an unrealized loss position. The following table shows gross unrealized losses and fair values for those investments that were in an unrealized loss position as of the dates presented (in thousands):

	December 31, 2023
	Less than 12 months				12 months or longer				Total
	Fair value		Unrealized losses		Fair value		Unrealized losses		Fair value		Unrealized losses
Short-term investments:
Corporate bonds	$	119,582	$	(280)	$	45,813	$	(211)	$	165,395	$	(491)
U.S. treasury securities	54,361		(95)		31,095		(250)		85,456		(345)
Asset-backed securities	10,783		(14)		1,638		(15)		12,421		(29)
U.S. agency securities	45,651		(25)		—		—		45,651		(25)
Total short-term investments	$	230,377	$	(414)	$	78,546	$	(476)	$	308,923	$	(890)
Funds held for customers:
Corporate bonds	$	19,511	$	(5)	$	—	$	—	$	19,511	$	(5)
U.S. agency securities	13,838		(10)		—		—		13,838		(10)
Asset-backed securities	23,151		(29)		7,620		(24)		30,771		(53)
U.S. treasury securities	45,226		(47)		—		—		45,226		(47)
Total funds held for customers	$	101,726	$	(91)	$	7,620	$	(24)	$	109,346	$	(115)

	June 30, 2023
	Less than 12 months				12 months or longer				Total
	Fair value		Unrealized losses		Fair value		Unrealized losses		Fair value		Unrealized losses
Short-term investments:
Corporate bonds	$	213,373	$	(1,421)	$	83,189	$	(961)	$	296,562	$	(2,382)
U.S. treasury securities	199,440		(976)		14,286		(284)		213,726		(1,260)
Asset-backed securities	35,719		(103)		2,707		(33)		38,426		(136)
U.S. agency securities	57,967		(199)		—		—		57,967		(199)
Total short-term investments	$	506,499	$	(2,699)	$	100,182	$	(1,278)	$	606,681	$	(3,977)
Funds held for customers:
Corporate bonds	$	34,530	$	(34)	$	—	$	—	$	34,530	$	(34)
Asset-backed securities	59,128		(258)		11,533		(74)		70,661		(332)
U.S. agency securities	22,494		(31)		—		—		22,494		(31)
U.S. treasury securities	74,888		(236)		—		—		74,888		(236)
Total funds held for customers	$	191,040	$	(559)	$	11,533	$	(74)	$	202,573	$	(633)

Unrealized losses have not been recognized into income as the Company neither intends to sell, nor anticipates that it is more likely than not that the Company will be required to sell, the securities before recovery of their amortized cost basis. The decline in fair value is due primarily to changes in market interest rates, rather

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than credit losses. There have been no significant realized gains or losses on the short-term investments and funds held for customers during the three and six months ended December 31, 2023 and 2022.

NOTE 5 – ACQUIRED CARD RECEIVABLES

Acquired Card Receivables

As of December 31, 2023, approximately $191.4 million of the acquired card receivable balance served as collateral for the Company’s borrowings from the Revolving Credit Facility (see Note 6).

The Company incurred losses related to card transactions disputed by spending businesses. The amounts were not material during the three and six months ended December 31, 2023 and 2022.

The acquired card receivable balances do not include purchases of card receivables from the Company's card issuing partner banks (Issuing Banks) that have not cleared at the end of the reporting period. Purchases of card receivables that have not cleared as of December 31, 2023 totaled $15.8 million. The Company recognized an immaterial amount of expected credit losses on the purchased card receivables that have not cleared yet as of December 31, 2023.

Credit Quality Information

The Company regularly reviews collection experience, delinquencies, and net charge-offs in determining allowance for credit losses related to acquired card receivables. Historical collections rates have shown that days past due is the primary indicator of the likelihood of loss. The Company uses the delinquency trends or past due status of the acquired card receivables as the credit quality indicator. Acquired card receivables are considered past due if full payment is not received on the bill date or within a grace period, which is generally limited to five days. Below is a summary of the acquired card receivables by class (i.e., past due status) as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Current and less than 30 days past due	$	524,440	$	463,704
30 ~ 59 days past due	5,570		2,507
60 ~ 89 days past due	5,584		4,544
90 ~ 119 days past due	2,511		3,196
Over 119 days past due	384		197
Total	$	538,489	$	474,148

The outstanding balance of acquired card receivables that were (i) 90 days or more past due that continued to accrue fees and had an allowance for outstanding balance and fees and (ii) not classified as non-accrual was not material as of each of December 31, 2023 and June 30, 2023.

Unused Credit Arrangements

As of December 31, 2023, the Company, in partnership with the Issuing Banks, had approximately $2.1 billion in unused credit available to spending businesses. While this balance represents the total unused credit available, historical trends and current expectations indicate that the unused credit will likely not be fully utilized by spending businesses at any one time.

The Company manages credit risk exposure by limiting total credit for each spending business. The Company periodically reviews credit lines to assess different factors, including account usage and customer creditworthiness. The credit lines can be terminated by the Company at any time, and they do not necessarily represent future cash requirements. The Company does not record a liability for expected credit losses for unused lines of credit as they are unconditionally cancellable.

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Allowance for Credit Losses

Below is a summary of the changes in allowance for credit losses presented (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Balance, beginning	$	18,513	$	7,541	$	15,498	$	5,414
Initial allowance for credit losses on purchased card receivables with credit deterioration	—		—		—		10
Provision for expected credit losses	14,354		8,520		26,329		15,103
Charge-off amounts	(12,118)		(4,379)		(21,908)		(9,412)
Recoveries collected	760		266		1,590		833
Balance, end of period	$	21,509	$	11,948	$	21,509	$	11,948

Card receivables acquired from the Issuing Banks and held for investment were $4.3 billion and $8.3 billion during the three and six months ended December 31, 2023, respectively, and $3.3 billion and $6.0 billion during the three and six months ended December 31, 2022, respectively. The provision for expected credit losses and charge-off amounts increased during the three and six months ended December 31, 2023 due to portfolio growth and increase in delinquencies during the period.

NOTE 6 – DEBT AND BORROWINGS

Debt and borrowings consisted of the following (in thousands):

	December 31, 2023		June 30, 2023
Current liabilities:
Borrowings from revolving credit facility (including unamortized debt premium)(1)	$	135,021	$	135,046
Non-current liabilities:
Convertible senior notes:
2027 Notes, principal	575,000		575,000
2025 Notes, principal	1,150,000		1,150,000
Less: unamortized debt issuance costs	(16,792)		(20,218)
Convertible senior notes, net	1,708,208		1,704,782
Total	$	1,843,229	$	1,839,828

(1) Unamortized debt issuance costs balance for the Revolving Credit Facility was $0.1 million and $0.2 million as of December 31, 2023 and June 30, 2023, respectively, and is included in "Other assets" on the condensed consolidated balance sheets.

2027 Notes

On September 24, 2021, the Company issued $575.0 million in aggregate principal amount of its 0% convertible senior notes due on April 1, 2027, in a private placement to qualified institutional buyers pursuant to Rule 144A under the Securities Act of 1933, as amended (the 2027 Notes). The 2027 Notes are subject to the terms and conditions of the indenture governing the 2027 Notes between the Company and Wells Fargo Bank, N.A., as trustee (2027 Notes Trustee). The net proceeds from the issuance of the 2027 Notes were $560.1 million, after deducting debt discount and debt issuance costs totaling $14.9 million.

The 2027 Notes are senior, unsecured obligations of the Company, and will not accrue interest unless the Company determines to pay special interest as a remedy for failure to timely file any reports required to be filed with the SEC, certain trading restrictions, or failure to deliver reports to the 2027 Notes Trustee. The 2027 Notes rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated to

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the 2027 Notes and rank equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated, including the 2025 Notes. In addition, the 2027 Notes are subordinated to any of the Company’s secured indebtedness and to all indebtedness and other liabilities of the Company’s subsidiaries.

The 2027 Notes have an initial conversion rate of 2.4108 shares of common stock per $1,000 principal amount, which is equivalent to an initial conversion price of approximately $414.80 per share of the Company’s common stock and approximately 1.4 million shares issuable upon conversion. The conversion rate is subject to customary adjustments for certain events as described below. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock, or a combination of cash and shares of its common stock, at its election. The Company’s current intent is to settle conversions of the 2027 Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock.

The Company may redeem for cash, all or any portion of the 2027 Notes, at the Company’s option, on or after October 5, 2024 if the last reported sale price of the Company’s common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending on and including the trading day (Conversion Condition) preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the notes to be redeemed, plus any accrued and unpaid special interest to, but excluding, the redemption date. No sinking fund is provided for the 2027 Notes.

The holders of the 2027 Notes may convert their notes at their option at any time prior to the close of business on the business day immediately preceding January 1, 2027 in multiples of $1,000 principal amount, under the following circumstances:

•during any calendar quarter commencing after the calendar quarter ending on December 31, 2021, and only during such calendar quarter, if the last reported sale price of the Company's common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day;

•during the five business day periods after any five consecutive trading day period in which the trading price per $1,000 principal amount of the 2027 Notes for each trading day of that period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate on each such trading day;

•if the Company calls such notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or

•upon the occurrence of specified corporate events.

The conversion rate is subject to adjustment upon the occurrence of certain events or if the Company’s board of directors determines it is in the best interest of the Company. Additionally, holders of the 2027 Notes that convert their notes in connection with a make-whole fundamental change or during the redemption period, may be eligible to receive a make-whole premium through an increase of the conversion rate based on the estimated fair value of the 2027 Notes for the given date and stock price. The make-whole premium is designed to compensate the holder for lost “time-value” of the conversion option. The maximum number of additional shares that may be issued under the make-whole premium is 1.2656 per $1,000 principal (the lowest price of $272.00 in the make whole).

The indenture governing the 2027 Notes contains customary events of default with respect to the 2027 Notes and provides that upon certain events of default occurring and continuing, the holders of the 2027 Notes will have the right, at their option, to require the Company to repurchase for cash all or a portion of their outstanding notes, at a price equal to 100% of the principal amount of the 2027 Notes to be repurchased, plus any accrued and unpaid interest.

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2025 Notes

On November 30, 2020, the Company issued $1.15 billion in aggregate principal amount of its 0% convertible senior notes due on December 1, 2025, in a private placement to qualified institutional buyers pursuant to Rule 144A under the Securities Act of 1933, as amended (the 2025 Notes, and together with the 2027 Notes, the Notes). The 2025 Notes are subject to the terms and conditions of the indenture governing the 2025 Notes between the Company and Wells Fargo Bank, N.A., as trustee (2025 Notes Trustee). The net proceeds from the issuance of the 2025 Notes were $1.13 billion, after deducting debt discount and debt issuance costs totaling $20.6 million.

The 2025 Notes are senior, unsecured obligations of the Company, and will not accrue interest unless the Company determines to pay special interest as a remedy for failure to timely file any reports required to be filed with the SEC, certain trading restrictions, or failure to deliver reports to the 2025 Notes Trustee. The 2025 Notes rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated to the 2025 Notes and rank equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated, including the 2027 Notes. In addition, the 2025 Notes are subordinated to any of the Company’s secured indebtedness and to all indebtedness and other liabilities of the Company’s subsidiaries.

The 2025 Notes have an initial conversion rate of 6.2159 shares of common stock per $1,000 principal amount, which is equivalent to an initial conversion price of approximately $160.88 per share of the Company’s common stock and approximately 7.1 million shares issuable upon conversion. The conversion rate is subject to customary adjustments for certain events as described below. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock, or a combination of cash and shares of its common stock, at its election. The Company’s current intent is to settle conversions of the 2025 Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock.

The Company may redeem for cash, all or any portion of the 2025 Notes, at the Company’s option, on or after December 5, 2023 if the last reported sale price of the Company’s common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending on and including the trading day (Conversion Condition) preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the notes to be redeemed, plus any accrued and unpaid special interest to, but excluding, the redemption date. No sinking fund is provided for the 2025 Notes.

The holders of the 2025 Notes may convert their notes at their option at any time prior to the close of business on the business day immediately preceding September 1, 2025 in multiples of $1,000 principal amount, under the following circumstances:

•during any calendar quarter commencing after the calendar quarter ending on March 31, 2021, and only during such calendar quarter, if the last reported sale price of the Company's common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day;

•during the five business day periods after any five consecutive trading day period in which the trading price per $1,000 principal amount of the 2025 Notes for each trading day of that period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate on each such trading day;

•if the Company calls such notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or

•upon the occurrence of specified corporate events.

The conversion rate is subject to adjustment upon the occurrence of certain events or if the Company’s board of directors determines it is in the best interest of the Company. Additionally, holders of the 2025 Notes that convert their notes in connection with a make-whole fundamental change or during the redemption period, may be eligible to receive a make-whole premium through an increase of the conversion rate based on the estimated fair value of the 2025 Notes for the given date and stock price. The make-whole premium is designed

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to compensate the holder for lost “time-value” of the conversion option. The maximum number of additional shares that may be issued under the make-whole premium is 2.9525 per $1,000 principal (the lowest price of $109.07 in the make whole).

The indenture governing the 2025 Notes contains customary events of default with respect to the 2025 Notes and provides that upon certain events of default occurring and continuing, the holders of the 2025 Notes will have the right, at their option, to require the Company to repurchase for cash all or a portion of their outstanding notes, at a price equal to 100% of the principal amount of the 2025 Notes to be repurchased, plus any accrued and unpaid interest.

Additional Information About the Notes

As of December 31, 2023 and June 30, 2023, the Notes consisted of the following (in thousands):

	December 31, 2023				June 30, 2023
	2027 Notes		2025 Notes		2027 Notes		2025 Notes
Principal	$	575,000	$	1,150,000	$	575,000	$	1,150,000
Less: unamortized issuance costs	(8,840)		(7,952)		(10,188)		(10,030)
Net carrying amount	$	566,160	$	1,142,048	$	564,812	$	1,139,970

The debt issuance costs of the Notes are being amortized using the effective interest method. During the three and six months ended December 31, 2023, the Company recognized $1.7 million and $3.4 million, respectively, of the debt issuance costs of the Notes. During the three and six months ended December 31, 2022, the Company recognized $1.7 million and $3.4 million, respectively, of the debt discount and issuance amortization costs related to the Notes. During each of the three and six months ended December 31, 2023 and 2022 the effective interest rate of the 2027 Notes was 0.48% and the effective interest rate of the 2025 Notes was 0.36%. As of December 31, 2023, the weighted-average remaining life of the Notes was 2.4 years.

The "if-converted" value of the Notes did not exceed the principal amount of $1.7 billion as of each of December 31, 2023 and June 30, 2023.

Capped Call Transactions

In conjunction with the issuance of each of the 2025 Notes and the 2027 Notes, the Company entered into capped call transactions (collectively, the Capped Calls) with certain of the initial purchasers of the Notes and/or their respective affiliates or other financial institutions at a total cost of $125.8 million. The Capped Calls are separate transactions and are not part of the terms of the Notes. The total amount paid for the Capped Calls was recorded as a reduction of additional paid-in capital. The Company used the proceeds from the Notes to pay for the cost of the Capped Call premium. The cost of the Capped Calls is not expected to be tax-deductible as the Company did not elect to integrate the Capped Calls into the Notes for tax purposes.

The Capped Calls associated with the 2027 Notes and 2025 Notes have an initial strike price of approximately $414.80 per share and $160.88 per share, respectively, subject to certain adjustments, which corresponds to the respective initial conversion price of the 2027 Notes and 2025 Notes, and have an initial cap price of $544.00 per share and $218.14 per share, respectively, subject to certain adjustments; provided that such cap price shall not be reduced to an amount less than their respective strike price. The Capped Calls associated with the Notes cover, subject to anti-dilution adjustments, a total of approximately 8.5 million shares of the Company’s common stock. The Capped Calls are expected to generally reduce the potential dilution of the Company’s common stock upon any conversion of the Notes and/or offset any cash payments that the Company is required to make in excess of the principal amount of such converted notes, as the case may be, with such reduction and/or offset subject to a cap.

Revolving Credit Facility

The Company's Revolving Credit and Security Agreement was executed in March 2021 (the 2021 Revolving Credit Agreement), and was amended in August 2022 (as amended, the Revolving Credit Facility) to finance the acquisition of card receivables. The Revolving Credit Facility matures in June 2024 or earlier

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pursuant to the 2021 Revolving Credit Agreement, and has a total commitment of $225.0 million. The required minimum utilization was $135.0 million, or 60% of the total commitment, and the Company had borrowed $135.0 million against the Revolving Credit Facility as of December 31, 2023. The Revolving Credit Facility requires the Company to pay unused fees up to 0.50% per annum. Borrowings are secured by acquired card receivables. Prior to March 3, 2023, borrowings of up to $75.0 million bore interest of 2.75% per annum and borrowings greater than $75.0 million bore interest of 2.65% per annum, plus SOFR (subject to a floor rate of 0.25% and benchmark adjustment rate of 0.28%). Beginning March 3, 2023, borrowings bear interest of 2.65% per annum, plus SOFR (subject to a floor rate of 0.25% and benchmark adjustment rate of 0.28%). The effective interest rate was 8.31% per annum as of December 31, 2023. The Company is required to comply with certain restricted covenants, including liquidity requirements. As of December 31, 2023, the Company was in compliance with those covenants.

The debt issuance costs and debt premium associated with the Revolving Credit Facility is amortized using the effective interest method over the remaining term of the 2021 Revolving Credit Agreement, with a weighted-average remaining amortization period of approximately 0.4 years. The amortization of the debt issuance costs and debt premium is recorded in other income, net in the accompanying condensed consolidated statement of operations and during each of the three and six months ended December 31, 2023 and 2022 was not material.

NOTE 7 – STOCKHOLDERS’ EQUITY

Stock Based Compensation

Stock-based compensation by award type (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Restricted stock units (RSUs)(1)	$	57,495	$	101,266	$	112,357	$	156,935
Stock options	2,784		13,117		6,491		24,911
Performance-based awards	4,253		3,157		9,316		6,448
Employee stock purchase plan	1,462		2,961		4,229		5,782
Market-based RSUs	1,415		1,254		2,485		2,507
Total stock-based compensation	$	67,409	$	121,755	$	134,878	$	196,583

Stock-based compensation was included in the following line items in the accompanying condensed consolidated statements of operations and condensed consolidated balance sheets (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Revenue - subscription and transaction fees	$	486	$	—	$	856	$	—
Cost of revenue	2,388		2,298		4,934		4,299
Research and development	26,160		26,981		53,526		47,831
Sales and marketing(1)	12,789		69,522		26,674		98,779
General and administrative	20,322		20,641		41,302		41,152
Restructuring	3,355		—		3,355		—
Total amount charged to loss from operations	65,500		119,442		130,647		192,061
Property and equipment (capitalized internal-use software)	1,909		2,313		4,231		4,522
Total stock-based compensation	$	67,409	$	121,755	$	134,878	$	196,583

1 In October 2022, the Company entered into separation and advisory agreements with its former Chief Revenue Officer (the CRO Agreements). Pursuant to the CRO Agreements, the former CRO will serve the Company as an advisor through September 2024.

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Upon execution of the CRO Agreements, the Company recognized $52.2 million of stock-based compensation expense related to the former CRO's RSUs.

Unamortized stock-based compensation by award type:

	Unrecognized compensation (in thousands)		Weighted-average recognition period (in years)
RSUs	$	529,954	3.1
Performance-based awards	19,987		3.2
Market-based RSUs	9,698		1.6
Stock options	7,958		1.2
Employee stock purchase plan	1,526		0.5
Total unamortized stock-based compensation	$	569,124

Share Repurchase Program

In January 2023, the Company's board of directors authorized the repurchase of up to $300.0 million of the Company's outstanding shares of common stock (the Share Repurchase Program). As of December 31, 2023, the Company completed the repurchase of shares with an aggregate value equal to the full authorized amount under the Share Repurchase Program.

The Company repurchased and subsequently retired 2,722,655 shares for $196.7 million and 2,882,634 shares for $212.7 million under the Share Repurchase Program during the three and six months ended December 31, 2023, respectively, including an immaterial amount of excise tax. The total price of the shares repurchased and related transaction costs are reflected as a reduction of common stock and an increase to accumulated deficit on the Company's condensed consolidated balance sheets.

NOTE 8 – OTHER INCOME, NET

Other income, net consisted of the following for the periods presented (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Interest expense	$	(4,753)	$	(3,562)	$	(9,491)	$	(6,411)
Lower of cost or market adjustment on card receivables sold and held for sale	—		—		—		(1,545)
Interest income	33,781		20,910		68,134		32,375
Other	(109)		(326)		(416)		(1,449)
Total other income, net	$	28,919	$	17,022	$	58,227	$	22,970

NOTE 9 – INCOME TAXES

The Company’s provision for income taxes during the interim periods is determined using an estimate of the Company’s annual effective tax rate, which is adjusted for certain discrete tax items during the interim period. The Company's income tax provision was approximately $1.7 million and $2.2 million for the three and six months ended December 31, 2023, respectively, and income tax benefit was approximately $0.4 million and $0.5 million for three and six months ended December 31, 2022, respectively.

The Company’s effective tax rate differs from the federal statutory rate primarily due to its federal, state and foreign valuation allowance positions. The income tax provision during the three and six months ended December 31, 2023 consisted primarily of an estimated cash tax liability associated with the capitalization of R&D costs for federal and certain state tax purposes for the year ending June 30, 2024, partially offset by a reduction to the net deferred tax liability as a result of the Company's current year losses.

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The Company has subsidiaries in the U.S, Canada, and Australia and may be subject to income tax audits in those jurisdictions. The Company records liabilities related to uncertain tax positions, which provide adequate reserves for income tax uncertainties in all open tax years. Due to the Company’s history of tax losses, all years remain open to tax audit. The Company’s management evaluates the realizability of the Company’s deferred tax assets based on all available evidence, both positive and negative. The realization of net deferred tax assets is dependent on the Company’s ability to generate sufficient future taxable income during the foreseeable future.

NOTE 10 – COMMITMENTS AND CONTINGENCIES

During the three and six months ended December 31, 2023 there have been no material changes to the Company's contractual obligations, commitments or litigation from those disclosed in Note 15 to the financial statements in the 2023 10-K.

NOTE 11 – RESTRUCTURING

On December 5, 2023, the Company announced a restructuring plan (Restructuring Plan) intended to right-size our organization, enhance profitability, and reallocate resources towards the most impactful initiatives. The Restructuring Plan included a reduction of the Company's global workforce and closure of its office in Sydney, Australia. The Company incurred the majority of the charges relating to the Restructuring Plan in the three months ended December 31, 2023. The Company expects the Restructuring Plan to be substantially completed by June 30, 2024, subject to local law and consultation requirements.

During the three and six months ended December 31, 2023, the Company recorded restructuring expenses of $25.1 million, which includes $3.4 million of stock-based compensation expense, as a separate line item in the accompanying condensed consolidated statements of operations. The following table summarizes the restructuring liability that is included in other accruals and current liabilities and accounts payable on the accompanying condensed consolidated balance sheets:

	Severance and termination benefits		Contract termination		Other		Total restructuring liability
Balance, at June 30, 2023	$	—	$	—	$	—	$	—
Charges	20,975		343		417		21,735
Cash payments	(8,239)		(72)		—		(8,311)
Balance, at December 31, 2023	$	12,736	$	271	$	417	$	13,424

NOTE 12 – NET LOSS PER SHARE ATTRIBUTABLE TO COMMON STOCKHOLDERS

Potentially dilutive securities, which were excluded from the diluted net loss per share calculations because they would have been antidilutive were as follows as of the dates presented (in thousands):

	December 31,
	2023	2022
RSUs	5,203	4,644
Stock options	2,189	3,156
Performance-based awards	285	—
Market-based RSUs	115	—
Employee stock purchase plan	6	—
Total	7,798	7,800

In addition, approximately 8.5 million shares underlying the conversion option of the Notes are not considered in the calculation of diluted net loss per share as they would be anti-dilutive. Such number of shares issuable under the Notes is subject to adjustment up to approximately 12.7 million shares if certain corporate events occur prior to the maturity date of the Notes or if the Company issues a notice of redemption. The

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Company’s current intent is to settle conversions of the Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock. The Company uses the "as-if converted" method for calculating any potential dilutive effect of the conversion option on diluted earnings per share, if applicable. As of December 31, 2023, the Conversion Condition was not triggered for either the 2025 Notes or the 2027 Notes.

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ITEM 2. MANAGEMENT’S DISCUSSION AND ANALYSIS OF FINANCIAL CONDITION AND RESULTS OF OPERATIONS

You should read the following discussion and analysis of our financial condition and results of operations together with our condensed consolidated financial statements and the related notes included elsewhere in this Quarterly Report on Form 10-Q. Some of the information contained in this Quarterly Report on Form 10-Q includes forward-looking statements that involve risks and uncertainties. You should read the sections titled “Special Note Regarding Forward-Looking Statements” and “Risk Factors” for a discussion of important factors that could cause actual results to differ materially from the results described in or implied by the forward-looking statements contained in the following discussion and analysis. Our fiscal year end is June 30, and our fiscal quarters end on September 30, December 31, and March 31.

Overview

We are a leading financial operations platform for small and midsize businesses (SMBs). As a champion of SMBs, we are automating the future of finance so businesses can thrive. Our integrated platform helps businesses to more efficiently control their payables, receivables and spend and expense management. Hundreds of thousands of businesses rely on BILL’s proprietary member network of millions to pay or get paid faster. Headquartered in San Jose, California, we are a trusted partner of leading U.S. financial institutions, accounting firms, and accounting software providers.

Our purpose-built, artificial intelligence (AI)-enabled financial software platform creates seamless connections between our customers, their suppliers, and their clients. Businesses on our platform generate and process invoices, streamline approvals, make and receive payments, manage employee expenses, sync with their accounting system, foster collaboration, and manage their cash. We have built sophisticated integrations with popular accounting software solutions, banks, card issuers, and payment processors, enabling our customers to access these mission-critical services quickly and easily.

We efficiently reach SMBs through our proven direct and indirect go-to-market strategies. We acquire new businesses to use our solutions directly through digital marketing and inside sales, and indirectly through accounting firms and financial institution partnerships. As of December 31, 2023, our partners included some of the most trusted brands in the financial services business, including more than 85 of the top 100 accounting firms and seven of the top ten largest financial institutions for SMBs in the U.S., including Bank of America, JPMorgan Chase, Wells Fargo Bank, and American Express. As we add customers and partners, we expect our network to continue to grow organically.

We have grown rapidly and scaled our business operations in recent periods. Our revenue was $318.5 million and $260.0 million during the three months ended December 31, 2023 and 2022, respectively, an increase of $58.5 million, and $623.5 million and $489.9 million during the six months ended December 31, 2023 and 2022, respectively, an increase of $133.6 million. We generated net losses of $40.4 million and $95.1 million during the three months ended December 31, 2023 and 2022, respectively, and $68.3 million and $176.7 million during the six months ended December 31, 2023 and 2022, respectively.

Macroeconomic and Other Factors

Recent interest rate increases and persistent inflation in the U.S. and other markets globally have increased economic volatility and led to tightening in credit markets in the U.S. and globally. The SMBs we serve are particularly susceptible to changes in overall economic and financial conditions, and certain SMBs may cease operations in the event of a recession or inability to access financing. The macroeconomic environment has caused our BILL standalone customers and spending businesses using BILL Spend and Expense (formerly Divvy) to moderate their expenditures and, in certain cases, shift to lower-cost methods of payment, resulting in lower payment volume growth and lower transaction fee growth than historical trends. Moreover, the rate of growth in the number of businesses using our solutions has and may continue to be impacted by the current macroeconomic environment. In addition, increased interest rates have led to an increase in interest on funds held for customers. Certain of these business impacts have accelerated in recent periods and we anticipate that they will persist in the near-term. Moreover, there can be no assurance that, in the event of a recession, demand for our products would not be adversely affected. We intend to continue to

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monitor macroeconomic conditions closely and to take appropriate financial or operational actions in response to such conditions.

In December 2023, we announced a reduction-in-force (RIF), impacting approximately 15% of our global workforce and including the closure of our office in Sydney, Australia, designed to right-size our organization, enhance our profitability profile, and reallocate resources towards our most impactful initiatives. We incurred the majority of the charges related to the RIF in the three months ended December 31, 2023 and expect it to be substantially completed by June 30, 2024.

In addition, in March 2023, instability in the U.S. banking system resulted in the closure of several U.S. banks, including Silicon Valley Bank (SVB), where we held significant company and customer funds. However, all of our and our customers' funds were preserved, and were able to re-route pending transactions involving SVB through other banking partners. Going forward, we will continue to assess the potential advantages in diversifying our banking relationships, including with both multinational financial institutions and, as appropriate, U.S. national and regional banks. Nonetheless, continued actual or perceived instability in the U.S. banking system that adversely affects any of the financial institutions with which we do business may adversely impact our ability to access our corporate cash and cash equivalents and cash held in trust on behalf of customers or process customer payments.

Any of these conditions or actions may have a negative impact on our future results of operations, liquidity, and financial condition. We are unable to predict the full impact that macroeconomic factors, banking sector dynamics, or ongoing global geopolitical conflicts will have on our future results of operations, liquidity, and financial condition due to numerous uncertainties, including changes in central bank policies and interest rates, rates of inflation, uncertainty with respect to the federal budget and debt ceiling and potential government shutdowns related thereto, the impact to our customers, spending businesses, subscribers, partners, and suppliers, and other factors described in the section titled “Risk Factors” in Part II, Item 1A of this Quarterly Report on Form 10-Q.

Our Revenue Model

We generate revenue primarily from subscription and transaction fees.

Our subscription revenue is primarily based on a fixed monthly or annual rate per user charged to our customers. Our transaction revenue consists of transaction fees and interchange fees on a fixed or variable rate per transaction. Transactions primarily include card payments, real-time payments, check payments, ACH payments, cross-border payments, and creation of invoices. Much of our revenue comes from repeat transactions, which are an important contributor to our recurring revenue.

In addition, we generate revenue from interest on funds held for customers. When we process payment transactions, the funds flow through our bank accounts, resulting in a balance of funds held for customers. The balances may fluctuate based on volume and the type of payments processed. Interest is earned from interest-bearing deposit accounts, certificates of deposit, money market funds, corporate bonds, asset-backed securities, municipal bonds, commercial paper, U.S. treasury securities, and U.S. agency securities. We hold these funds from the day they are withdrawn from a payer’s account to the day the funds are credited to the receiver. This revenue can fluctuate depending on the amount of customer funds held, as well as our yield on customer funds invested, which is influenced by market interest rates and our investments.

Our Receivables Purchases and Servicing Model

We market our BILL Spend and Expense software and BILL Divvy Corporate Cards (which, collectively, we previously referred to as our Divvy solutions) to potential spending businesses, and issue business-purpose charge cards through our card issuing partner banks (Issuing Banks). When a business applies for a BILL Divvy Corporate Card, we utilize, on behalf of the Issuing Bank, proprietary risk management capabilities to confirm the identity of the business, and perform a credit underwriting process to determine if the business is eligible for a BILL Divvy Corporate Card pursuant to our credit policies. Once approved for a BILL Divvy Corporate Card the spending business is provided a credit limit and can use the BILL Spend and Expense software to request virtual cards or physical cards, establish budgets, and manage spend.

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The majority of cards on our platform are issued by Cross River Bank, a Federal Deposit Insurance Corporation (FDIC)-insured New Jersey state chartered bank, and WEX Bank, an FDIC-insured Utah state chartered bank. Under our arrangements with the Issuing Banks, we must comply with their respective credit policies and underwriting procedures, and the Issuing Banks maintain ultimate authority to decide whether to issue a card or approve a transaction. We are responsible for all fraud and unauthorized use of a card and generally are required to hold the Issuing Bank harmless from such losses unless claims regarding fraud or unauthorized use are due to the sole gross negligence of the Issuing Bank.

When a spending business completes a purchase transaction, the payment to the supplier is made by the cards' Issuing Bank. Obligations incurred by the spending business in connection with their purchase transaction are reflected as receivables on the Issuing Bank's balance sheet from the BILL Divvy Corporate Card account for the spending business. The Issuing Bank then sells a 100% participation interest in the receivable to us. Pursuant to our agreements with the Issuing Banks, we are obligated to purchase the participation interests in all of the receivables originated through our platform, and our obligations are secured by cash deposits. When we purchase the participation interests, the purchase price is equal to the outstanding principal balance of the receivable.

In order to purchase the participation rights in the receivables, we maintain a variety of funding arrangements, including warehouse facilities and, from time-to-time, other purchase arrangements with a diverse set of funding sources. We typically fund some portion of these participation interest purchases by borrowing under our credit facilities, although we may also fund purchases using corporate cash.

Key Business Metrics

We regularly review several metrics, including the key business metrics presented in the table below, to measure our performance, identify trends affecting our business, prepare financial projections, and make strategic decisions. We periodically review and revise these metrics to reflect changes in our business. We present our key business metrics on a consolidated basis, which we believe better reflects the performance of our consolidated business overall. Our key business metrics are defined following the table below and track our BILL standalone, BILL Spend and Expense, and Invoice2go solutions combined. The relevant metrics for each of BILL standalone, BILL Spend and Expense, and Invoice2go, respectively, are set forth in the footnotes to the table. The calculation of the key business metrics and other measures discussed below may differ from other similarly-titled metrics used by other companies, securities analysts, or investors.

	As of December 31,
	2023	2022	% Growth
Businesses using our solutions (1)	473,500	435,800	9%

	Three Months Ended December 31,					Six Months Ended December 31,
	2023		2022		% Growth	2023		2022		% Growth
Total Payment Volume (amounts in billions) (2)	$	74.9	$	67.3	11%	$	145.1	$	132.2	10%

	Three Months Ended December 31,			Six Months Ended December 31,
	2023	2022	% Growth	2023	2022	% Growth
Transactions processed (in millions) (3)	25.6	20.8	23%	50.3	40.3	25%

(1)As of December 31, 2023, the total number of BILL standalone customers was approximately 215,600; the total number of spending businesses that used our BILL Spend and Expense solution was approximately 31,600; and the total number of Invoice2go subscribers was approximately 226,300.

(2)During the three months ended December 31, 2023, the total payment volume (TPV) transacted by BILL standalone customers was approximately $70.4 billion; the total card payment volume transacted by spending businesses that used BILL Divvy Corporate Cards was approximately $4.2 billion; and the TPV transacted by Invoice2go subscribers was approximately $257.9 million. During the six months

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ended December 31, 2023, TPV transacted by BILL standalone customers was approximately $136.3 billion; the total card payment volume transacted by spending businesses that used BILL Divvy Corporate Cards was approximately $8.3 billion; and the TPV transacted by Invoice2go subscribers was approximately $546.1 million.

(3)During the three months ended December 31, 2023, the total number of transactions executed by BILL standalone customers was approximately 12.0 million; the total number of transactions executed by spending businesses that used BILL Divvy Corporate Cards was approximately 13.2 million; and the total number of transactions executed by Invoice2go subscribers was approximately 0.3 million. During the six months ended December 31, 2023, the total number of transactions executed by BILL standalone customers was approximately 23.6 million; the total number of transactions executed by spending businesses that used BILL Divvy Corporate Cards was approximately 26.0 million; and the total number of transactions executed by Invoice2go subscribers was approximately 0.6 million.

Businesses Using Our Solutions

For the purposes of measuring our key business metrics, we define businesses using our solutions as the summation of: (A) businesses that are either billed directly by us or for which we bill our partners for use of our core BILL accounts payable and receivable platform during a particular period (BILL standalone customers), (B) spending businesses that use our BILL Spend and Expense management products during the period, and (C) Invoice2go subscribers during the period. We consider the businesses using our solutions metric to better represent the performance and scale of our business as it currently exists. Businesses using more than one of our solutions are included separately in the total for each solution utilized; as of June 30, 2023, this included approximately 7,200 businesses. Businesses using our solutions during a trial period are not counted as new businesses using our solutions during that period. If an organization has multiple entities billed separately for the use of our solutions, each entity is counted as a business using our solutions. The number of businesses using our solutions in the table above represents the total number of businesses using our solutions at the end of each fiscal quarter.

Total Payment Volume

To grow revenue from businesses using our solutions, we must deliver a product experience that helps them automate their back-office financial operations. The more they use and rely upon our product offerings to automate their operations, the more transactions they process on our platform. This metric provides an important indication of the aggregate value of transactions that businesses using our solutions are completing on our platform and is an indicator of our ability to generate revenue from businesses using our solutions. We define TPV as the total value of transactions that we process on our platform during a particular period, comprised of transactions from BILL standalone customers, BILL Divvy Corporate Card transactions, and transactions executed by Invoice2go subscribers. Our calculation of TPV includes payments that are subsequently reversed. Such payments comprised less than 2% of TPV during each of the three and six months ended December 31, 2023 and 2022.

Transactions Processed

We define transactions processed as the total number of payments initiated and processed through our platform during a particular period. Payment transactions include checks, ACH payments, card payments, Invoice2go subscriber transactions, real-time payments, and cross-border payments.

Components of Results of Operations

Revenue

We generate revenue primarily from subscription and transaction fees.

Subscription fees are fixed monthly or annually and charged to customers for the use of our platform to process transactions. Subscription fees are generally charged either on a per user or per customer account per period basis, normally monthly or annually. Transaction fees are fees collected for each transaction processed, on either a fixed or variable fee basis. Transaction fees primarily include processing of payments in the form of

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checks, ACH, card payments, real-time payments, and cross-border payments, and the creation of invoices. Transaction fees also include interchange fees paid by suppliers accepting card payments. Fixed transaction fees are set at a fixed charge per payment transaction, while variable transaction fees are generally calculated based on a percentage of the dollar amount of the payment transaction.

Our contracts with SMB and accounting firm customers provide them with access to the functionality of our cloud-based payments platform to process transactions. These contracts are either monthly contracts paid in arrears or upfront, or annual arrangements paid up front. We charge our SMB and accounting firm customers subscription fees to access our platform either based on the number of users or per customer account and the level of service. We generally also charge these customers transaction fees based on transaction volume and the category of transaction. The contractual price for subscription and transaction services is based on either negotiated fees or the rates published on our website. Revenue recognized excludes amounts collected on behalf of third parties, such as sales taxes collected and remitted to governmental authorities.

We enable our SMB and accounting firm customers to make virtual card payments to their suppliers. We also facilitate the extension of credit to spending businesses in the form of BILL Divvy Corporate Cards. The spending businesses utilize the credit on BILL Divvy Corporate Cards as a means of payment for goods and services provided by their suppliers. Virtual card payments and BILL Divvy Corporate Cards are originated through agreements with our Issuing Banks. Our agreements with the Issuing Banks allow for card transactions on the Mastercard and Visa networks. For each virtual card and BILL Divvy Corporate Card transaction, suppliers are required to pay interchange fees to the issuer of the card. Based on our agreements with the Issuing Banks, we recognize the interchange fees as revenue gross or net of rebates received from the Issuing Banks based on our determination of whether we are the principal or the agent under the agreements.

We also enter into multi-year contracts with financial institution customers to provide them with access to our cloud-based payments platform. These contracts typically include fees for initial implementation services that are paid during the period the implementation services are provided as well as fees for subscription and transaction processing services, which are subject to guaranteed monthly minimum fees that are paid monthly over the contract term. These contracts enable the financial institutions to provide their customers with access to online bill pay services through the financial institutions’ online platforms. Implementation services are required up-front to establish an infrastructure that allows the financial institutions’ online platforms to communicate with our online platform. A financial institution’s customers cannot access online bill pay services until implementation is complete. The total consideration in these contracts varies based on the number of users and transactions to be processed.

In addition, we generate revenue from interest on funds held for customers. Interest on funds held for customers consists of the interest that we earn from customer funds while payment transactions are clearing. Interest is earned from interest-bearing deposit accounts, certificates of deposit, money market funds, corporate bonds, asset-backed securities, municipal bonds, commercial paper, U.S. Treasury securities, and U.S. agency securities, until those payments are cleared and credited to the intended recipient.

Service Costs and Expenses

Service costs – Service costs consist primarily of personnel-related costs, including stock-based compensation cost, for our customer success and payment operations teams, costs that are directly attributed to processing customers’ and spending businesses' transactions (such as the cost of printing checks, postage for mailing checks, fees associated with the issuance and processing of card transactions, fees for processing payments), outsourced support services for our customer success team, direct and amortized costs for implementing and integrating our cloud-based platform into our customers’ systems and cloud payments infrastructure costs. We expect that service costs will increase in absolute dollars, but may fluctuate as a percentage of revenue from period to period, as we continue to invest in growing our business.

Research and development (R&D) – R&D expenses consist primarily of personnel-related expenses, including stock-based compensation expenses, for our R&D teams, incurred in developing new products or enhancing existing products, and allocated overhead costs. We expense a substantial portion of R&D expenses as incurred. We believe that delivering new and enhanced functionality is critical to attract new customers and expand our relationship with existing customers. We expect to continue to make investments in and expand our offerings to enhance our customers’ experience and satisfaction, and to attract new customers. We expect our R&D expenses to increase in absolute dollars, but they may fluctuate as a percentage of revenue from period to

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period as we expand our R&D team to develop new products and product enhancements. We capitalize certain software development costs that are attributable to developing new products and adding incremental functionality to our platform and amortize such costs into service costs over the estimated life of the new product or incremental functionality, which is generally three years.

Sales and marketing – Sales and marketing expenses consist primarily of personnel-related expenses, including stock-based compensation expenses, for our sales and marketing teams, rewards expense in connection with our card rewards programs, sales commissions, marketing program expenses, travel-related expenses, and costs to market and promote our platform through advertisements, marketing events, partnership arrangements, direct customer acquisition, and allocated overhead costs. Sales commissions that are incremental to obtaining new customer contracts are deferred and amortized ratably over the estimated period of our relationship with new customers.

We focus our sales and marketing efforts on generating awareness of our company, platform, and products, creating sales leads, and establishing and promoting our brand. We plan to continue investing in sales and marketing efforts by driving our go-to-market strategies, building our brand awareness, and sponsoring additional marketing events; however, we will adjust our sales and marketing spend level as needed, as the spend may fluctuate from period to period, in response to changes in the economic environment.

General and administrative – General and administrative expenses consist primarily of personnel-related expenses, including stock-based compensation expenses, for finance, corporate business operations, risk management, legal and compliance, human resources, information technology, costs incurred for external professional services, provision for expected credit losses, losses from fraud, and allocated overhead costs. We expect to incur additional general and administrative expenses as we explore various growth initiatives, which include incurring higher costs for professional services. We also expect to increase the size of our general and administrative functions to support the growth in our business. As a result, we expect that our general and administrative expenses will increase in absolute dollars but may fluctuate as a percentage of revenue from period to period.

Depreciation and amortization of intangible assets – Depreciation and amortization of intangible assets consist of depreciation of property and equipment, and amortization of acquired intangibles, such as developed technology, customer relationship, and trade names. Amortization of capitalized internal-use software costs paid in cash are excluded.

Restructuring – Restructuring costs consist primarily of employee severance and other employment termination benefits, including commission, and stock-based expense. Additionally, these costs include contract termination expenses and other costs related to the execution of our Restructuring Plan.

Other income (expenses), net – Other income (expenses), net consists primarily of interest income on our corporate funds, interest expense on our borrowings (including amortization issuance costs) and the lower of cost or market adjustment on card receivables sold and held for sale.

Provision for (benefit from) income taxes – Income tax expense consists of U.S. federal, state and foreign income taxes. We maintain a full valuation allowance against our U.S. federal, state and Australian net deferred tax assets, as we have concluded that it is more likely than not that we will not realize our net deferred tax assets.

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Results of Operations

The following table sets forth our results of operations together with the dollar and percentage change for the periods presented (amounts in thousands):

	Three Months Ended December 31,				Change				Six Months Ended December 31,				Change
	2023		2022		$		%		2023		2022		$		%
Revenue
Subscription and transaction fees (2)	$	274,992	$	231,095	$	43,897	19	%	540,134		445,706		94,428		21	%
Interest on funds held for customers	43,503		28,911		14,592		50	%	83,346		44,224		39,122		88	%
Total revenue	318,495		260,006		58,489		22	%	623,480		489,930		133,550		27	%
Cost of revenue
Service costs (2)	47,239		36,965		10,274		28	%	92,143		71,786		20,357		28	%
Depreciation and amortization of    intangible assets (1)	11,138		10,502		636		6	%	22,260		20,789		1,471		7	%
Total cost of revenue	58,377		47,467		10,910		23	%	114,403		92,575		21,828		24	%
Gross profit	260,118		212,539		47,579		22	%	509,077		397,355		111,722		28	%
Operating expenses
Research and development (2)	86,489		78,910		7,579		10	%	175,552		154,030		21,522		14	%
Sales and marketing (2)	118,305		164,683		(46,378)		(28)	%	236,704		283,308		(46,604)		(16)	%
General and administrative (2)	85,583		69,381		16,202		23	%	170,909		136,119		34,790		26	%
Depreciation and amortization of    intangible assets (1)	12,324		12,028		296		2	%	25,141		24,055		1,086		5	%
Restructuring (2)	25,091		—		25,091		100	%	25,091		—		25,091		100	%
Total operating expenses	327,792		325,002		2,790		1	%	633,397		597,512		35,885		6	%
Loss from operations	(67,674)		(112,463)		44,789		(40)	%	(124,320)		(200,157)		75,837		(38)	%
Other income, net	28,919		17,022		11,897		70	%	58,227		22,970		35,257		153	%
Loss before provision for (benefit from) income taxes	(38,755)		(95,441)		56,686		(59)	%	(66,093)		(177,187)		111,094		(63)	%
Provision for (benefit from) income taxes	1,666		(365)		2,031		(556)	%	2,189		(471)		2,660		(565)	%
Net loss	$	(40,421)	$	(95,076)	$	54,655	(57)	%	$	(68,282)	$	(176,716)	$	108,434	(61)	%

(1) Depreciation expense does not include amortization of capitalized internal-use software costs paid in cash.

(2) Includes stock-based compensation charged to revenue and expenses as follows (in thousands):

	Three Months Ended December 31,				Change				Six Months Ended December 31,				Change
	2023		2022		$		%		2023		2022		$		%
Revenue - subscription and transaction fees	$	486	$	—	$	486	100	%	$	856	$	—	$	856	100	%
Cost of revenue - service costs	2,388		2,298		90		4	%	4,934		4,299		635		15	%
Research and development	26,160		26,981		(821)		(3)	%	53,526		47,831		5,695		12	%
Sales and marketing (3)	12,789		69,522		(56,733)		(82)	%	26,674		98,779		(72,105)		(73)	%
General and administrative	20,322		20,641		(319)		(2)	%	41,302		41,152		150		—	%
Restructuring	3,355		—		3,355		100	%	3,355		—		3,355		100	%
Total stock based compensation (4)	$	65,500	$	119,442	$	(53,942)	(45)	%	$	130,647	$	192,061	$	(61,414)	(32)	%

(3) Three and six months ended December 31, 2022 includes $52.2 million of stock-based compensation expense related to separation and advisory agreements with our former Chief Revenue Officer.

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(4) Consists of acquisition related equity awards (Acquisition Related Awards), which include equity awards assumed and retention equity awards granted to certain employees of acquired companies in connection with acquisitions, modified equity awards in connection with the Restructuring Plan (Restructuring Awards), and non-acquisition related equity awards (Non-Acquisition Related Awards), which include all other equity awards granted to existing employees and non-employees in the ordinary course of business. The following table summarizes stock-based compensation recorded for the periods presented and as a percentage of total revenue:

	Three Months Ended December 31,				As a % of total revenue				Six Months Ended December 31,				As a % of total revenue
					Three Months Ended December 31,								Six Months Ended December 31,
	2023		2022		2023		2022		2023		2022		2023		2022
Acquisition Related Awards	$	4,003	$	63,962	1	%	25	%	$	9,073	$	92,914	1	%	19	%
Restructuring Awards	3,355		—		1	%	—	%	3,355		—		1	%	—	%
Non-Acquisition Related Awards	58,142		55,480		18	%	21	%	118,219		99,147		19	%	20	%
Total stock-based compensation	$	65,500	$	119,442	20	%	46	%	$	130,647	$	192,061	21	%	39	%

The following table sets forth the components of our consolidated statements of operations for the periods presented as a percentage of revenue:

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Revenue
Subscription and transaction fees	86	%	89	%	87	%	91	%
Interest on funds held for customers	14	%	11	%	13	%	9	%
Total revenue	100	%	100	%	100	%	100	%
Cost of revenue
Service costs	15	%	14	%	15	%	15	%
Depreciation and amortization of intangible assets	3	%	4	%	3	%	4	%
Total cost of revenue	18	%	18	%	18	%	19	%
Gross profit	82	%	82	%	82	%	81	%
Operating expenses
Research and development	26	%	30	%	28	%	31	%
Sales and marketing	37	%	63	%	38	%	58	%
General and administrative	27	%	27	%	27	%	28	%
Depreciation and amortization of intangible assets	4	%	5	%	4	%	5	%
Restructuring	8	%	—	%	4	%	—	%
Total operating expenses	102	%	125	%	101	%	122	%
Loss from operations	(20)	%	(43)	%	(19)	%	(41)	%
Other income, net	8	%	7	%	8	%	5	%
Loss before provision for (benefit from) income taxes	(12)	%	(36)	%	(11)	%	(36)	%
Provision for (benefit from) income taxes	1	%	—	%	—	%	—	%
Net loss	(13)	%	(36)	%	(11)	%	(36)	%

Comparison of the three and six months ended December 31, 2023 and 2022

Revenue

Revenue consists mainly of subscription and transactions fees. Subscription revenue increased by $1.8 million, or 3% and $6.1 million, or 5%, during the three and six months ended December 31, 2023, respectively, as compared to the prior year periods, primarily due to an increase in customers. Transaction fee revenue increased by $42.1 million, or 25% and $88.3 million, or 27% during the three and six months ended December 31, 2023, respectively, as compared to the prior year periods, primarily due to increased total

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payment volume driven by the increase in customer adoption of our products. In addition, interest on funds held for customers increased by $14.6 million, or 50% and $39.1 million, or 88%, during the three and six months ended December 31, 2023, respectively, as compared to the prior year periods, primarily due to an increase in yield earned from investing customer funds as interest rates have increased.

Our revenue could be impacted by fluctuations in foreign currency rates in the future, especially if our revenue through our international operations and international payments grows as a percentage of our revenue or our international operations increase.

Cost of Revenue, Gross Profit, and Gross Margin

Cost of revenue, gross profit, and gross margin during the three and six months ended December 31, 2023 and 2022 were as follows (amounts in thousands):

	Three Months Ended December 31,						Change				Six Months Ended December 31,				Change
	2023			2022			Amount		%		2023		2022		Amount		%
Cost of revenue:
Service costs	$	47,239		$	36,965		$	10,274	28	%	$	92,143	$	71,786	$	20,357	28	%
Depreciation and amortization of intangible assets (1)	11,138			10,502			636		6	%	22,260		20,789		1,471		7	%
Total cost of revenue	58,377			47,467			10,910		23	%	114,403		92,575		21,828		24	%
Gross profit	$	260,118		$	212,539		$	47,579	22	%	$	509,077	$	397,355	$	111,722	28	%
Gross margin	81.7		%	81.7		%					82.0%		81.0%

(1) Consists of depreciation of property and equipment and amortization of developed technology, excluding amortization of capitalized internal-use software costs paid in cash.

Service costs increased by $10.3 million and $20.4 million during the three and six months ended December 31, 2023, respectively, as compared to the prior year periods, primarily due to:

•a $7.7 million and $13.6 million increase, respectively, in direct costs associated with the processing of payments made by businesses using our solutions, use of software applications and equipment, bank fees for funds held for customers, and data hosting services, which were driven by the increase in the number of customers, increased adoption of new product offerings, and an increase in the volume of transactions; and

•a $2.6 million and $6.8 million increase, respectively, in costs for consultants and temporary contractors, shared overhead, and other costs.

Gross margin remained flat at 82% during the three months ended December 31, 2023. Gross margin increased to 82% during the six months ended December 31, 2023, from 81% during the prior year period, primarily due to an increase in interest on funds held for customers and a higher mix of variable-priced transaction revenue.

Research and Development Expenses

Research and development expenses increased by $7.6 million and $21.5 million during the three and six months ended December 31, 2023, respectively, as compared to the prior year periods, primarily due to a $7.6 million and $21.6 million increase, respectively, in personnel-related costs, including stock-based compensation expense, resulting from the hiring of additional personnel, who were directly engaged in developing new product offerings.

Our research and development expenses decreased to 26% and 28% as a percentage of revenue during the three and six months ended December 31, 2023, respectively, from 30% and 31% during the prior year periods, respectively, primarily due to a higher revenue growth rate but a relatively lower increase in personnel-related expenses as a percentage of revenue.

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Sales and Marketing Expenses

Sales and marketing expenses decreased by $46.4 million and $46.6 million during the three and six months ended December 31, 2023, respectively, as compared to the prior year periods, primarily due to the following:

•a $56.6 million and $72.3 million decrease during the three and six months ended December 31, 2023, respectively, in personnel-related costs as a result of higher stock-based compensation expense related to former executives in the prior year period, including $52.2 million recognized during the three months ended December 31, 2022, related to the separation and advisory agreements with our former Chief Revenue Officer; offset by

•a $10.2 million and $22.9 million increase during the three and six months ended December 31, 2023, respectively, in rewards expense in connection with the rewards program through our BILL Divvy Corporate Cards as a result of increased transaction volume and higher rewards rates; and

•a $2.8 million increase during the six months ended December 31, 2023, in advertising spend and various marketing initiatives and activities, such as engaging consultants and attending marketing events, as we intensified our efforts in promoting our products and services and increasing our brand awareness.

Our sales and marketing expenses decreased to 37% and 38% as a percentage of revenue during the three and six months ended December 31, 2023, respectively, from 63% and 58% during the prior year periods, respectively, primarily due to a higher revenue growth rate and lower stock-based compensation expense.

General and Administrative Expenses

General and administrative expenses increased by $16.2 million and $34.8 million during the three and six months ended December 31, 2023, respectively, as compared to prior year periods, primarily due to the following:

•a $7.2 million and $15.1 million increase, respectively, in provision for expected credit losses and fraud losses mainly due to increase in acquired card receivables during the period;

•a $4.0 million and $9.8 million increase, respectively, in consulting fees, primarily resulting from outside services fees, and temporary contractors who provided general and administrative services;

•a $3.0 million and $7.6 million increase, respectively, in personnel-related costs resulting from the hiring of additional general and administrative personnel; and

•a $2.0 million and $2.3 million increase, respectively, in software subscription and computer-related expenses, shared overhead and other costs.

Our general and administrative expenses remained flat at 27% as a percentage of our total revenue during the three months ended December 31, 2023. Our general and administrative expenses decreased to 27% as a percentage of revenue during the six months ended December 31, 2023 from 28% during the prior year period, primarily due to a higher revenue growth rate but a relatively lower increase in personnel-related costs as a percentage of revenue.

Depreciation and Amortization of Intangible Assets

Depreciation and amortization of intangible assets increased by $0.9 million and $2.6 million during the three and six months ended December 31, 2023, respectively, as compared to the prior year periods, primarily due to depreciation of capitalized software projects in fiscal 2024 and intangible assets acquired in fiscal year 2023.

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Restructuring

Restructuring increased by $25.1 million during each of the three and six months ended December 31, 2023 due the Restructuring Plan announced on December 5, 2023. Refer to Note 11 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q for additional information on the Restructuring Plan.

Other Income, Net

Other income, net increased $11.9 million and $35.3 million during the three and six months ended December 31, 2023, respectively, as compared to prior year periods, primarily due to the following:

•a $12.9 million and $35.8 million increase during the three and six months ended December 31, 2023, respectively, in interest income due to higher interest rates earned on corporate funds;

•a $1.5 million decrease during the six months ended December 31, 2023, in discount associated with the measurement of cards receivable sold and held for sale at a lower of cost or market as we ceased selling acquired card receivables in August 2022; and partially offset by

•a $1.2 million and $3.1 million increase during the three and six months ended December 31, 2023, respectively, in other expenses mainly due to interest expense primarily as the result of higher interest rates and increased borrowings under the Revolving Credit Facility.

Provision for Income Taxes

Provision for income taxes during the three and six months ended December 31, 2023 pertained mainly to an estimated cash tax liability resulting from the capitalization of R&D costs for federal and certain state tax purposes for the year ending June 30, 2024, offset, in part, by a reduction to the net deferred tax liability, as a result of our current year losses.

Non-GAAP Financial Measures

To supplement our condensed consolidated financial statements, which are prepared and presented in accordance with U.S. generally accepted accounting principles (GAAP), we use certain non-GAAP financial measures, as described below, to understand and evaluate our core operating performance. These non-GAAP financial measures, which may be different than similarly-titled measures used by other companies, are presented to enhance investors’ overall understanding of our financial performance and should not be considered a substitute for, or superior to, the financial information prepared and presented in accordance with GAAP.

We believe that these non-GAAP financial measures provide useful information about our financial performance, enhance the overall understanding of our past performance and future prospects and allow for greater transparency with respect to important metrics used by our management for financial and operational decision-making. We are presenting these non-GAAP metrics to assist investors in seeing our financial performance using a management view. We believe that these measures provide an additional tool for investors to use in comparing our core financial performance over multiple periods with other companies in our industry. We also periodically review our non-GAAP financial measures and may revise these measures to reflect changes in our business or otherwise.

Non-GAAP Gross Profit and Non-GAAP Gross Margin

We define non-GAAP gross profit as gross profit, minus depreciation and amortization of intangible assets, and stock-based compensation and related payroll taxes recognized in cost of revenue. Non-GAAP gross margin is defined as non-GAAP gross profit, divided by total revenue. We believe non-GAAP gross profit and non-GAAP gross margin provide our management and investors consistency and comparability with our past financial performance and facilitate period-to-period comparisons of operations. The following table shows

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a reconciliation of our non-GAAP gross profit and non-GAAP gross margin to our gross profit and gross margin for the periods presented (amounts in thousands):

	Three Months Ended December 31,						Six Months Ended December 31,
	2023			2022			2023			2022
Total revenue	$	318,495		$	260,006		$	623,480		$	489,930
Gross profit	$	260,118		$	212,539		509,077			397,355
Add:
Depreciation and amortization of intangible assets (1)	11,138			10,502			22,260			20,789
Stock-based compensation charged to expenses and related payroll taxes	2,446			2,353			5,074			4,419
Non-GAAP gross profit	$	273,702		$	225,394		$	536,411		$	422,563
Gross margin	81.7		%	81.7		%	81.7		%	81.1		%
Non-GAAP gross margin	85.9		%	86.7		%	86.0		%	86.2		%

(1) Consists of depreciation of property and equipment and amortization of developed technology, excluding amortization of capitalized internal-use software costs paid in cash.

Free Cash Flow

Free cash flow is defined as net cash used or provided in operating activities, adjusted by purchases of property and equipment and capitalization of internal-use software costs. We believe free cash flow is an important liquidity measure of the cash (if any) that is available, after purchases of property and equipment and capitalization of internal-use software costs, for operational expenses and investment in our business. Free cash flow is useful to investors as a liquidity measure because it measures our ability to generate or use cash in the ordinary course of business. Once our business needs and obligations are met, cash can be used to maintain a strong balance sheet and invest in future growth. The following table provides a reconciliation of our free cash flow to net cash provided by operating activities for the periods presented (in thousands):

	Six Months Ended December 31,
	2023		2022
Net cash provided by operating activities	$	133,342	$	73,382
Purchases of property and equipment	(755)		(3,161)
Capitalization of internal-use software costs	(10,762)		(10,510)
Free cash flow	$	121,825	$	59,711

Liquidity and Capital Resources

As of December 31, 2023, our principal sources of liquidity were our cash and cash equivalents of $1.6 billion, our available-for-sale short-term investments of $1.0 billion, and our available undrawn Revolving Credit Facility (as defined below) of $90.0 million. Our cash equivalents are comprised primarily of money market funds and investments in debt securities with original maturities of three months or less at the time of purchase. Our short-term investments are comprised primarily of available-for-sale investments in corporate bonds, certificates of deposit, asset-backed securities, municipal bonds, U.S. agency securities, and U.S. treasury securities with original maturities of more than three months. Our corporate deposits held at large multinational financial institutions and U.S. national or regional banks, may at times exceed federally insured limits. We monitor the financial strength of the financial institutions with which we do business to ensure they are financially sound and present minimal credit risk. We further believe the associated risk of concentration for our investments is mitigated by holding a diversified portfolio of highly rated investments consisting of the money market funds and short-term debt securities described above. We have a total borrowing commitment of $225.0 million from our Revolving Credit Facility and have drawn $135.0 million as of December 31, 2023. Our principal uses of cash are funding our operations and other working capital requirements, including the contractual and other obligations discussed below.

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We believe that our cash, cash equivalents, and short-term investments will be sufficient to meet our working capital requirements for at least the next 12 months. In the future, we may attempt to raise additional capital through the sale of equity securities or through equity-linked or debt financing arrangements to fund future operations or obligations, including the repayment of the principal amount of the Notes in the event that the Notes become convertible and the note holders opt to exercise their right to convert. We may also seek to raise additional capital from these offerings or financings on an opportunistic basis when we believe there are suitable opportunities for doing so. If we raise additional funds by issuing equity or equity-linked securities, the ownership of our existing stockholders will be diluted. If we raise additional financing by incurring additional indebtedness, we may be subject to increased fixed payment obligations and could also be subject to additional restrictive covenants, such as limitations on our ability to incur additional debt, and other operating restrictions that could adversely impact our ability to conduct our business. Any future indebtedness we incur may have terms that could be unfavorable to equity investors. There can be no assurances that we will be able to raise additional capital. The inability to raise capital would adversely affect our ability to achieve our business objectives.

Our principal commitments to settle our contractual obligations consist of our 2027 Notes, 2025 Notes, and outstanding borrowings from our Revolving Credit Facility as further discussed below. For additional discussion about our Notes and Revolving Credit Facility, refer to Note 6 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q. In addition, we have minimum commitments under our noncancellable operating lease agreements and agreements with certain vendors. There have been no material changes to our contractual obligations, commitments or litigation from those disclosed in Note 15 to the financial statements in our Annual Report on Form 10-K for the year ended June 30, 2023 (2023 10-K).

In January 2023, our board of directors authorized the repurchase of up to $300.0 million of our outstanding shares of common stock (the Share Repurchase Program). As of December 31, 2023, we completed the repurchase of shares with an aggregate value equal to the full authorized amount under the Share Repurchase Program. During the three and six months ended December 31, 2023, we repurchased and subsequently retired 2,722,655 shares for $196.7 million and 2,882,634 shares for $212.7 million, respectively, including an immaterial amount of excise tax, under the Share Repurchase Program. The total price of the shares repurchased and related transaction costs are reflected as a reduction of common stock and an increase to accumulated deficit on our condensed consolidated balance sheets. Depending on market conditions, our liquidity requirements, contractual restrictions and other factors, we may consider initiating a new share repurchase program or repurchasing certain of the Notes.

Cash Flows

Below is a summary of our consolidated cash flows for the periods presented (in thousands):

	Six Months Ended December 31,
	2023		2022
Net cash provided by (used in):
Operating activities	$	133,342	$	73,382
Investing activities	$	251,593	$	(94,538)
Financing activities	$	78,811	$	386,872

Net Cash Provided by Operating Activities

Our primary source of cash provided by our operating activities is our revenue from subscription and transaction fees. Our subscription revenue is primarily based on a fixed monthly or annual rate per user charged to our customers. Our transaction revenue is comprised of transaction fees on a fixed or variable rate per type of transaction. We also generate cash from the interest earned on both corporate funds and funds held in trust on behalf of customers. Our primary uses of cash in our operating activities include payments for employees' salaries and related costs, payments to third parties to fulfill our payment transactions, payments to sales and marketing partners, payments for card rewards expenses, and other general corporate expenditures.

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Our net cash provided by operating activities increased to $133.3 million during the six months ended December 31, 2023, from $73.4 million during the prior year period. The net change was mainly due to the increase in our revenues and an increase in collections.

Net Cash Provided by (Used in) Investing Activities

Our cash usage for our investing activities consists primarily of purchases of corporate and customer fund available for-sale investments, purchases of card receivables, purchases of loans held for investment, capitalization of internal-use software, and purchases of property and equipment. Our cash proceeds from our investing activities consist primarily of proceeds from the maturities and sale of corporate and customer fund available-for-sale investments. Additionally, the increase or decrease in our net cash from investing activities is impacted by the net change in acquired card receivable balances.

Our net cash provided by investing activities was $251.6 million during the six months ended December 31, 2023, compared to net cash used of $94.5 million during the prior year period. The net change was due primarily to the decrease in purchases of corporate and customer short-term investments and the decrease in purchase of acquired card receivables. This was partially offset in part by lower proceeds from maturities of corporate and customer short-term investments.

Net Cash Provided By Financing Activities

Our cash proceeds from our financing activities consist primarily of exercises of stock options, employee purchases of our common stock under our Employee Stock Purchase Plan (ESPP), and prepaid card deposits. Our cash usage for our financing activities consists primarily of repurchases of shares and contingent consideration payout. Additionally, the increase or decrease in our net cash from financing activities is impacted by the change in customer fund deposits liability.

Our net cash provided by financing activities decreased to $78.8 million during the six months ended December 31, 2023, from $386.9 million during the prior year period. The net change was primarily due to repurchases of shares, decrease in customer funds liability, and decrease in proceeds from line of credit borrowings.

2027 Notes

On September 24, 2021, we issued $575.0 million in aggregate principal amount of our 0% convertible senior notes due on April 1, 2027 (the 2027 Notes). The 2027 Notes are senior, unsecured obligations, will not accrue interest unless we determine to pay special interest, and are convertible on or after January 1, 2027 until the close of business on the second scheduled trading day immediately preceding the maturity date on April 1, 2027. The 2027 Notes are convertible by the holders at their option during any calendar quarter after December 31, 2021 under certain circumstances, including if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the $414.80 per share initial conversion price. If the note holders exercise their right to convert, our current intent is to settle such conversion through a combination settlement involving a repayment of the principal portion in cash and the balance in shares of common stock. For additional discussion about our 2027 Notes and the capped call transactions, refer to Note 6 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.

2025 Notes

On November 30, 2020, we issued $1.15 billion in aggregate principal amount of our 0% convertible senior notes due on December 1, 2025 (the 2025 Notes). The 2025 Notes are senior, unsecured obligations, will not accrue interest unless we determine to pay special interest, and are convertible on or after September 1, 2025 until the close of business on the second scheduled trading day immediately preceding the maturity date on December 1, 2025. The 2025 Notes are convertible by the holders at their option during any calendar quarter after March 31, 2021 under certain circumstances, including if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to

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130% of the $160.88 per share initial conversion price. If the note holders exercise their right to convert, our current intent is to settle such conversion through a combination settlement involving a repayment of the principal portion in cash and the balance in shares of common stock. For additional discussion about our 2025 Notes and the capped call transactions, refer to Note 6 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.

Revolving Credit Facility

We have a total borrowing commitment of $225.0 million pursuant to our Revolving Credit and Security Agreement, by and between our subsidiary, Divvy Peach, LLC, Goldman Sachs Bank USA and the lenders party thereto (the Revolving Credit Facility), of which we borrowed $135.0 million as of December 31, 2023. Revolving loans under the Revolving Credit Facility bear interest at a rate per annum determined by reference to either the SOFR Rate or an adjusted benchmark rate plus an applicable margin ranging from 2.65% to 2.75%, based on the outstanding principal amount and the date that principal amounts are outstanding. Obligations under the Revolving Credit Facility are secured by receivables generated by our BILL Divvy Corporate Card and certain related collateral. Our Revolving Credit Facility matures in June 2024 and the outstanding borrowings are payable on or before the maturity date. For additional discussion about our Revolving Credit Facility, refer to Note 6 to our condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q.

Off-Balance Sheet Arrangements

We are contractually obligated to purchase all card receivables from U.S. based Issuing Banks including authorized transactions that have not cleared. The transactions that have been authorized but not cleared totaled $15.8 million as of December 31, 2023 and have not been recorded on our condensed consolidated balance sheets. We have off-balance sheet credit exposures with these authorized but not cleared transactions; however, our expected credit losses with respect to these transactions were not material as of December 31, 2023.

Other than our expected credit loss exposure on the card transactions that have not cleared, we had no other off-balance sheet arrangements that have, or are reasonably likely to have, a current or future material effect on our consolidated financial condition, results of operations, liquidity, capital expenditures, or capital resources as of December 31, 2023.

As of December 31, 2023 we, in partnership with the Issuing Banks, had approximately $2.1 billion in unused credit available to spending businesses. While this balance represents the total unused credit available, historical trends and current expectations indicate that not all spending businesses will access their full available credit at any one time.

Critical Accounting Estimates

Our condensed consolidated financial statements have been prepared in accordance with GAAP. The preparation of these condensed consolidated financial statements requires us to make estimates and assumptions that affect the reported amounts of assets and liabilities and the disclosure of contingent assets and liabilities at the date of the condensed consolidated financial statements, as well as the reported revenue generated, and reported expenses incurred during the reporting periods. Our estimates are based on our historical experience and on various other factors that we believe are reasonable under the circumstances, the results of which form the basis for making judgments about the carrying value of assets and liabilities that are not readily apparent from other sources. Actual results may differ from these estimates under different assumptions or conditions.

There have been no material changes to our critical accounting estimates as compared to the critical accounting estimates described in “Management's Discussion and Analysis of Financial Condition and Results of Operations” set forth in our 2023 10-K.

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Recent Accounting Pronouncements

See “The Company and its Significant Accounting Policies” in Note 1 of the notes to our condensed consolidated financial statements included in Part I, Item 1 of this Quarterly Report on Form 10-Q.

ITEM 3. QUANTITATIVE AND QUALITATIVE DISCLOSURES ABOUT MARKET RISK

Our overall investment portfolio is comprised of corporate investments and funds held for customers. Our corporate investments are invested in cash and cash equivalents and investment-grade fixed income marketable securities. These assets are available for corporate operating purposes and mature within 24 months from the date of purchase. The funds held for customers are invested with safety of principal as the primary objective. As secondary objectives, we seek to provide liquidity and diversification and maximize interest income. The funds held for customers are invested in money market funds that maintain a constant net asset value, other cash equivalents, and highly liquid, investment-grade fixed income marketable securities, with maturities of up to 13 months from the time of purchase. Our investment policy governs the types of investments we make. We classify all of our investments in marketable securities as available-for-sale.

As part of our customer funds investment strategy, we use funds collected daily from our customers to satisfy the obligations of other unrelated customers, rather than liquidating investments purchased with previously collected funds. There is risk that we may not be able to satisfy customer obligations in full or on time due to insufficient liquidity or due to a decline in value of our investments. However, the liquidity risk is minimized by collecting the customer’s funds in advance of the payment obligation and by maintaining significant investments in bank deposits and constant net asset value money market funds that allow for same-day liquidity. The risk of a decline in investment value is minimized by our restrictive investment policy allowing for only short-term, high quality fixed income marketable securities. We also maintain other sources of liquidity including our corporate cash balances.

Interest Rate and Credit Risk

We are exposed to interest rate risk relating to our investments of corporate cash and funds held for customers that we process through our bank accounts. Our corporate investment portfolio consists principally of interest-bearing bank deposits, money market funds, certificates of deposit, commercial paper, other corporate notes, asset-backed securities, and U.S. Treasury securities. Funds that we hold for customers are held in non-interest and interest-bearing bank deposits, money market funds, certificates of deposit, commercial paper, other corporate notes, and U.S. Treasury securities. We recognize interest earned from funds held for customers as revenue. We do not pay interest to customers.

Factors that influence the rate of interest we earn include the short-term market interest rate environment and the weighting of our balances by security type. The annualized interest rate earned on our corporate investment portfolio and funds held for customers increased to 5.03% and 5.02% during the three and six months ended December 31, 2023, respectively, compared to 3.31% and 2.59% during the same periods in fiscal 2023 due primarily to the changes in the short-term interest rate environment.

Unrealized gains or losses on our marketable debt securities are due primarily to interest rate fluctuations from the time the securities were purchased. We account for both fixed and variable rate securities at fair value with unrealized gains and losses recorded in accumulated other comprehensive income (loss) since we classify our marketable debt securities as available for sale. Our investments in marketable debt securities are generally held through maturity with minimal sales before maturity barring unforeseen circumstances, and thus unrealized gains or losses on fixed-income securities from market interest rate decreases or increases are not realized as the securities mature at par.

We are also exposed to interest-rate risk relating to borrowings from our Revolving Credit Facility. As of December 31, 2023, we borrowed $135.0 million from our Revolving Credit Facility. Because the interest rate on our borrowings is indexed to SOFR, which is a floating rate mechanism, our interest cost may increase if market interest rates rise. A hypothetical 3% increase or decrease in interest rates would not have a material effect on our financial results.

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In addition to interest rate risks, we also have exposure to risks associated with changes in laws and regulations that may affect customer fund balances. For example, a change in regulations that restricts the permissible investment alternatives for customer funds would reduce our interest earned revenue.

We are exposed to credit risk in connection with our investments in securities through the possible inability of the borrowers to meet the terms of the securities. We limit credit risk by investing in investment-grade securities as rated by Moody’s, Standard & Poor’s, or Fitch, by investing only in securities that mature in the near-term, and by limiting concentration in securities other than U.S. Treasuries. Investment in securities of issuers with short-term credit ratings must be rated A-2/P-2/F2 or higher. Investment in securities of issuers with long-term credit ratings must be rated A- or A3, or higher. Investment in asset-backed securities and money market funds must be rated AAA or equivalent. Investment in repurchase agreements will be at least 102 percent collateralized with securities issued by the U.S. government or its agencies. Securities in our corporate portfolio may not mature beyond two years from purchase, and securities held in our customer fund accounts may not mature beyond 13 months from purchase. No more than 5% of invested funds, either corporate or customer, may be held in the issues of a single corporation.

We are also exposed to credit risk related to the timing of payments made from customer funds collected. We typically remit customer funds to our customers’ suppliers in advance of having good or confirmed funds collected from our customers and if a customer disputes a transaction after we remit funds on their behalf, then we could suffer a credit loss. Furthermore, our customers generally have three days to dispute transactions, and if we remit funds in advance of receiving confirmation that no dispute was initiated by our customer, then we could suffer a credit loss. We mitigate this credit exposure by leveraging our data assets to make credit underwriting decisions about whether to accelerate disbursements, managing exposure limits, and various controls in our operating systems.

We continually evaluate the credit quality of the securities in our portfolios. If a security holding is downgraded below our credit rating threshold or we otherwise believe the security’s payment performance may be compromised, we will evaluate the relevant risks, remaining time to maturity, amount of principal, as well as other factors, and we will make a determination of whether to continue to hold the security or promptly sell it.

We are exposed to credit risk from card receivable balances we have with our spending businesses. Spending businesses may default on their obligations to us due to bankruptcy, lack of liquidity, operational failure or other reasons. Although we regularly review our credit exposure to specific spending businesses and to specific industries that we believe may present credit concerns, default risk may arise from events or circumstances that are difficult to foresee or detect, such as fraud. In addition, our ability to manage credit risk or collect amounts owed to us may be adversely affected by legal or regulatory changes (such as restrictions on collections or changes in bankruptcy laws, and minimum payment regulations). We rely principally on the creditworthiness of spending businesses for repayment of card receivables and therefore have limited recourse for collection. Our ability to assess creditworthiness may be impaired if the criteria or models we use to manage our credit risk prove inaccurate in predicting future losses, which could cause our losses to rise and have a negative impact on our results of operations. Any material increases in delinquencies and losses beyond our current estimates could have a material adverse impact on us. Although we make estimates to provide for credit losses in our outstanding portfolio of card receivables, these estimates may differ from actual losses.

Foreign Currency Exchange Risk

We are exposed to foreign currency exchange risk relating to our cross-border payment service, which allows customers to pay their international suppliers in foreign currencies. When customers make a cross-border payment, customers fund those payments in U.S. dollars based upon an exchange rate that is quoted on the initiation date of the transaction. Subsequently, when we convert and remit those funds to our customers’ suppliers primarily through our global payment partners, the exchange rate may differ, due to foreign exchange fluctuation, from the exchange rate that was initially quoted. Our transaction fees to our customers are not adjusted for changes in foreign exchange rates between the initiation date of the transaction and the date the funds are converted.

We are also exposed to foreign currency exchange risk relating to the operations of our subsidiaries in Australia and Canada. A change in foreign currency exchange rate can affect our financial results due to transaction gains or losses related to the remeasurement of certain monetary asset and monetary liability

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balances that are denominated in currencies other than the functional currency of our Australian and Canadian subsidiaries, which are both in U.S. dollars.

If the value of the U.S. dollar weakens relative to the foreign currencies, this may have an unfavorable effect on our cash flows and operating results. We do not believe that a 10% change in the relative value of the U.S. dollar to other foreign currencies would have a material effect on our cash flows and operating results.

ITEM 4. CONTROLS AND PROCEDURES

Evaluation of disclosure controls and procedures

Our management, with the participation and supervision of our chief executive officer (CEO) and our chief financial officer (CFO), have evaluated the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended (the Exchange Act)) as of December 31, 2023, the end of the period covered by this Quarterly Report on Form 10-Q. Our disclosure controls and procedures are designed to ensure that information we are required to disclose in reports that we file or submit under the Exchange Act is recorded, processed, summarized, and reported within the time periods specified in the SEC rules and forms, and that such information is accumulated and communicated to our management, including our CEO and CFO, as appropriate, to allow timely decisions regarding required disclosure. Based on such evaluation, our CEO and CFO have concluded that, as of such date, our disclosure controls and procedures were effective at a reasonable assurance level.

Changes in internal control over financial reporting

There were no changes in our internal control over financial reporting (as such term is defined in Rules 13a-15(f) and 15d-15(f) under the Exchange Act) that occurred during the quarter ended December 31, 2023, that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

Inherent limitation on the effectiveness of internal control

Our management, including our chief executive officer and chief financial officer, do not expect that our disclosure controls and procedures or our internal control over financial reporting will prevent all errors and all fraud. A control system, no matter how well designed and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system are met. Further, the design of a control system must reflect the fact that there are resource constraints, and the benefits of controls must be considered relative to their costs. Because of the inherent limitations in all control systems, no evaluation of controls can provide absolute assurance that all control issues and instances of fraud, if any, have been detected. These inherent limitations include the realities that judgments in decision-making can be faulty, and that breakdowns can occur because of a simple error or mistake. Additionally, controls can be circumvented by the individual acts of some persons, by collusion of two or more people or by management override of the controls. The design of any system of controls is also based in part upon certain assumptions about the likelihood of future events, and there can be no assurance that any design will succeed in achieving its stated goals under all potential future conditions; over time, controls may become inadequate because of changes in conditions, or the degree of compliance with policies or procedures may deteriorate. Due to inherent limitations in a cost-effective control system, misstatements due to error or fraud may occur and not be detected.

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PART II. OTHER INFORMATION

ITEM 1. LEGAL PROCEEDINGS

From time to time, we are party to litigation and subject to claims incident to the ordinary course of business. As our growth continues, we may become party to an increasing number of litigation matters and claims. The outcome of litigation and claims cannot be predicted with certainty, and the resolution of these matters could materially affect our future results of operations, cash flows, or financial position. We are not presently party to any legal proceedings that, in the opinion of management, would individually or taken together have a material adverse effect on our business, operating results, financial condition, or cash flows.

Item 1A. Risk Factors

Investing in our common stock involves a high degree of risk. You should consider carefully the risks and uncertainties described below, together with all of the other information in this Quarterly Report on Form 10-Q, including “Management’s Discussion and Analysis of Financial Condition and Results of Operations,” our condensed consolidated financial statements and the accompanying notes included elsewhere in this Quarterly Report on Form 10-Q before deciding whether to invest in shares of our common stock. Additional risks beyond those summarized below or discussed elsewhere in this Quarterly Report on Form 10-Q may apply to our activities or operations as currently conducted or as we may conduct them in the future or in the markets in which we operate or may in the future operate.

Summary of Risk Factors

Consistent with the foregoing, we are exposed to a variety of risks, including the following:

•We have a history of operating losses and may not achieve or sustain profitability in the future;

•Our recent rapid growth, including growth in our volume of payments, may not be indicative of our future growth, and if we continue to grow rapidly, we may not be able to manage our growth effectively;

•A significant portion of our revenue comes from small and medium-sized businesses, which may have fewer financial resources to weather an economic downturn, and volatile or weakened economic conditions in the U.S. and globally may adversely affect our business and operating results;

•If we are unable to attract new customers or convert trial customers into paying customers or if our efforts to promote our charge card usage through marketing, promotion, and spending business rewards are unsuccessful, our revenue growth and operating results will be adversely affected;

•If we are unable to retain our current customers, increase customer adoption of our products, sell additional services to our customers, or develop and launch new payment products, our business and growth will be adversely affected;

•Our BILL Divvy Corporate Card offering exposes us to credit risk and other risks related to spending businesses' ability to pay the balances incurred on their BILL Divvy Corporate Cards. Certain of our other current and future product offerings may also subject us to credit risk;

•Our risk management efforts may not be effective to prevent fraudulent activities by our customers, subscribers, spending businesses, or their counterparties, which could expose us to material financial losses and liability and otherwise harm our business;

•The markets in which we participate are competitive, and if we do not compete effectively, our operating results could be harmed;

•We transfer large sums of customer funds daily, and are subject to numerous associated risks which could result in financial losses, damage to our reputation, or loss of trust in our brand, which would harm our business and financial results;

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•We have incurred costs in connection with a reduction in force announced in the second quarter of fiscal 2024, which may result in unanticipated costs or consequences;

•Our business depends, in part, on our relationships with accounting firms;

•Our business depends, in part, on our business relationships with financial institutions;

•We are subject to numerous risks related to partner banks and financing arrangements with respect to our spend and expense management solution;

•Future acquisitions, strategic investments, partnerships, collaborations, or alliances could be difficult to identify and integrate, divert the attention of management, disrupt our business, dilute stockholder value, and adversely affect our operating results and financial condition;

•Payments and other financial services-related regulations and oversight are material to our business. Our failure to comply could materially harm our business;

•Our debt service obligations, including the Notes, may adversely affect our financial condition and results of operations;

•We may not have the ability to raise the funds necessary for cash settlement upon conversion of the Notes or to repurchase the Notes for cash upon a fundamental change, and our future debt may contain limitations on our ability to pay cash upon conversion of the Notes or to repurchase the Notes; and

•The market for our common stock has been, and will likely continue to be, volatile and the market price of our common stock may fluctuate significantly in response to numerous factors, many of which are beyond our control.

Risks Related to Our Business and Industry

We have a history of operating losses and may not achieve or sustain profitability in the future.

We were incorporated in 2006 and have mostly experienced net losses since inception. We generated net losses of $40.4 million and $95.1 million during the three months ended December 31, 2023 and 2022, respectively, and $68.3 million and $176.7 million during the six months ended December 31, 2023 and 2022, respectively. As of December 31, 2023, we had an accumulated deficit of $1,137.2 million. While we have experienced significant revenue growth in recent periods, we are not certain whether or when we will generate sufficient revenue to achieve or maintain profitability in the future. We also expect our costs and expenses to increase in future periods, which could negatively affect our future operating results if our revenue does not increase. In particular, we intend to continue to expend significant funds to further develop our platform, including introducing new products and functionality, drive new customer adoption, expand partner integrations, and support international expansion. Our profitability each quarter is also impacted by the mix of our revenue generated from subscriptions, transaction fees, including the mix of ad valorem transaction revenue, and interest earned on funds that we hold for the benefit of our customers. Any changes in this revenue mix will have the effect of increasing or decreasing our margins. In addition, we offer promotion programs whereby spending businesses that use our spend and expense management products can earn rewards based on transaction volume on our BILL Divvy Corporate Cards, and the cost of earned rewards that are redeemed impacts our sales and marketing expenses. Inflationary pressures may also result in increases in many of our other costs, including personnel-related costs. Our efforts to grow our business may be costlier than we expect, and we may not be able to increase our revenue enough to offset our increased operating expenses. We may incur significant losses in the future for several reasons, including the other risks described herein, and unforeseen expenses, difficulties, complications, delays, and other unknown events. If we are unable to achieve and sustain profitability, the value of our business and common stock may significantly decrease.

Our recent rapid growth, including growth in our volume of payments, may not be indicative of our future growth, and if we continue to grow rapidly, we may not be able to manage our growth effectively.

Our revenue was $318.5 million and $260.0 million during the three months ended December 31, 2023 and 2022, respectively, and $623.5 million and $489.9 million during the six months ended December 31, 2023 and 2022, respectively. Our TPV was $74.9 billion and $67.3 billion during the three months ended

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December 31, 2023 and 2022, respectively, and $145.1 billion and $132.2 billion during the six months ended December 31, 2023 and 2022, respectively. Although we have recently experienced significant growth in our revenue and total payment volume, even if our revenue continues to increase, we expect our growth rate will decline in the future as a result of a variety of factors, including the increasing scale of our business. Overall growth of our revenue depends on a number of factors, including our ability to:

•price our platform effectively to attract new customers and increase sales to our existing customers;

•expand the functionality and scope of the products we offer on our platform;

•maintain or improve the rates at which customers subscribe to and continue to use our platform;

•maintain and expand payment volume;

•generate interest income on customer funds that we hold in trust;

•provide our customers with high-quality customer support that meets their needs;

•introduce our products to new markets outside of the U.S.;

•serve SMBs across a wide cross-section of industries;

•expand our target market beyond SMBs;

•manage the effects of macroeconomic conditions, including economic downturns or recessions, inflation, fluctuations in market interest rates and currency exchange rates, uncertainty with respect to the federal budget and debt ceiling and potential government shutdowns relate thereto, actual or perceived instability in the U.S. and global banking systems on our business and operations and the impacts of the conflicts in Ukraine and Israel;

•successfully identify and acquire or invest in businesses, products, or technologies that we believe could complement or expand our platform; and

•increase awareness of our brand and successfully compete with other companies.

We may not successfully accomplish any of these objectives, which makes it difficult for us to forecast our future operating results. Further, the revenue that we derive from interest income on customer funds is dependent on interest rates, which we do not control. If the assumptions that we use to plan our business are incorrect or change in reaction to changes in our market, or if we are unable to maintain consistent revenue or revenue growth, our stock price could be volatile, and it may be difficult to achieve and maintain profitability. You should not rely on our revenue from any prior quarterly or annual periods as any indication of our future revenue or revenue or payment growth.

In addition, we expect to continue to expend substantial financial and other resources on:

•sales, marketing, and customer success, including an expansion of our sales organization and new customer success initiatives;

•our technology infrastructure, including systems architecture, scalability, availability, performance, and security;

•product development, including investments in our product development team and the development of new products and new functionality for our AI-enabled platform;

•acquisitions or strategic investments;

•international expansion; and

•regulatory compliance and risk management.

These investments may not result in increased revenue growth in our business. If we are unable to increase our revenue at a rate sufficient to offset the expected increase in our costs, or if we encounter

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difficulties in managing a growing volume of payments, our business, financial condition, and operating results will be harmed, and we may not be able to achieve or maintain profitability over the long term.

A significant portion of our revenue comes from small and medium-sized businesses, which may have fewer financial resources to weather an economic downturn, and volatile or weakened economic conditions in the U.S. and globally may adversely affect our business and operating results.

Our overall performance depends in part on U.S. and international macroeconomic conditions and a significant portion of our revenue comes from SMBs. These customers tend to be more susceptible to negative impacts from economic downturns, recession, inflation, changes in foreign currency exchange rates, including the strengthening U.S. dollar, financial market conditions, actual or perceived instability in the U.S. and global banking systems, increased fuel prices, and catastrophic events than larger, more established businesses, as SMBs typically have more limited financial resources than larger entities. In recent periods, we have observed SMBs reacting to the macroeconomic environment by tightening budgets and selecting lower-cost payment methods, which adversely impacted our operating results.

More broadly, the U.S. and other key international economies have experienced and may in the future experience significant economic and market downturns in which economic activity is impacted by falling demand for a variety of goods and services, restricted credit, poor liquidity, reduced corporate profitability, volatility in credit, equity, and foreign exchange markets, inflation, bankruptcies, and overall uncertainty with respect to the economy. These economic conditions can arise suddenly and the full impact of such conditions are impossible to predict. In addition, geopolitical and domestic political developments, such as existing and potential trade wars and other events beyond our control, such as the conflicts in Ukraine and Israel, can increase levels of political and economic unpredictability globally and increase the volatility of global financial markets. Moreover, there has been recent turmoil in the global banking system. For example, in March 2023, Silicon Valley Bank (SVB) was closed by the California Department of Financial Protection and Innovation, which appointed the FDIC as receiver. First-Citizens Bank & Trust Company then assumed all of SVB’s customer deposits and certain other liabilities and acquired substantially all of SVB’s loans and certain other assets from the FDIC. While the closure of SVB did not have a material direct impact on our business, continued instability (either actual or perceived) in the global banking system may result in additional bank failures, as well as volatility of global financial markets, either of which may adversely impact our business and financial condition. If challenging macroeconomic conditions for SMBs persist, or if additional economic or political factors create greater pressure on SMBs, our customers and spending businesses may be disproportionately impacted and, as a result, the overall demand for our products and services could be materially and adversely affected.

We expect fluctuations in our financial results, making it difficult to project future results, and if we fail to meet the expectations of securities analysts or investors with respect to our operating results, our stock price and the value of your investment could decline.

Our operating results have fluctuated in the past and are expected to fluctuate in the future due to a variety of factors, many of which are outside of our control. As a result, our past results may not be indicative of our future performance. In addition to the other risks described herein, factors that may affect our operating results include the following:

•fluctuations in demand for, or pricing of our platform;

•our ability to attract new customers;

•our ability to retain and grow engagement with our existing customers;

•our ability to retain and expand our relationships with our accounting firm partners, financial institution partners, and accounting software partners, or identify and attract new partners;

•customer expansion rates;

•changes in customer preference for cloud-based services as a result of security breaches in the industry or privacy concerns, or other security or reliability concerns regarding our products;

•fluctuations or delays in purchasing decisions in anticipation of new products or product enhancements by us or our competitors;

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•general economic, market, credit and liquidity conditions, both domestically and internationally, such as high inflation, high interest rate and recessionary environments, and actual or perceived instability in the U.S. and global banking systems, as well as economic conditions specifically affecting SMBs or the industries in which our customers participate;

•changes in customers’ budgets and in the timing of their budget cycles and purchasing decisions, as a result of general economic factors or factors specific to their businesses;

•potential and existing customers choosing our competitors’ products or developing their own solutions in-house;

•the development or introduction of new platforms or services that are easier to use or more advanced than our current suite of services, especially related to the application of AI-based services;

•our failure to adapt to new forms of payment that become widely accepted;

•the adoption or retention of more entrenched or rival services in the international markets where we compete;

•our ability to control costs, including our operating expenses;

•the amount and timing of payment for operating expenses, particularly research and development and sales and marketing expenses, including commissions;

•the amount and timing of non-cash expenses, including stock-based compensation, goodwill impairments, and other non-cash charges;

•the amount and timing of costs associated with recruiting, training, and integrating new employees, including employees acquired inorganically, and retaining and motivating existing employees;

•fluctuation in market interest rates, which impacts interest earned on funds held for customers;

•the effects of acquisitions and the integration of acquired technologies and products, including impairment of goodwill;

•the impact of new accounting pronouncements;

•security breaches of, technical difficulties with, or interruptions to, the delivery and use of our platform;

•the impact of the conflicts in Ukraine and Israel, including any related economic sanctions and countermeasures taken by other countries, and market volatility resulting therefrom; and

•awareness of our brand and our reputation in our target markets.

Any of these and other factors, or the cumulative effect of some of these factors, may cause our operating results to vary significantly. In addition, we expect to continue to incur significant additional expenses due to the costs of operating as a public company. If our operating results fall below the expectations of investors and securities analysts who follow our stock, the price of our common stock could decline substantially, and we could face costly lawsuits, including securities class action suits.

If we are unable to attract new customers or convert trial customers into paying customers or if our efforts to promote our charge card usage through marketing, promotion, and spending business rewards are unsuccessful, our revenue growth and operating results will be adversely affected.

To increase our revenue, we must continue to attract new customers and increase sales to those customers. As our market matures, product and service offerings evolve, and competitors introduce lower cost or differentiated products or services that compete or are perceived to compete with our platform, our ability to sell subscriptions or successfully increase customer adoption of new payment products could be impaired. Similarly, our subscription sales could be adversely affected if customers or users perceive that features incorporated into alternative products reduce the need for our platform or if they prefer to purchase products

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that are bundled with solutions offered by other companies. Further, in an effort to attract new customers, we may offer simpler, lower-priced products or promotions, which may reduce our profitability.

We rely upon our marketing strategy of offering risk-free trials of our platform and other digital marketing strategies to generate sales opportunities. Many of our customers start a risk-free trial of our service. Converting these trial customers to paid customers often requires extensive follow-up and engagement. Many prospective customers never convert from the trial version of a product to a paid version of a product. Further, we often depend on the ability of individuals within an organization who initiate the trial versions of our products to convince decision makers within their organization to convert to a paid version. To the extent that these users do not become, or are unable to convince others to become, paying customers, we will not realize the intended benefits of this marketing strategy, and our ability to grow our revenue will be adversely affected. In addition, it may be necessary to engage in more sophisticated and costly sales and marketing efforts in order to attract new customers, and changes in privacy laws and third party practices may make adding new customers more expensive or difficult. As a result of these and other factors, we may be unable to attract new customers or our related expenses may increase, which would have an adverse effect on our business, revenue, gross margins, and operating results.

In addition, revenue growth from our charge card products is dependent on increasing business spending on our cards. We have been investing in a number of growth initiatives, including to capture a greater share of spending businesses’ total spend, but there can be no assurance that such investments will be effective. In addition, if we develop new products or offerings that attract spending businesses looking for short-term incentives rather than displaying long-term loyalty, attrition could increase and our operating results could be adversely affected. Expanding our service offerings, adding acquisition channels and forming new partnerships or renewing current partnerships could have higher costs than our current arrangements and could dilute our brand. In addition, we offer rewards to spending businesses based on their usage of charge cards. Redemptions of rewards present significant associated expenses for our business. We operate in a highly competitive environment and may need to increase the rewards that we offer or provide other incentives to spending businesses in order to grow our business. Any significant change in, or failure by management to reasonably estimate, such costs could adversely affect or harm our business, operating results, and financial condition.

If we are unable to retain our current customers, increase customer adoption of our products, sell additional services to our customers, or develop and launch new payment products, our business and growth will be adversely affected.

To date, a significant portion of our growth has been attributable to customer adoption of new and existing payment products. To increase our revenue, in addition to acquiring new customers, we must continue to retain existing customers and convince them to expand their use of our platform by incentivizing them to pay for additional services and driving adoption of new and existing payment products, including ad valorem products such as our BILL Divvy Corporate Cards, virtual cards, instant transfer, and international payment offerings. Our ability to retain our customers, drive adoption and increase usage could be impaired for a variety of reasons, including our inability to develop and launch new payment products, SMB preference for lower-cost payment solutions, customer reaction to changes in the pricing of our products, general economic conditions or the other risks described in this Quarterly Report on Form 10-Q. Our ability to sell additional services or increase customer adoption of new or existing products may require more sophisticated and costly sales and marketing efforts, especially for our larger customers. If we are unable to retain existing customers or increase the usage of our platform by them, it would have an adverse effect on our business, revenue, gross margins, and other operating results, and accordingly, on the trading price of our common stock.

While some of our contracts are non-cancelable annual subscription contracts, most of our contracts with customers and accounting firms primarily consist of open-ended arrangements that can be terminated by either party without penalty at any time. Our customers have no obligation to renew their subscriptions to our platform after the expiration of their subscription period. For us to maintain or improve our operating results, it is important that our customers continue to maintain their subscriptions on the same or more favorable terms. We cannot accurately predict renewal or expansion rates given the diversity of our customer base in terms of size, industry, and geography. Our renewal and expansion rates may decline or fluctuate as a result of several factors, including customer spending levels, customer satisfaction with our platform and customer service, decreases in the number of users, changes in the type and size of our customers, pricing changes, competitive

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conditions, the acquisition of our customers by other companies, and general economic conditions. In addition, if any of the accounting software providers with which our platform currently integrates should choose to disable two-way synchronization, there can be no assurance that customers shared with such providers would not choose to leave our platform, adversely affecting our business and results of operations. If our customers do not renew their subscriptions, or if they reduce their usage of our platform, our revenue and other operating results will decline and our business will suffer. Moreover, if our renewal or expansion rates fall significantly below the expectations of the public market, securities analysts, or investors, the trading price of our common stock would likely decline.

Our BILL Divvy Corporate Card offering exposes us to credit risk and other risks related to spending businesses' ability to pay the balances incurred on their BILL Divvy Corporate Card. Certain of our other current and future product offerings may also subject us to credit risk.

We offer our BILL Divvy Corporate Card as a credit product to a wide range of businesses in the U.S., and the success of this product depends on our ability to effectively manage related risks. The credit decision-making process for our BILL Divvy Corporate Card uses techniques designed to analyze the credit risk of specific businesses based on, among other factors, their past purchase and transaction history, as well as their credit scores. Similarly, proprietary risk models and other indicators are applied to assess current or prospective spending businesses who desire to use our cards to help predict their ability to repay. These risk models may not accurately predict creditworthiness due to inaccurate assumptions, including assumptions related to the particular spending business, market conditions, economic environment, or limited transaction history or other data, among other factors. The accuracy of these risk models and the ability to manage credit risk related to our cards may also be affected by legal or regulatory requirements, competitors’ actions, changes in consumer behavior, changes in the economic environment, policies of Issuing Banks, and other factors.

For a substantial majority of extensions of credit to BILL Spend and Expense spending businesses facilitated through our spend and expense management platform, we purchase from our Issuing Banks participation interests in the accounts receivables generated when spending businesses make purchases using BILL Divvy Corporate Cards, and we bear the entire credit risk in the event that a spending business fails to pay card balances. Like other businesses with significant exposure to losses from credit, we face the risk that spending businesses will default on their payment obligations, creating the risk of potential charge-offs. The non-payment rate among spending businesses may increase due to, among other factors, changes to underwriting standards, risk models not accurately predicting the creditworthiness of a business, or a decline in economic conditions, such as a recession, high inflation or government austerity programs. Spending businesses who miss payments may fail to repay their outstanding statement balances, and spending businesses who file for protection under the bankruptcy laws generally do not repay their outstanding balances. If collection efforts on overdue card balances are ineffective or unsuccessful, we may incur financial losses or lose the confidence of our funding sources. In addition, we have in the past and may in the future tighten our credit requirements for customer or vendor eligibility for such solutions, which may limit the growth and profitability of these solutions or result in customer attrition. We do not file UCC liens or take other security interests on BILL Divvy Corporate Card balances, which significantly reduces our ability to collect amounts outstanding from spending businesses that file for bankruptcy protection. Any such losses or failures of our risk models could harm our business, operating results, and financial condition. Non-performance, or even significant underperformance, of the account receivables participation interests that we own could have an adverse effect on our business.

Moreover, the funding model for our BILL Divvy Corporate Card product relies on a variety of funding arrangements, including warehouse facilities and, from time-to-time, purchase arrangements, with a variety of funding sources. Any significant underperformance of the participation interests we own may adversely impact our relationship with such funding sources and result in an increase in our cost of financing, a modification or termination of our existing funding arrangements or our ability to procure funding, which would adversely affect our business, operating results, financial condition, and future prospects.

Several of our other product offerings whereby we advance funds to our customers or vendors of our customers based on credit and risk profiling before we receive the funds on their behalf, such as our Instant Transfer and invoice financing offerings, also expose us to credit risks. Although these offerings are only available to customers that satisfy specific credit eligibility criteria, the credit and risk models we use to determine eligibility may be insufficient. Any failure of our credit or risk models to predict creditworthiness would

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expose us to many of the credit risks described above and could harm our business, operating results, and financial condition.

Our risk management efforts may not be effective to prevent fraudulent activities by our customers, subscribers, spending businesses, or their counterparties, which could expose us to material financial losses and liability and otherwise harm our business.

We offer software that digitizes and automates financial operations for a large number of customers and executes payments to their vendors or from their clients. We are responsible for verifying the identity of our customers and their users, and monitoring transactions for fraud. We have been in the past and will continue to be targeted by parties who seek to commit acts of financial fraud using stolen identities and bank accounts, compromised business email accounts, employee or insider fraud, account takeover, false applications, check fraud, and stolen cards or card account numbers. We may suffer losses from acts of financial fraud committed by our customers and their users, our employees, or third-parties. In addition, our customers or spending businesses may suffer losses from acts of financial fraud by third parties posing as our company through account takeover, credential harvesting, use of stolen identities, and various other techniques, which could harm our reputation or prompt us to reimburse our customers for such losses in order to maintain customer and spending business relationships.

The techniques used to perpetrate fraud on our platform are continually evolving, and we expend considerable resources to continue to monitor and combat them. In addition, when we introduce new products and functionality, or expand existing products, we may not be able to identify all risks created by such new products or functionality. Our risk management policies, procedures, techniques, and processes may not be sufficient to identify all of the risks to which we are exposed, to enable us to prevent or mitigate the risks we have identified, or to identify additional risks to which we may become subject in the future. Our risk management policies, procedures, techniques, and processes may contain errors, or our employees or agents may commit mistakes or errors in judgment as a result of which we may suffer large financial losses. The software-driven and highly automated nature of our platform could enable criminals and those committing fraud to steal significant amounts of money from businesses like ours.

Our current business and anticipated growth will continue to place significant demands on our risk management efforts, and we will need to continue developing and improving our existing risk management infrastructure, policies, procedures, techniques, and processes. As techniques used to perpetrate fraud on our platform evolve, we may need to modify our products or services to mitigate fraud risks. As our business grows and becomes more complex, we may be less able to forecast and carry appropriate reserves in our books for fraud related losses.

Further, these types of fraudulent activities on our platform can also expose us to civil and criminal liability and governmental and regulatory sanctions as well as potentially cause us to be in breach of our contractual obligations to our third-party partners.

The markets in which we participate are competitive, and if we do not compete effectively, our operating results could be harmed.

The market for cloud-based software that automates the financial back-office is highly fragmented, competitive, and constantly evolving. We believe that our primary competition remains the legacy manual processes that SMBs have relied on for generations. Our success will depend, to a substantial extent, on the widespread adoption of our cloud-based automated back-office solution as an alternative to existing solutions or adoption by customers that are not using any such solutions at all. Some organizations may be reluctant or unwilling to use our platform for several reasons, including concerns about additional costs, uncertainty regarding the reliability and security of cloud-based offerings, or lack of awareness of the benefits of our platform.

Our competitors in the cloud-based software space range from large corporations that predominantly focus on enterprise resource planning solutions, to smaller niche suppliers of solutions that focus exclusively on document management, workflow management, accounts payable, accounts receivable, spend and expense management, and/or electronic bill presentment and payment, to companies that offer industry-specific payments solutions. With the introduction of new technologies and market entrants, we expect that the

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competitive environment will remain intense going forward. Our competitors that currently focus on enterprise solutions may offer products to SMBs that compete with ours. In addition, companies that provide solutions that are adjacent to our products and services may decide to enter our market segments and develop and offer products that compete with ours. Accounting software providers, such as Intuit, as well as the financial institutions with which we partner, may internally develop products, acquire existing, third-party products, or may enter into partnerships or other strategic relationships that would enable them to expand their product offerings to compete with our platform or provide more comprehensive offerings than they individually had offered or achieve greater economies of scale than us. These software providers and financial institutions may have the operating flexibility to bundle competing solutions with other offerings, including offering them at a lower price or for no additional cost to customers as part of a larger sale. For example, in October 2023, Intuit launched a native bill payment solution with integration to its QuickBooks accounting software. While we believe our platform offers much greater functionality than this product, there can be no assurance that QuickBooks customers will not opt to change providers for certain accounts payable services in the future. In addition, new entrants not currently considered to be competitors may enter the market through acquisitions, partnerships, or strategic relationships.

Many of our competitors and potential competitors have greater name recognition, longer operating histories, more established customer relationships, larger marketing budgets, and greater resources than us. Our competitors may be able to respond more quickly and effectively than we can to new or changing opportunities, technologies, standards, and customer requirements.

Certain competitors may also have long-standing exclusive, or nearly exclusive, relationships with financial services provider partners to accept payment cards and other services that compete with what we offer. As we look to market and sell our platform to potential customers, spending businesses, or partners with existing solutions, we must convince their internal stakeholders that our platform is superior to their current solutions.

We compete on several factors, including:

•product features, quality, breadth, and functionality;

•data asset size and ability to leverage AI to grow faster and smarter;

•ease of deployment;

•ease of integration with leading accounting and banking technology infrastructures;

•ability to automate processes;

•cloud-based delivery architecture;

•advanced security and control features;

•risk management, exception process handling, and regulatory compliance leadership;

•brand recognition; and

•pricing and total cost of ownership.

There can be no assurance that we will be able to compete successfully against our current or future competitors, and this competition could result in the failure of our platform to continue to achieve or maintain market acceptance, any of which would harm our business, operating results, and financial condition.

We transfer large sums of customer funds daily, and are subject to numerous associated risks which could result in financial losses, damage to our reputation, or loss of trust in our brand, which would harm our business and financial results.

As of December 31, 2023, we had approximately 473,500 businesses using our solutions and TPV processed was approximately $74.9 billion and $67.3 billion during the three months ended December 31, 2023 and 2022, respectively, and $145.1 billion and $132.2 billion during the six months ended December 31, 2023 and 2022, respectively. Accordingly, we have grown rapidly and seek to continue to grow, and although we maintain a robust and multi-faceted risk management process, our business is highly complex and always

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subject to the risk of financial losses as a result of credit losses, operational errors, software defects, service disruption, employee misconduct, security breaches, or other similar actions or errors on our platform.

As a provider of accounts payable, accounts receivable, spend and expense management, and payment solutions, we collect and transfer funds on behalf of our customers and our trustworthiness and reputation are fundamental to our business. The occurrence of any credit losses, operational errors, software defects, service disruptions, employee misconduct, security breaches, or other similar actions or errors on our platform could result in financial losses to our business and our customers, loss of trust, damage to our reputation, or termination of our agreements with financial institution partners and accountants, each of which could result in:

•loss of customers;

•lost or delayed market acceptance and sales of our platform;

•legal claims against us, including warranty and service level agreement claims;

•regulatory enforcement action; or

•diversion of our resources, including through increased service expenses or financial concessions, and increased insurance costs.

Although our terms of service allocate to our customers the risk of loss resulting from our customers’ errors, omissions, employee fraud, or other fraudulent activity related to their systems, in some instances we may cover such losses for efficiency or to prevent damage to our reputation. Although we maintain insurance to cover losses resulting from our errors and omissions, there can be no assurance that our insurance will cover all losses or our coverage will be sufficient to cover our losses. If we suffer significant losses or reputational harm as a result, our business, operating results, and financial condition could be adversely affected.

Funds that we hold for the benefit of our customers are subject to market, interest rate, credit, foreign exchange, and liquidity risks, as well as general political and economic conditions. The loss of any of these funds could adversely affect our business, operating results and financial condition.

We invest funds that we hold for the benefit of our customers, including funds being remitted to suppliers, in highly liquid, investment-grade marketable securities, money market securities, and other cash equivalents. Nevertheless, our customer fund assets are subject to general market, interest rate, credit, foreign exchange, and liquidity risks. These risks may be exacerbated, individually or in the aggregate, during periods of heavy financial market volatility, such as that experienced in 2008 and 2022, that may result from high inflation, high interest rate or recessionary environments, from actual or perceived instability in the U.S. and global banking systems, uncertainty with respect to the federal budget and debt ceiling and potential government shutdowns related thereto or from war (such as the conflicts in Ukraine and Israel) or other geopolitical conflicts. As a result, we could be faced with a severe constriction of the availability of liquidity, which could impact our ability to fulfill our obligations to move customer money to its intended recipient. For example, the sudden closure of SVB in March 2023 introduced a potential risk of loss because we held certain corporate and customer funds at SVB. Although we were able to move substantially all such funds to large multinational financial institutions and to redirect substantially all customer payment processing previously made through SVB to one of our multinational bank processors, there can be no assurance that we would be able to do so in the future in the event of a similar or more severe, systemic banking crisis. In addition, cash held at banks and financial institutions is subject to applicable deposit insurance limits, and in the event that our corporate or customer funds held at a given institution exceed such limits, or are held in investments that are not covered by deposit insurance, such funds may be unrecoverable in the event of a future bank failure.

We rely upon certain banking partners and third parties to originate payments, process checks, execute wire transfers, and issue virtual cards, which could be similarly affected by a liquidity shortage and further exacerbate our ability to operate our business. Any loss of or inability to access customer funds could have an adverse impact on our cash position and operating results, could require us to obtain additional sources of liquidity, and could adversely affect our business, operating results, and financial condition. In addition to the risks related to customer funds, we are also exposed to interest rate risk relating to our investments of our corporate cash.

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We are licensed as a money transmitter in all required U.S. states and registered as a Money Services Business with FinCEN. In certain jurisdictions where we operate, we are required to hold eligible liquid assets, as defined by the relevant regulators in each jurisdiction, equal to at least 100% of the aggregate amount of all customer balances. Our ability to manage and accurately account for the assets underlying our customer funds and comply with applicable liquid asset requirements requires a high level of internal controls. As our business continues to grow and we expand our product offerings, we will need to scale these associated internal controls. Our success requires significant public confidence in our ability to properly manage our customers’ balances and handle large and growing transaction volumes and amounts of customer funds. Any failure to maintain the necessary controls or to accurately manage our customer funds and the assets underlying our customer funds in compliance with applicable regulatory requirements could result in reputational harm, lead customers to discontinue or reduce their use of our products, and result in significant penalties and fines, possibly including the loss of our state money transmitter licenses, which would materially harm our business.

We earn revenue from interest earned on customer funds held in trust while payments are clearing, which is subject to market conditions and may decrease as customers’ adoption of electronic payments and technology continues to evolve.

During the three months ended December 31, 2023 and 2022, we generated $43.5 million and $28.9 million, respectively, in revenue from interest earned on funds held in trust on behalf of customers while payment transactions were clearing, or approximately 14% and 11% of our total revenue for such periods, respectively. During the six months ended December 31, 2023 and 2022, we generated $83.3 million and $44.2 million, or 13% and 9% of our total revenue for such periods, respectively. While these payments are clearing, we deposit the funds in highly liquid, investment-grade marketable securities, and generate revenue that is correlated to the federal funds rate. As interest rates have risen in recent periods, the amount of revenue we have generated from such funds has increased; however, these interest rate increases have ceased and we anticipate that interest rates may decline in the future. If interest rates decline, the amount of revenue we generate from these investments will decrease as well. Additionally, as customers increasingly seek expedited methods of electronic payments, such as instant transfer, or potentially migrate spend to our BILL Divvy Corporate Card offering, our revenue from interest earned on customer funds could decrease (even if offset by other revenue) and our operating results could be adversely affected. Finally, in addition to the risks outlined above, any change in laws or applicable regulations that restrict the scope of permissible investments for such customer funds could reduce our interest income and adversely affect our operating results.

We have incurred costs in connection with a reduction in force announced in the second quarter of fiscal 2024, which may result in unanticipated costs or consequences.

During the second quarter of fiscal 2024, we announced a reduction in force (RIF) impacting approximately 15% of our global workforce and the closure of our Sydney, Australia office. In connection with the RIF, we have incurred and may continue to incur additional costs in the near term, including cash expenditures related to severance payments, certain retention payments, employee benefits and employee transition costs, as well as non-cash charges for stock-based compensation expense. The RIF may result in other unintended consequences, including employee attrition beyond our intended reduction in force, damage to our corporate culture and decreased employee morale among our remaining employees, diversion of management attention, adverse effects to our reputation as an employer, loss of institutional knowledge and expertise (particularly as it relates to our Invoice2Go solutions), and potential failure or delays to meet operational and growth targets due to the loss of qualified employees. If we experience any of these adverse consequences, the RIF may not achieve its intended benefits, or the benefits, even if achieved, may not be adequate to meet our long-term profitability and operational expectations, which could adversely affect our business, operating results and financial condition.

Our business depends, in part, on our relationships with accounting firms.

Our relationships with our more than 7,000 accounting firm partners contribute a significant portion of our consolidated revenue. We market and sell our products and services through accounting firms. We also have an exclusive partnership with CPA.com to market certain of our products and services to accounting firms, which then enroll their customers directly onto our platform. Although our relationships with accounting firms are independent of one another, if our reputation in the accounting industry more broadly were to suffer, or if we were unable to establish relationships with new accounting firms and grow our relationships with existing

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accounting firm partners, our growth prospects would weaken and our business, financial position, and operating results may be adversely affected.

Our business depends, in part, on our business relationships with financial institutions.

We enter into partnering relationships with financial institutions pursuant to which they offer our services to their customers. These relationships involve risks that may not be present or that are present to a lesser extent with sales to our direct SMB customers. Launching a product offering with our financial institution partners entails integrating our platform with our partners’ websites and apps, which requires significant engineering resources and time to design, deploy, and maintain, and requires developing associated sales and marketing strategies and programs. With financial institution partners, the decision to roll out our product offering typically requires several levels of management and technical personnel approval by our partners and is frequently subject to budget constraints. Delays in decision making, unplanned budget constraints, or changes in our partners’ business, business priorities, or internal resource allocations may result in significant delays to the deployment of our platform and its availability to their customers. Significant delays in the deployment of our platform to our partners’ customers could cause us to incur significant expenditures for platform integration and product launch without generating anticipated revenue in the same period or at all and could adversely impact our operating results. In addition, once we have successfully launched a product offering with a financial institution partner, lower than anticipated customer adoption or unanticipated ongoing system integration costs could result in lower than anticipated profit margins, which could have an adverse impact on our business, financial position, and operating results. Moreover, if our partners or their customers experience problems with the operation of our platform, such as service outages or interruptions or security breaches or incidents, our relationship with the partner and our reputation could be harmed and our operating results may suffer.

We may not be able to attract new financial institution partners if our potential partners favor our competitors’ products or services over our platform or choose to compete with our products directly. Further, many of our existing financial institution partners have greater resources than we do and could choose to develop their own solutions to replace ours. Moreover, certain financial institutions may elect to focus on other market segments and decide to terminate their SMB-focused services. If we are unsuccessful in establishing, growing, or maintaining our relationships with financial institution partners, or if any of our financial institution partners elect to terminate their relationships with us, our ability to compete in the marketplace or to grow our revenue could be impaired, and our operating results may suffer.

Finally, we are subject to oversight by our financial institution partners and they conduct audits of our operations, information security controls, and compliance controls. To the extent an audit were to identify material gaps or evidence of noncompliance in our operations or controls it could violate contractual terms with the financial institution partner, which could materially and adversely impact our commercial relationships with that partner.

Our spend and expense management products are dependent on our relationship with our Issuing Banks, Cross River Bank and WEX Bank.

The extensions of credit facilitated through our platform are originated through Cross River Bank and WEX Bank, and we rely on these entities to comply with various federal, state, and other laws. There has been significant recent U.S. Congressional and federal administrative agency lawmaking and ruling in the area of program agreements between banks and non-banks involving extensions of credit and the regulatory environment in this area remains unsettled. There has also been significant recent government enforcement and litigation challenging the validity of such arrangements, including disputes seeking to re-characterize lending transactions on the basis that the non-bank party rather than the bank is the “true lender” or “de facto lender”, and in case law upholding the “valid when made” doctrine, which holds that federal preemption of state interest rate limitations are not applicable in the context of certain bank—non-bank partnership arrangements. If the legal structure underlying our relationship with our Issuing Banks were to be successfully challenged, our extension of credit offerings through these banks may be determined to be in violation of state licensing requirements and other state laws. In addition, Issuing Banks engaged in this activity have been subject to increased regulatory scrutiny recently. Adverse orders or regulatory enforcement actions against our Issuing Banks, even if unrelated to our business, could impose restrictions on our Issuing Banks’ ability to continue to extend credit through our platform or on current terms, or could result in our Issuing Banks increasing their oversight or imposing tighter controls over our underwriting practices or compliance procedures or subjecting any new products to be offered through our Issuing Banks to more rigorous reviews.

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Our Issuing Banks are subject to oversight by the FDIC and state banking regulators and must comply with applicable federal and state banking rules, regulations, and examination requirements. We, in turn, are subject to audit by our Issuing Banks in accordance with FDIC guidance related to management of service providers and other bank-specific requirements pursuant to the terms of our agreements with our Issuing Banks. We are also subject to the examination and enforcement authority of the FDIC under the Bank Service Company Act and state regulators in our capacity as a service provider for our Issuing Banks. If we fail to comply with requirements applicable to us by law or contract, or if audits by our Issuing Banks, or regulatory audits of our Issuing Banks, were to conclude that our processes and procedures are insufficient, we may be subject to fines or penalties or our Issuing Banks could terminate their relationships with us.

In the event of a challenge to the legal structure underlying our program agreements with our Issuing Banks or if one or all of our Issuing Banks were to suspend, limit, or cease its operations, or were to otherwise terminate for any reason (including, but not limited to, the failure by an Issuing Bank to comply with regulatory actions or an Issuing Bank experiencing financial distress, entering into receivership, or becoming insolvent), we would need to identify and implement alternative, compliant, bank relationships or otherwise modify our business practices in order to be compliant with prevailing law or regulation, which could result in business interruptions or delays, force us to incur additional expenses, and potentially interfere with our existing customer and spending business relationships or make us less attractive to potential new customers and spending businesses, any of which could adversely affect our business, operating results, and financial condition.

We rely on a variety of funding sources to support our BILL Divvy Corporate Card offering. If our existing funding arrangements are not renewed or replaced, or if our existing funding sources are unwilling or unable to provide funding to us on terms acceptable to us, or at all, it could adversely affect our business, operating results, financial condition, cash flows, and future prospects.

To support the operations and growth of our spend and expense management business, we must maintain a variety of funding arrangements, including warehouse facilities and, from time-to-time, purchase arrangements with financial institutions. In particular, we have financing arrangements in place pursuant to which we purchase from our Issuing Banks participation interests in the accounts receivables generated when BILL Spend and Expense spending businesses make purchases using our cards. We typically fund some portion of these participation interest purchases by borrowing under credit facilities with our finance partners, although we may also fund participation purchases using corporate cash. Typically, we immediately sell a portion of the participation interests we have purchased to a warehousing subsidiary which funds the purchases through loans provided by our financing partners, and we may sell a portion of the participation interests to a third-party institution pursuant to a purchase arrangements.

If our finance partners terminate or interrupt their financing or purchase of participation interests or are unable to offer terms which are acceptable to us, we may have to fund these purchases using corporate cash, which we have a limited ability to do and may place significant stress on our cash resources. An inability to purchase participation interests from our Issuing Banks, whether funded through financing or corporate cash, could result in the banks’ limiting extensions of credit to spending businesses or ceasing to extend credit for our cards altogether, which would interrupt or limit our ability to offer our card products and materially and adversely affect our business.

We cannot guarantee that these funding arrangements will continue to be available on favorable terms or at all, and our funding strategy may change over time, depending on the availability of such funding arrangements. In addition, our funding sources may curtail access to uncommitted financing capacity, fail to renew or extend facilities, or impose higher costs to access funding upon reassessing their exposure to our industry or in light of changes to general economic, market, credit, or liquidity conditions. Further, our funding sources may experience financial distress, enter into receivership, or become insolvent, which may prevent us from accessing financing from these sources. In addition, because our borrowings under current and future financing facilities may bear interest based on floating rate interest rates, our interest costs may increase if market interest rates rise. Moreover, there can be no assurances that we would be able to extend or replace our existing funding arrangements at maturity, on reasonable terms, or at all.

If our existing funding arrangements are not renewed or replaced or our existing funding sources are unwilling or unable to provide funding to us on terms acceptable to us, or at all, we may need to secure additional sources of funding or reduce our spend and expense management operations significantly. Further,

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as the volume of credit facilitated through our platform increases, we may need to expand the funding capacity under our existing funding arrangements or add new sources of capital. The availability and diversity of our funding arrangements depends on various factors and are subject to numerous risks, many of which are outside of our control. If we are unable to maintain access to, or to expand, our network and diversity of funding arrangements, our business, operating results, financial condition, and future prospects could be materially and adversely affected.

If we do not or cannot maintain the compatibility of our platform with popular accounting software solutions or offerings of our partners, our revenue and growth prospects will decline.

To deliver a comprehensive solution, our platform integrates with popular accounting software solutions including Intuit QuickBooks, Oracle NetSuite, Sage Intacct, Xero, and Microsoft Dynamics 365 Business Central, through APIs made available by these software providers. We automatically synchronize certain data between our platform and these accounting software systems relating to invoices and payment transactions between our customers and their suppliers and clients. This two-way sync saves time for our customers by reducing duplicative manual data entry and provides the basis for managing cash-flow through an integrated solution for accounts payable, accounts receivable, spend and expense management, and payments.

If any of the accounting software providers change the features of their APIs, discontinue their support of such APIs, restrict our access to their APIs, or alter the terms or practices governing their use in a manner that is adverse to our business, we may be restricted or may not be able to provide synchronization capabilities, which could significantly diminish the value of our platform and harm our business, operating results, and financial condition. In addition, if any of these accounting software providers reconfigure their platforms in a manner that no longer supports our integration with their accounting software, we would lose customers and our business would be adversely affected.

If we are unable to increase adoption of our platform with customers of these accounting software solutions, our growth prospects may be adversely affected. In addition, any of these accounting software providers may seek to develop a payment solution of its own, acquire a solution to compete with ours, or decide to partner with other competing applications, any of which its SMB customers may select over ours, thereby harming our growth prospects and reputation and adversely affecting our business and operating results.

We depend on third-party service providers to process transactions on our platform and to provide other services important to the operation of our business. Any significant disruption in services provided by these vendors could prevent us from processing transactions on our platform, result in other interruptions to our business and adversely affect our business, operating results and financial condition.

We depend on banks, including JPMorgan Chase, to process ACH transactions and checks for our customers. We also rely on third-party providers to support other aspects of our business, including, for example, for card transaction processing, check printing, real-time payments, virtual and physical card issuance, and our cross-border funds transfer capabilities. If we are unable to effectively manage our third-party relationships, we are unable to comply with security, compliance, or operational obligations to which we are subject under agreements with these providers, these providers are unable to meet their obligations to us, or we experience substantial disruptions in these relationships, including as a result of the closure or insolvency of banks with which we do business, our business, operating results, and financial condition could be adversely impacted. In addition, in some cases a provider may be the sole source, or one of a limited number of sources, of the services they provide to us and we may experience increased costs and difficulties in replacing those providers and replacement services may not be available on commercially reasonable terms, on a timely basis, or at all.

Interruptions or delays in the services provided by AWS or other third-party data centers or internet service providers could impair the delivery of our platform and our business could suffer.

We host our platform using third-party cloud infrastructure services, including certain co-location facilities. We also use public cloud hosting with Amazon Web Services (AWS). All of our products utilize resources operated by us through these providers. We therefore depend on our third-party cloud providers’ ability to protect their data centers against damage or interruption from natural disasters, power or telecommunications failures, criminal acts, and similar events. Our operations depend on protecting the cloud

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infrastructure hosted by such providers by maintaining their respective configuration, architecture, and interconnection specifications, as well as the information stored in these virtual data centers and transmitted by third-party internet service providers. We have periodically experienced service disruptions in the past, and we cannot assure you that we will not experience interruptions or delays in our service in the future. We may also incur significant costs for using alternative equipment or taking other actions in preparation for, or in reaction to, events that damage the data storage services we use. Although we have disaster recovery plans that utilize multiple data storage locations, any incident affecting their infrastructure that may be caused by fire, flood, severe storm, earthquake, power loss, telecommunications failures, unauthorized intrusion, computer viruses and disabling devices, natural disasters, military actions, terrorist attacks, negligence, and other similar events beyond our control could negatively affect our platform. Any prolonged service disruption affecting our platform for any of the foregoing reasons could damage our reputation with current and potential customers, expose us to liability, cause us to lose customers, or otherwise harm our business. Also, in the event of damage or interruption, our insurance policies may not adequately compensate us for any losses that we may incur. System failures or outages, including any potential disruptions due to significantly increased global demand on certain cloud-based systems, could compromise our ability to perform these functions in a timely manner, which could harm our ability to conduct business or delay our financial reporting. Such failures could adversely affect our operating results and financial condition.

Our platform is accessed by many customers, often at the same time. As we continue to expand the number of our customers and products available to our customers, we may not be able to scale our technology to accommodate the increased capacity requirements, which may result in interruptions or delays in service. In addition, the failure of data centers, internet service providers, or other third-party service providers to meet our capacity requirements could result in interruptions or delays in access to our platform or impede our ability to grow our business and scale our operations. If our third-party infrastructure service agreements are terminated, or there is a lapse of service, interruption of internet service provider connectivity, or damage to data centers, we could experience interruptions in access to our platform as well as delays and additional expense in arranging new facilities and services

Moreover, we are in the process of migrating our systems from internal data centers and smaller vendors to AWS. AWS provides us with computing and storage capacity pursuant to an agreement that continues until terminated by either party. We have a limited history of operating on AWS. As we migrate our data from our servers to AWS’ servers, we may experience some duplication and incur additional costs. If our data migration is not successful, or if AWS unexpectedly terminates our agreement, we would be forced to incur additional expenses to locate an alternative provider and may experience outages or disruptions to our service. Any service disruption affecting our platform during such migration or while operating on the AWS cloud infrastructure could damage our reputation with current and potential customers, expose us to liability, cause us to lose customers, or otherwise harm our business.

If we lose our founder or key members of our management team or are unable to attract and retain executives and employees we need to support our operations and growth, our business may be harmed.

Our success and future growth depend upon the continued services of our management team and other key employees. Our founder and Chief Executive Officer, René Lacerte, and our President and Chief Financial Officer, John Rettig, are critical to our overall management, as well as the continued development of our products, our partnerships, our culture, our relationships with accounting firms, and our strategy. From time to time, there may be changes in our management team resulting from the hiring or departure of executives and key employees, which could disrupt our business. In addition, we may face challenges retaining senior management of acquired businesses. Our senior management and key employees are employed on an at-will basis. We currently do not have “key person” insurance for any of our employees. Certain of our key employees have been with us for a long period of time and have fully vested stock options or other long-term equity incentives that may become valuable and are publicly tradable. The loss of our founder, or one or more of our senior management, key members of senior management of acquired companies or other key employees could harm our business, and we may not be able to find adequate replacements. We cannot ensure that we will be able to retain the services of any members of our senior management or other key employees or that we would be able to timely replace members of our senior management or other key employees should any of them depart.

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In addition, to execute our business strategy, we must attract and retain highly qualified personnel. We compete with many other companies for software developers with high levels of experience in designing, developing, and managing cloud-based software and payments systems, as well as for skilled legal and compliance and risk operations professionals. Competition for software developers, compliance and risk management personnel, and other key employees in our industry and locations is intense and increasing and may be exacerbated in tight labor markets. We may also face increased competition for personnel from other companies which adopt approaches to remote work that differ from ours. In addition, the current regulatory environment related to immigration is uncertain, including with respect to the availability of H1-B and other visas. If a new or revised visa program is implemented, it may impact our ability to recruit, hire, retain, or effectively collaborate with qualified skilled personnel, including in the areas of AI and machine learning, and payment systems and risk management, which could adversely impact our business, operating results, and financial condition. Many of the companies with which we compete for experienced personnel have greater resources than we do and can frequently offer such personnel substantially greater compensation than we can offer. If we fail to identify, attract, develop, and integrate new personnel, or fail to retain and motivate our current personnel, our growth prospects would be adversely affected.

Future acquisitions, strategic investments, partnerships, collaborations, or alliances could be difficult to identify and integrate, divert the attention of management, disrupt our business, dilute stockholder value, and adversely affect our operating results and financial condition.

We have in the past and may in the future seek to acquire or invest in businesses, products, or technologies that we believe could complement or expand our platform, enhance our technical capabilities, or otherwise offer growth opportunities. For example, in November 2022 we completed the acquisition of Finmark Financial, Inc. to augment our financial planning product offerings. However, we have limited experience in acquiring other businesses, and we may not successfully identify desirable acquisition targets in the future. Moreover, an acquisition, investment, or business relationship may not further our business strategy or result in the economic benefits or synergies as expected or may result in unforeseen operating difficulties and expenditures, including disrupting our ongoing operations, diverting management from their primary responsibilities, subjecting us to additional liabilities, increasing our expenses, and adversely impacting our business, financial condition, and operating results.

In addition, the technology and information security systems and infrastructure of businesses we acquire may be underdeveloped or subject to vulnerabilities, subjecting us to additional liabilities. We could incur significant costs related to the implementation of enhancements to or the scaling of information security systems and infrastructure of acquired businesses and related to the remediation of any related security breaches. If security, data protection, and information security measures in place at businesses we acquire are inadequate or breached, or are subject to cybersecurity attacks, or if any of the foregoing is reported or perceived to have occurred, our reputation and business could be damaged and we could be subject to regulatory scrutiny, investigations, proceedings, and penalties. We may also acquire businesses whose operations may not be fully compliant with all applicable law, including economic and trade sanctions and anti-money laundering, counter-terrorist financing, and privacy laws, subjecting us to potential liabilities and requiring us to spend considerable time, effort, and resources to address.

Moreover, we may acquire businesses whose management or compliance functions require significant investments to support current and anticipated future product offerings, or that have underdeveloped internal control infrastructures or procedures or with respect to which we discover significant deficiencies or material weaknesses. The costs that we may incur to implement or improve such functions, controls, and procedures may be substantial and we could encounter unexpected delays and challenges related to such activity.

Given the complexity of our platform and the distinct interface and tools that we offer to our accounting firm partners and financial institution partners, it may be critical that certain businesses or technologies that we acquire be successfully and fully integrated into our platform. In addition, some acquisitions may require us to spend considerable time, effort, and resources to consummate and/or to integrate employees from the acquired business into our teams, and acquisitions of companies in lines of business in which we lack expertise may require considerable management time, oversight, and research before we see the desired benefit of such acquisitions. Therefore, we may be exposed to unknown liabilities and the anticipated benefits of any acquisition, investment, or business relationship may not be realized, if, for example, we fail to successfully integrate such acquisitions, or the technologies associated with such acquisitions, into our company. The

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challenges and costs of integrating and achieving anticipated synergies and benefits of transactions, and the risk that the anticipated benefits of the proposed transaction may not be fully realized or take longer to realize than expected, may be compounded where we attempt to integrate multiple acquired businesses within similar timeframes, as was the case with the concurrent integration efforts related to our acquisitions of the Divvy and Invoice2go businesses.

Acquisitions could also result in dilutive issuances of equity securities or the incurrence of debt, as well as unfavorable accounting treatment and exposure to claims and disputes by third parties, including intellectual property claims. We also may not generate sufficient financial returns to offset the costs and expenses related to any acquisitions. In addition, if an acquired business fails to meet our expectations, our business, operating results, and financial condition may suffer.

If we fail to offer high-quality customer support, or if our support is more expensive than anticipated, our business and reputation could suffer.

Our customers rely on our customer support services to resolve issues and realize the full benefits provided by our platform, as well as to understand and fully utilize the growing suite of products we offer. A range of high-quality support options is critical for the renewal and expansion of our subscriptions with existing customers: we provide customer support via chat, email, and phone through a combination of AI-assisted interactions with the BILL Virtual Assistant as well as robust support from a highly trained staff of customer success personnel. If we do not help our customers quickly resolve issues and provide effective ongoing support, or if our support personnel or methods of providing support are insufficient to meet the needs of our customers, our ability to retain customers, increase adoption by our existing customers, and acquire new customers could suffer, and our reputation with existing or potential customers could be harmed. If we are not able to meet the customer support needs of our customers during the hours that we currently provide support, we may need to increase our support coverage or provide additional support, which may reduce our profitability.

If we fail to adapt and respond effectively to rapidly changing technology, evolving industry standards, changing regulations, and changing business needs, requirements, or preferences, our products may become less competitive.

The market for SMB financial software solutions is relatively new and subject to ongoing technological change, evolving industry standards, payment methods, and changing regulations, as well as changing customer needs, requirements, and preferences. The success of our business will depend, in part, on our ability to adapt and respond effectively to these changes on a timely basis, including launching new products and services. In addition, the market for our spend and expense management solution is new and fragmented, and it is uncertain whether we will achieve and sustain high levels of demand and market adoption. The success of any new product and service, or any enhancements or modifications to existing products and services, depends on several factors, including the timely completion, introduction, and market acceptance of such products and services, enhancements, and modifications. If we are unable to enhance our platform, add new payment methods, or develop new products that keep pace with technological and regulatory change and achieve market acceptance, or if new technologies emerge that are able to deliver competitive products and services at lower prices, more efficiently, more conveniently, or more securely than our products, our business, operating results, and financial condition would be adversely affected. Furthermore, modifications to our existing platform or technology will increase our research and development expenses. Any failure of our services to operate effectively with existing or future network platforms and technologies could reduce the demand for our services, result in customer or spending business dissatisfaction, and adversely affect our business.

If the prices we charge for our services are unacceptable to our customers, our operating results will be harmed.

We generate revenue by charging customers a fixed monthly rate per user for subscriptions as well as transaction fees. As the market for our platform matures, or as new or existing competitors introduce new products or services that compete with ours, we may experience pricing pressure and be unable to renew our agreements with existing customers or attract new customers at prices that are consistent with our pricing model and operating budget. Our pricing strategy for new products we introduce and existing products we continue to offer may prove to be unappealing to our customers, and our competitors could choose to bundle certain products and services competitive with ours. If this were to occur, it is possible that we would have to

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change our pricing strategies or reduce our prices, which could harm our revenue, gross profits, and operating results.

We typically provide service level commitments under our financial institution partner agreements. If we fail to meet these contractual commitments, we could be obligated to provide credits or refunds for prepaid amounts related to unused subscription services or face contract terminations, which could adversely affect our revenue.

Our agreements with our financial institution partners typically contain service level commitments evaluated on a monthly basis. If we are unable to meet the stated service level commitments or suffer extended periods of unavailability for our platform, we may be contractually obligated to provide these partners with service credits, up to 10% of the partner’s subscription fees for the month in which the service level was not met. In addition, we could face contract terminations, in which case we would be subject to refunds for prepaid amounts related to unused subscription services. Our revenue could be significantly affected if we suffer unexcused downtime under our agreements with our partners. Further, any extended service outages could adversely affect our reputation, revenue, and operating results.

We may not be able to scale our business quickly enough to meet our customers’ growing needs, and if we are not able to grow efficiently, our operating results could be harmed.

As usage of our platform grows and we sign additional partners, we will need to devote additional resources to improving and maintaining our infrastructure and computer network and integrating with third-party applications to maintain the performance of our platform. In addition, we will need to appropriately scale our internal business systems and our services organization, including customer support, risk and compliance operations, and professional services, to serve our growing customer base.

Any failure of or delay in these efforts could result in service interruptions, impaired system performance, and reduced customer satisfaction, resulting in decreased sales to new customers, lower subscription renewal rates by existing customers, the issuance of service credits, or requested refunds, all of which could hurt our revenue growth. If sustained or repeated, these performance issues could reduce the attractiveness of our platform to customers and could result in lost customer opportunities and lower renewal rates, any of which could hurt our revenue growth, customer loyalty, and our reputation. Even if we are successful in these efforts to scale our business, they will be expensive and complex, and require the dedication of significant management time and attention. We could also face inefficiencies or service disruptions as a result of our efforts to scale our internal infrastructure. We cannot be sure that the expansion and improvements to our internal infrastructure will be effectively implemented on a timely basis, if at all, and such failures could adversely affect our business, operating results, and financial condition.

Failure to effectively develop and expand our sales and marketing capabilities could harm our ability to increase our customer base and achieve broader market acceptance of our products.

Our ability to increase our customer base and achieve broader market acceptance of our platform will depend to a significant extent on our ability to expand our sales and marketing organizations, and to deploy our sales and marketing resources efficiently. Although we will adjust our sales and marketing spend levels as needed in response to changes in the economic environment, we plan to continue expanding our direct-to-SMB sales force as well as our sales force focused on identifying new partnership opportunities. We also dedicate significant resources to sales and marketing programs, including digital advertising through services such as Google AdWords. The effectiveness and cost of our online advertising has varied over time and may vary in the future due to competition for key search terms, changes in search engine use, and changes in the search algorithms used by major search engines. These efforts will require us to invest significant financial and other resources.

In addition, our ability to broaden the spending business base for our BILL Spend and Expense management offerings and achieve broader market acceptance of these products will depend to a significant extent on the ability of our sales and marketing organizations to work together to drive our sales pipeline and cultivate spending business and partner relationships to drive revenue growth. If we are unable to recruit, hire, develop, and retain talented sales or marketing personnel, if our new sales or marketing personnel and partners are unable to achieve desired productivity levels in a reasonable period of time, or if our sales and marketing

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programs are not effective, our ability to broaden our spending business base and achieve broader market acceptance of our platform could be harmed. Moreover, our BILL Spend and Expense marketing efforts depend significantly on our ability to call on our current spending businesses to provide positive references to new, potential spending business customers. Given our limited number of long-term spending businesses, the loss or dissatisfaction of any spending business could substantially harm our brand and reputation, inhibit the market adoption of our offering, and impair our ability to attract new spending businesses and maintain existing spending businesses.

Our business and operating results will be harmed if our sales and marketing efforts do not generate significant increases in revenue. We may not achieve anticipated revenue growth from expanding our sales force if we are unable to hire, develop, integrate, and retain talented and effective sales personnel, if our new and existing sales personnel are unable to achieve desired productivity levels in a reasonable period of time, or if our sales and marketing programs and advertising are not effective.

We currently handle cross-border payments and plan to expand our payments offerings to new customers and to make payments to new countries, creating a variety of operational challenges.

A component of our growth strategy involves our cross-border payments product and, ultimately, expanding our operations internationally. Although we do not currently offer our payments products to customers outside the U.S., starting in 2018, we introduced cross-border payments, and now, working with two international payment services, we offer our U.S.-based customers the ability to disburse funds to over 130 countries. We are continuing to adapt to and develop strategies to address payments to new countries. However, there is no guarantee that such efforts will have the desired effect.

Our cross-border payments product and international expansion strategy involve a variety of risks, including:

•complying with financial regulations and our ability to comply and obtain any relevant licenses in applicable countries or jurisdictions;

•currency exchange rate fluctuations and our cross-border payments providers' ability to provide us favorable currency exchange rates, which may impact our revenues and expenses;

•reduction or cessation in cross-border trade resulting from government sanctions, trade tariffs or restrictions, other trade regulations or strained international relations;

•potential application of more stringent regulations relating to AI, environmental and social matters, privacy, information protection, and data security, and the authorized use of, or access to, commercial and personal information;

•sanctions imposed by applicable government authorities or jurisdictions, such as OFAC, or comparable authorities in other countries;

•exposure to liabilities under anti-corruption and anti-money laundering laws, including the U.S. Foreign Corrupt Practices Act (FCPA), U.S. bribery laws, the UK Bribery Act, and similar laws and regulations in other jurisdictions;

•unexpected changes in tax laws; and

•cessation of business of a cross-border payment service provider or other limitation or inability of a cross-border payment service provider to make payments into certain countries, including for the reasons set forth above.

If we invest substantial time and resources to further expand our cross-border payments offering and are unable to do so successfully and in a timely manner, our business and operating results may suffer.

A substantial portion of our revenue is derived from interchange revenue, which exposes us to potential variability in income and other risks.

Certain of our products, including our BILL Divvy Corporate Card and our virtual card products, generate revenue primarily from interchange paid by the supplier accepting the cards for purchase transactions.

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Interchange revenue comprises a substantial portion of our total revenue. The amount of interchange fees we earn is highly dependent upon the interchange rates set by the third-party card networks and, from time to time, card networks change the interchange fees and assessments they charge for transactions processed using their networks. In addition, interchange fees are the subject of intense legal and regulatory scrutiny and competitive pressures in the electronic payments industry.

Interchange revenue involves a variety of risks, including:

•interchange revenue fluctuations due to the variability of card acceptance practices at supplier locations, and the resulting effect on our revenue;

•changes in card network interchange rates or rules which could dissuade new and existing card-accepting suppliers from continuing to accept card payments;

•unexpected compliance and risk management imposed by the card networks or resulting from changes in regulation;

•declines in the number of active card-accepting suppliers due to concerns about cost or operational complexity; and

•unexpected changes in card acceptance or card issuing rules which may impact our ability to offer this payment product.

Any of these developments could adversely affect our business, financial condition, and operating results.

If we fail to maintain and enhance our brands, our ability to expand our customer base will be impaired and our business, operating results, and financial condition may suffer.

We believe that maintaining and enhancing our brands is important to support the marketing and sale of our existing and future products to new customers and partners and to expand sales of our platforms to new and existing customers and partners. Successfully maintaining and enhancing our brands will depend largely on the effectiveness of our marketing and demand generation efforts, our ability to provide reliable products that continue to meet the needs of our customers at competitive prices, our ability to maintain our customers’ trust, our ability to continue to develop new functionality and products, and our ability to successfully differentiate our platform and products from competitive products and services. Our brand promotion activities may not generate customer awareness or yield increased revenue, and even if they do, any increased revenue may not offset the expenses we incur in building our brand. Our ability to protect our BILL brand is limited as a result of its descriptive nature. In addition, in fall 2023 we began to phase out the Divvy brand and renamed our spend and expense products to feature the BILL name. If this rebranding transition is unsuccessful, or if we fail to successfully promote and maintain our brands generally, our business could suffer.

Changes to payment card networks rules or fees could harm our business.

We are required to comply with the Mastercard, American Express, and Visa payment card network operating rules applicable to our card products. We have agreed to reimburse certain service providers for any fines they are assessed by payment card networks as a result of any rule violations by us. We may also be directly liable to the payment card networks for rule violations. The payment card networks set and interpret the card operating rules. The payment card networks could adopt new operating rules or interpret or reinterpret existing rules that we or our processors might find difficult or even impossible to follow, or costly to implement. We also may seek to introduce other card-related products in the future, which would entail compliance with additional operating rules. As a result of any violations of rules, new rules being implemented, or increased fees, we could be hindered or lose our ability to provide our card products, which would adversely affect our business. In addition, we are contractually obligated to comply with MasterCard and Visa network rules as a card program manager. As a result of any violations of these rules or new rules being implemented, we could lose our ability or rights to act as a card program manager.

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We may require additional capital to support the growth of our business, and this capital might not be available on acceptable terms, if at all.

We have funded our operations since inception primarily through equity and debt financings, sales of subscriptions to our products, usage-based transaction fees and interest earned on customer funds. We cannot be certain when or if our operations will generate sufficient cash to fully fund our ongoing operations or the growth of our business. We intend to continue to make investments to support our business, which may require us to engage in equity or debt financings to secure additional funds. We may also seek to raise additional capital from equity or debt financings on an opportunistic basis when we believe there are suitable opportunities for doing so. Additional financing may not be available on terms favorable to us, if at all. If adequate funds are not available on acceptable terms, we may be unable to invest in future growth opportunities, which could harm our business, operating results, and financial condition. If we incur additional debt, the debt holders would have rights senior to holders of common stock to make claims on our assets, and the terms of any debt could restrict our operations, including our ability to pay dividends on our common stock. Furthermore, if we issue additional equity securities, including in connection with merger and acquisition transactions, stockholders will experience dilution. In addition, new equity securities could have rights senior to those of our common stock. In recent periods, market interest rates have increased and the trading prices for our common stock and other technology companies have been highly volatile, which may reduce our ability to access capital on favorable terms or at all. More recently, credit and capital markets have been impacted by instability in the U.S. banking system. In addition, a recession or depression, high inflation, or other sustained adverse market event could materially and adversely affect our business and the value of our common stock. Because our decision to issue securities in the future will depend on numerous considerations, including factors beyond our control, we cannot predict or estimate the amount, timing, or nature of any future issuances of debt or equity securities. As a result, our stockholders bear the risk of future issuances of debt or equity securities reducing the value of our common stock and diluting their interests.

Our ability to use our net operating losses to offset future taxable income may be subject to certain limitations.

As of June 30, 2023, we had net operating loss (NOL) carryforwards of approximately $1.4 billion, $1.1 billion and $83.4 million for federal, state and foreign tax purposes, respectively, that are available to reduce future taxable income. If not utilized, the state NOL carryforwards will begin to expire in 2025. As of June 30, 2023, the federal and foreign NOL carryforwards do not expire and will carry forward indefinitely until utilized. As of June 30, 2023, we also had research and development tax credit carryforwards of approximately $56.1 million and$35.6 million for federal and state tax purposes, respectively. If not utilized, the federal tax credits will expire at various dates beginning in 2039. The state tax credits do not expire and will carry forward indefinitely until utilized. In general, under Sections 382 and 383 of the U.S. Internal Revenue Code of 1986, as amended (the Code), a corporation that undergoes an “ownership change” is subject to limitations on its ability to utilize its pre-change NOLs and other tax attributes, such as research tax credits, to offset future taxable income or income tax. If it is determined that we have in the past experienced an ownership change, or if we undergo one or more ownership changes as a result of future transactions in our stock, then our ability to utilize NOLs and other pre-change tax attributes could be limited by Sections 382 and 383 of the Code. Future changes in our stock ownership, many of which are outside of our control, could result in an ownership change under Sections 382 or 383 of the Code. Furthermore, our ability to utilize NOLs of companies that we may acquire in the future may be subject to limitations. For these reasons, we may not be able to utilize a material portion of the NOLs, even if we were to achieve profitability. In addition, any future changes in tax laws could impact our ability to utilize NOLs in future years and may result in greater tax liabilities than we would otherwise incur and adversely affect our cash flows and financial position.

We could be required to collect additional sales taxes or be subject to other tax liabilities that may increase the costs our customers would have to pay for our offering and adversely affect our operating results.

The vast majority of states have considered or adopted laws that impose tax collection obligations on out-of-state companies. States where we have nexus may require us to calculate, collect, and remit taxes on sales in their jurisdiction. Additionally, the U.S. Supreme Court's 2018 ruling in South Dakota v. Wayfair, Inc. et al (Wayfair) allowed states to require online sellers to collect and remit sales and use tax despite not having a physical presence in the buyer’s state. In response to Wayfair, or otherwise, states or local governments may

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enforce laws requiring us to calculate, collect, and remit taxes on sales in their jurisdictions. We may be obligated to collect and remit sales and use taxes in states where we have not collected and remitted sales and use taxes. A successful assertion by one or more states requiring us to collect taxes where we historically have not or presently do not do so could result in substantial tax liabilities, including taxes on past sales, as well as penalties and interest. The imposition by state governments or local governments of sales tax collection obligations on out-of-state sellers could also create additional administrative burdens for us, put us at a perceived competitive disadvantage if they do not impose similar obligations on our competitors, and decrease our future sales, which could adversely affect our business and operating results.

Changes in our effective tax rate or tax liability may adversely affect our operating results.

Our effective tax rate could increase due to several factors, including:

•changes in the relative amounts of income before taxes in the various U.S. and international jurisdictions in which we operate due to differing statutory tax rates in various jurisdictions;

•changes in tax laws, tax treaties, and regulations or the interpretation of them, including the 2017 Tax Act as modified by the CARES Act, and the Inflation Reduction Act of 2022;

•changes to our assessment about our ability to realize our deferred tax assets that are based on estimates of our future results, the prudence and feasibility of possible tax planning strategies, and the economic and political environments in which we do business;

•the outcome of current and future tax audits, examinations, or administrative appeals; and

•limitations or adverse findings regarding our ability to do business in some jurisdictions.

Any of these developments could adversely affect our operating results.

We use artificial intelligence in our business, and challenges with properly managing its use could result in reputational harm, competitive harm, and legal liability, and adversely affect our results of operations.

We currently leverage AI into certain aspects of our platform, such as prepopulating invoices based on the historical behavior of businesses using our solutions and modeling businesses' creditworthiness and offering them and their counterparties expedited means of payment. Moving forward, we anticipate that AI will become increasingly important to our platform. Our competitors and other third parties may incorporate AI into their products and offerings more quickly or more successfully than us, which could impair our ability to compete effectively and adversely affect our results of operations. Additionally, if the content, analyses, or recommendations that AI applications assist in producing are or are alleged to be inaccurate, deficient, or biased, our business, financial condition, and results of operations may be adversely affected. The use of AI applications has resulted in, and may in the future result in, cybersecurity incidents that implicate the personal data of customers analyzed within such applications. Any such cybersecurity incidents related to our use of AI applications to analysis personal data could adversely affect our reputation and results of operations. AI also presents emerging ethical issues and if our use of AI becomes controversial, we may experience brand or reputational harm, competitive harm, or legal liability. The rapid evolution of AI, including potential government regulation of AI and it various uses, will require significant resources to develop, test and maintain our platform, offerings, services, and features to help us implement AI ethically in order to minimize unintended, harmful impact.

Natural catastrophic events, pandemics, and man-made problems such as power-disruptions, computer viruses, data security breaches, war, and terrorism may disrupt our business.

Natural disasters, pandemics such as the COVID-19 pandemic, other catastrophic events, and man-made problems, such as terrorism, war, or economic or trade sanctions related to war (including the conflicts in Ukraine and Israel), may cause damage or disruption to our operations, international commerce, and the global economy, and thus could harm our business. We have a large employee presence in the San Francisco Bay Area in California, Draper, Utah, and Houston, Texas, and our data centers are located in California and Arizona. The west coast of the U.S. contains active earthquake zones and is subject to frequent wildfire outbreaks and the Houston area frequently experiences significant hurricanes. In the event of a major

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earthquake, hurricane, or catastrophic event such as fire, flooding, power loss, telecommunications failure, vandalism, cyber-attack, war, or terrorist attack, we may be unable to continue our operations and may endure system interruptions, reputational harm, delays in our application development, lengthy interruptions in our products, breaches of data security, and loss of critical data, all of which could harm our business, operating results, and financial condition. In addition, data centers depend on predictable and reliable energy and networking capabilities, which could be affected by a variety of factors, including climate change.

Additionally, as computer malware, viruses, and computer hacking, fraudulent use attempts, and phishing attacks have become more prevalent, we, and third parties upon which we rely, face increased risk in maintaining the performance, reliability, security, and availability of our solutions and related services and technical infrastructure to the satisfaction of our customers. Any computer malware, viruses, computer hacking, fraudulent use attempts, phishing attacks, or other data security breaches related to our network infrastructure or information technology systems or to computer hardware we lease from third parties, could, among other things, harm our reputation and our ability to retain existing customers and attract new customers.

In addition, the insurance we maintain may be insufficient to cover our losses resulting from disasters, cyber-attacks, or other business interruptions, and any incidents may result in loss of, or increased costs of, such insurance.

If we fail to maintain an effective system of disclosure controls and internal control over financial reporting, our ability to produce timely and accurate financial statements or comply with applicable laws and regulations could be impaired.

We are subject to the reporting requirements of the Exchange Act, the Sarbanes-Oxley Act of 2002 (Sarbanes-Oxley), the Dodd-Frank Wall Street Reform and Consumer Protection Act of 2010, the listing requirements of the New York Stock Exchange (NYSE), and other applicable securities rules and regulations. Compliance with these rules and regulations will increase our legal and financial compliance costs, make some activities more difficult, time consuming, or costly, and increase demand on our systems and resources. The Exchange Act requires, among other things, that we file annual, quarterly, and current reports with respect to our business and operating results. Sarbanes-Oxley requires, among other things, that we maintain effective disclosure controls and procedures and internal control over financial reporting. It may require significant resources and management oversight to maintain and, if necessary, improve our disclosure controls and procedures and internal control over financial reporting to meet this standard. As a result, management’s attention may be diverted from other business concerns, which could adversely affect our business and operating results. Although we have already hired additional employees to comply with these requirements, we may need to hire more employees in the future or engage outside consultants, which would increase our costs and expenses.

We are required, pursuant to Section 404 of Sarbanes-Oxley (Section 404), to furnish a report by management on, among other things, the effectiveness of our internal control over financial reporting. Effective internal control over financial reporting is necessary for us to provide reliable financial reports and, together with adequate disclosure controls and procedures, are designed to prevent fraud. Any failure to implement required new or improved controls, or difficulties encountered in their implementation, could cause us to fail to meet our reporting obligations. Ineffective internal controls could also cause investors to lose confidence in our reported financial information, which could have a negative effect on the trading price of our common stock.

This assessment needs to include disclosure of any material weaknesses identified by our management in our internal control over financial reporting, as well as a statement that our independent registered public accounting firm has issued an opinion on the effectiveness of our internal control over financial reporting. Section 404(b) of the Sarbanes-Oxley Act requires our independent registered public accounting firm to annually attest to the effectiveness of our internal control over financial reporting, which has, and will continue to, require increased costs, expenses, and management resources. An independent assessment of the effectiveness of our internal controls could detect problems that our management’s assessment might not. Undetected material weaknesses in our internal controls could lead us to restate our financial statements, which could cause investors to lose confidence in our reported financial information, have a negative effect on the trading price of our common stock, and result in additional costs to remediate such material weaknesses. We are required to disclose changes made in our internal control and procedures on a quarterly basis. To comply with the requirements of being a public company, we may need to undertake various actions, such as

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implementing new internal controls and procedures and hiring accounting or internal audit staff. For example, in May 2023, we concluded that a material weakness in our internal control over financial reporting existed as of June 30, 2022, as a result of insufficient testing, documentation, and evidence retention related to certain information systems and applications within the quote-to-cash process. While this material weakness was remediated as of June 30, 2023, there can be no assurance that we will not have material weaknesses or deficiencies in our internal control over financial reporting in the future. If we are unable to assert that our internal control over financial reporting is effective, or if our independent registered public accounting firm issues an adverse opinion on the effectiveness of our internal control, we could lose investor confidence in the accuracy and completeness of our financial reports, which could cause the price of our common stock to decline, and we may be subject to investigation or sanctions by the SEC. In addition, if we are unable to continue to meet these requirements, we may not be able to remain listed on the NYSE.

Our reported financial results may be adversely affected by changes in accounting principles generally accepted in the U.S.

GAAP is subject to interpretation by the Financial Accounting Standards Board (FASB), the SEC, and various bodies formed to promulgate and interpret appropriate accounting principles. A change in these principles or interpretations could have a significant effect on our reported operating results and financial condition and could affect the reporting of transactions already completed before the announcement of a change.

If our estimates or judgments relating to our critical accounting policies prove to be incorrect, our operating results could be adversely affected.

The preparation of financial statements in conformity with GAAP requires management to make estimates and assumptions that affect the amounts reported in the condensed consolidated financial statements and accompanying notes. We base our estimates on historical experience and on various other assumptions that we believe to be reasonable under the circumstances, as provided in the section titled “Management’s Discussion and Analysis of Financial Condition and Operating Results—Critical Accounting Policies and Estimates.” The results of these estimates form the basis for making judgments about the carrying values of assets, liabilities, and equity, and the amount of revenue and expenses that are not readily apparent from other sources. Significant estimates and judgments may involve the variable consideration used in revenue recognition for certain contracts, determination of useful lives of long-lived intangible assets, present value estimation of operating lease liabilities, the estimate of losses on accounts receivable, acquired card receivables and other financial assets, accrual for rewards, inputs used to value certain stock-based compensation awards, benefit period to amortize deferred costs and valuation of income taxes. Our operating results may be adversely affected if our assumptions change or if actual circumstances differ from those in our assumptions, which could cause our operating results to fall below the expectations of securities analysts and investors, resulting in a decline in the trading price of our common stock.

Our estimates of market opportunity and forecasts of market growth may prove to be inaccurate, and even if the market in which we compete achieves the forecasted growth, our business could fail to grow at similar rates, if at all.

Market opportunity estimates and growth forecasts, including those we have generated ourselves, are subject to significant uncertainty and are based on assumptions and estimates that may not prove to be accurate. The variables that go into the calculation of our market opportunity are subject to change over time, and there is no guarantee that any particular number or percentage of addressable users or companies covered by our market opportunity estimates will purchase our products at all or generate any particular level of revenue for us. Any expansion in the markets in which we operate depends on a number of factors, including the cost, performance, and perceived value associated with our platforms and those of our competitors. Even if the markets in which we compete meet the size estimates and growth forecasted, our business could fail to grow at similar rates, if at all. Our growth is subject to many factors, including our success in implementing our business strategy, which is subject to many risks and uncertainties. Accordingly, our forecasts of market growth should not be taken as indicative of our future growth.

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We rely on assumptions and estimates to calculate certain of our performance metrics, and real or perceived inaccuracies in such metrics may harm our reputation and negatively affect our business.

We calculate and track certain customer and other performance metrics with internal tools, which are not independently verified by any third party. While we believe our metrics are reasonable estimates of our customer base and payment and transaction volumes for the applicable period of measurement, the methodologies used to measure these metrics require significant judgment and may be susceptible to algorithm or other technical errors. For example, the accuracy and consistency of our performance metrics may be impacted by changes to internal assumptions regarding how we account for and track customers, limitations on system implementations, and limitations on the ability of third-party tools to match our database. If the internal tools we use to track these metrics undercount or overcount performance or contain algorithmic or other technical errors, the data we report may not be accurate. In addition, limitations or errors with respect to how we measure data (or the data that we measure) may affect our understanding of certain details of our business, which could affect our longer-term strategies. Further, as our business develops, we may revise or cease reporting certain metrics if we determine that such metrics are no longer accurate or appropriate measures of our performance. If our performance metrics are not accurate representations of our business, customer base, or payment or transaction volumes, if we discover material inaccuracies in our metrics, or if the metrics we rely on to track our performance do not provide an accurate measurement of our business, our reputation may be harmed, we may be subject to legal or regulatory actions, and our business, operating results, financial condition, and prospects could be adversely affected.

Any future litigation against us could be costly and time-consuming to defend.

We have in the past and may in the future become subject to legal proceedings and claims that arise in the ordinary course of business, such as claims brought by our customers in connection with commercial disputes, employment claims made by our current or former employees, or claims for reimbursement following misappropriation of customer data. Litigation might result in substantial costs and may divert management’s attention and resources, which might seriously harm our business, overall financial condition, and operating results. Insurance might not cover such claims, might not provide sufficient payments to cover all the costs to resolve one or more such claims, and might not continue to be available on terms acceptable to us. A claim brought against us that is uninsured or under-insured could result in unanticipated costs, thereby reducing our operating results and leading analysts or potential investors to reduce their expectations of our performance, which could reduce the trading price of our stock.

If we cannot maintain our company culture as we grow, our success and our business may be harmed.

We believe our culture has been a key contributor to our success to date and that the critical nature of the platform that we provide promotes a sense of greater purpose and fulfillment in our employees. Inorganic growth through mergers and acquisitions may pose significant challenges to assimilating the company cultures of acquired companies. Any failure to preserve our culture could negatively affect our ability to retain and recruit personnel, which is critical to our growth, and to effectively focus on and pursue our corporate objectives. As we grow and develop the infrastructure of a public company, we may find it difficult to maintain these important aspects of our culture. If we fail to maintain our company culture, our business and competitive position may be adversely affected.

We are exposed to foreign currency exchange risk relating to our Australian operations.

We are exposed to foreign currency exchange risk relating to our Australian operations and Australian subsidiary. A change in foreign currency exchange rates, particularly in Australian dollars to U.S. dollars, can affect our financial results due to transaction gains or losses related to the remeasurement of certain monetary asset and monetary liability balances that are denominated in currencies other than U.S. dollars, which is the functional currency of our Australian subsidiary. In addition, we expect our exposure to foreign currency rate risks in the future to increase as our international operations increase.

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Risks Related to Government Regulation and Privacy Matters

Payments and other financial services-related regulations and oversight are material to our business. Our failure to comply could materially harm our business.

The local, state, and federal laws, rules, regulations, licensing requirements, and industry standards that govern our business include, or may in the future include, those relating to banking, deposit-taking, cross-border and domestic money transmission, foreign exchange, payments services (such as licensed money transmission, payment processing, and settlement services), lending, anti-money laundering, combating terrorist financing, escheatment, international sanctions regimes, and compliance with the Payment Card Industry Data Security Standard, a set of requirements designed to ensure that all companies that process, store, or transmit payment card information maintain a secure environment to protect spending business data. In addition, Divvy is required to maintain loan brokering or servicing licenses in a number of U.S. states in which it conducts business and is contractually obligated to comply with FDIC federal banking regulations, as well as Visa and MasterCard network rules as a card program manager. These laws, rules, regulations, licensing schemes, and standards are enforced by multiple authorities and governing bodies in the U.S., including the Department of the Treasury, the FDIC, the SEC, self-regulatory organizations, and numerous state and local agencies. As we expand into new jurisdictions, the number of foreign laws, rules, regulations, licensing schemes, and standards governing our business will expand as well. In addition, as our business and products continue to develop and expand, we may become subject to additional laws, rules, regulations, licensing schemes, and standards. We may not always be able to accurately predict the scope or applicability of certain laws, rules, regulations, licensing schemes, or standards to our business, particularly as we expand into new areas of operations, which could have a significant negative effect on our existing business and our ability to pursue future plans.

Several of our subsidiaries maintain licenses to operate in regulated businesses in U.S. states and other countries. Our subsidiary, Bill.com, LLC, maintains licenses, as applicable, to operate as a money transmitter (or its equivalent) in the U.S., the District of Columbia, the Commonwealth of Puerto Rico, and, to the best of our knowledge, in all the states where such licensure or registration is required for our business. In addition, our subsidiary, Bill.com Canada, LLC is a Foreign Money Services Business in Canada and the regulations applicable to our activity in Canada are enforced by FINTRAC and Quebec’s Financial Markets Authority. As a licensed money transmitter in the U.S., we are subject to obligations and restrictions with respect to the investment of customer funds, reporting requirements, bonding requirements, minimum capital requirements, and examinations by state and federal regulatory agencies concerning various aspects of our business. As a licensed Foreign Money Services business in Canada, we are subject to Canadian compliance regulations applicable to money movement and sanctions requirements. In addition, our DivvyPay, LLC subsidiary holds brokering and servicing licenses required in connection with our BILL Divvy Corporate Card offering, and certain of our other subsidiaries hold loan brokering and servicing licenses as well.

Evaluation of our compliance efforts in the U.S. and Canada, as well as questions as to whether and to what extent our products and services are considered money transmission, are matters of regulatory interpretation and could change over time. In the past, we have been subject to fines and other penalties by regulatory authorities for violations of state money transmission laws. Regulators and third-party auditors have also identified gaps in our anti-money laundering and sanctions program, which we have addressed through remediation processes. In the future, as a result of the regulations applicable to our business, we could be subject to investigations and resulting liability, including governmental fines, restrictions on our business, or other sanctions, and we could be forced to cease conducting certain aspects of our business with residents of certain jurisdictions, be forced to change our business practices in certain jurisdictions, or be required to obtain additional licenses or regulatory approvals. There can be no assurance that we will be able to obtain or maintain any such licenses, and, even if we were able to do so, there could be substantial costs and potential product changes involved in maintaining such licenses, which could have a material and adverse effect on our business. In addition, there are substantial costs and potential product changes involved in maintaining and renewing such licenses, certifications, and approvals, and we could be subject to fines or other enforcement action if we are found to violate disclosure, reporting, anti-money laundering, capitalization, corporate governance, or other requirements of such licenses. These factors could impose substantial additional costs, involve considerable delay to the development or provision of our products or services, require significant and costly operational changes, or prevent us from providing our products or services in any given market.

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Government agencies may impose new or additional rules on money transmission, including regulations that:

•prohibit, restrict, and/or impose taxes or fees on money transmission transactions in, to, or from certain countries or with certain governments, individuals, and entities;

•impose additional customer and spending business identification and customer or spending business due diligence requirements;

•impose additional reporting or recordkeeping requirements, or require enhanced transaction monitoring;

•limit the types of entities capable of providing money transmission services, or impose additional licensing or registration requirements;

•impose minimum capital or other financial requirements;

•limit or restrict the revenue that may be generated from money transmission, including revenue from interest earned on customer funds, transaction fees, and revenue derived from foreign exchange;

•require enhanced disclosures to our money transmission customers;

•require the principal amount of money transmission originated in a country to be invested in that country or held in trust until paid;

•limit the number or principal amount of money transmission transactions that may be sent to or from a jurisdiction, whether by an individual or in the aggregate; and

•restrict or limit our ability to process transactions using centralized databases, for example, by requiring that transactions be processed using a database maintained in a particular country or region.

Our business is subject to extensive government regulation and oversight. Our failure to comply with extensive, complex, overlapping, and frequently changing rules, regulations, and legal interpretations could materially harm our business.

Our success and increased visibility may result in increased regulatory oversight and enforcement and more restrictive rules and regulations that apply to our business. We are subject to a wide variety of local, state, federal, and international laws, rules, regulations, licensing schemes, and industry standards in the U.S. and in other countries in which we operate and in many of the approximately 150 countries in which Invoice2go has subscribers. These laws, rules, regulations, licensing schemes, and standards govern numerous areas that are important to our business. In addition to the payments and financial services-related regulations, and the privacy, data protection, and information security-related laws described elsewhere in this "Risk Factors" section our business is also subject to, without limitation, rules and regulations applicable to: securities, labor and employment, immigration, competition, and marketing and communications practices. Laws, rules, regulations, licensing schemes, and standards applicable to our business are subject to change and evolving interpretations and application, including by means of legislative changes and/or executive orders, and it can be difficult to predict how they may be applied to our business and the way we conduct our operations, particularly as we introduce new products and services and expand into new jurisdictions. We may not be able to respond quickly or effectively to regulatory, legislative, and other developments, and these changes may in turn impair our ability to offer our existing or planned features, products, and services and/or increase our cost of doing business. For example, the State of California has adopted new climate-related disclosure requirements, and compliance with such rules could require significant effort and resources.

Although we have a compliance program focused on the laws, rules, regulations, licensing schemes, and industry standards that we have assessed as applicable to our business and we are continually investing more in this program, there can be no assurance that our employees or contractors will not violate such laws, rules, regulations, licensing schemes, and industry standards. Any failure or perceived failure to comply with existing or new laws, rules, regulations, licensing schemes, industry standards, or orders of any governmental

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authority (including changes to or expansion of the interpretation of those laws, regulations, standards, or orders), may:

•subject us to significant fines, penalties, criminal and civil lawsuits, license suspension or revocation, forfeiture of significant assets, audits, inquiries, whistleblower complaints, adverse media coverage, investigations, and enforcement actions in one or more jurisdictions levied by federal, state, local, or foreign regulators, state attorneys general, and private plaintiffs who may be acting as private attorneys general pursuant to various applicable federal, state, and local laws;

•result in additional compliance and licensure requirements;

•increase regulatory scrutiny of our business; and

•restrict our operations and force us to change our business practices or compliance program, make product or operational changes, or delay planned product launches or improvements.

The complexity of U.S. federal and state regulatory and enforcement regimes, coupled with the scope of our international operations and the evolving regulatory environment, could result in a single event giving rise to many overlapping investigations and legal and regulatory proceedings by multiple government authorities in different jurisdictions.

Any of the foregoing could, individually or in the aggregate, harm our reputation as a trusted provider, damage our brands and business, cause us to lose existing customers, prevent us from obtaining new customers, require us to expend significant funds to remedy problems caused by breaches and to avert further breaches, expose us to legal risk and potential liability, and adversely affect our business, operating results, and financial condition.

We are subject to governmental regulation and other legal obligations, particularly those related to privacy, data protection, and information security, and our actual or perceived failure to comply with such obligations could harm our business, by resulting in litigation, fines, penalties, or adverse publicity and reputational damage that may negatively affect the value of our business and decrease the price of our common stock. Compliance with such laws could also result in additional costs and liabilities to us or inhibit sales of our products.

Our customers, their suppliers, and other users store personal and business information, financial information, and other sensitive information on our platform. In addition, we receive, store, and process personal and business information and other data from and about actual and prospective customers and users, in addition to our employees and service providers. Our handling of data is subject to a variety of laws and regulations, including regulation by various government agencies, such as the FTC, and various state, local, and foreign agencies. Our data handling also is subject to contractual obligations and industry standards.

The U.S. federal and various state and foreign governments have adopted or proposed limitations on the collection, distribution, use, and storage of data relating to individuals and businesses, including the use of contact information and other data for marketing, advertising, and other communications with individuals and businesses. In the U.S., various laws and regulations apply to the collection, processing, disclosure, and security of certain types of data, including the Gramm Leach Bliley Act and state laws relating to privacy and data security. Additionally, the FTC and many state attorneys general are interpreting federal and state consumer protection laws as imposing standards for the online collection, use, dissemination, and security of data. For example, in June 2018, California enacted the California Consumer Privacy Act (CCPA), which became operative on January 1, 2020 and broadly defines personal information, gives California residents expanded privacy rights and protections, and provides for civil penalties for violations and a private right of action for data breaches. The CCPA was amended several times after its enactment, most recently by the California Privacy Rights Act (CPRA), which, as of its effective date of January 1, 2023, gives California residents expanded privacy rights, including the right to opt out of certain personal information sharing, the use of “sensitive personal information,” and the use of personal information for automated decision-making or targeted advertising. The CCPA and CPRA provide for civil penalties and a private right of action for data breaches that is expected to increase data breach litigation. Many aspects of the CCPA, the CPRA, and their interpretation remain unclear, and their full impact on our business and operations remains uncertain. Following the lead of California, several other states, including Colorado, Utah, Virginia, and Connecticut have each

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enacted laws similar to the CCPA/CPRA and other states are considering enacting privacy laws as well. Accordingly, the laws and regulations relating to privacy, data protection, and information security are evolving, can be subject to significant change, and may result in ever-increasing regulatory and public scrutiny and escalating levels of enforcement and sanctions.

In addition, several foreign countries and governmental bodies, including the European Union (EU) and the United Kingdom (UK), have laws and regulations dealing with the handling and processing of personal information obtained from their residents, which in certain cases are more restrictive than those in the U.S. Laws and regulations in these jurisdictions apply broadly to the collection, use, storage, disclosure, and security of various types of data, including data that identifies or may be used to identify an individual, such as names, email addresses, and in some jurisdictions, internet protocol addresses. Our current and prospective service offerings subject us to the EU's GDPR, the UK GDPR, Australian and Canadian privacy laws, and the privacy laws of many other foreign jurisdictions. Such laws and regulations may be modified or subject to new or different interpretations, and new laws and regulations may be enacted in the future.

For example, the GDPR and the UK GDPR impose stringent operational requirements for controllers and processors of personal data of individuals within the European Economic Area and the UK, respectively, and non-compliance can trigger robust regulatory enforcement and fines of up to the greater of €20 million or 4% of the annual global revenues. Among other requirements, these laws regulate transfers of personal data to third countries that have not been found to provide adequate protection to such personal data, including the United States. The efficacy and longevity of current transfer mechanisms between the EU or the UK and the United States remains uncertain. Violations of the GDPR or the UK GDPR may also lead to damages claims by data controllers and data subjects, in addition to civil litigation claims by data controllers, customers, and data subjects.

The scope and interpretation of the laws that are or may be applicable to us are often uncertain and may be conflicting as a result of the rapidly evolving regulatory framework for privacy issues worldwide. For example, laws relating to the liability of providers of online services for activities of their users and other third parties are currently being tested by a number of claims, including actions based on invasion of privacy and other torts, unfair competition, copyright and trademark infringement, and other theories based on the nature and content of the materials searched, the ads posted, or the content provided by users. As a result of the laws that are or may be applicable to us, and due to the sensitive nature of the information we collect, we have implemented policies and procedures to preserve and protect our data and our customers’ data against loss, misuse, corruption, misappropriation caused by systems failures, or unauthorized access. If our policies, procedures, or measures relating to privacy, data protection, information security, marketing, or customer communications fail to comply with laws, regulations, policies, legal obligations, or industry standards, we may be subject to governmental enforcement actions, litigation, regulatory investigations, fines, penalties, and negative publicity, and it could cause our application providers, customers, and partners to lose trust in us, and have an adverse effect on our business, operating results, and financial condition.

In addition to government regulation, privacy advocates and industry groups may propose new and different self-regulatory standards that may apply to us. Because the interpretation and application of privacy, data protection and information security laws, regulations, rules, and other standards are still uncertain, it is possible that these laws, rules, regulations, and other actual or alleged legal obligations, such as contractual or self-regulatory obligations, may be interpreted and applied in a manner that is inconsistent with our existing data management practices or the functionality of our platform. If so, in addition to the possibility of fines, lawsuits, and other claims, we could be required to fundamentally change our business activities and practices or modify our software, which could have an adverse effect on our business.

Any failure or perceived failure by us to comply with laws, regulations, policies, legal, or contractual obligations, industry standards, or regulatory guidance relating to privacy, data protection, or information security, may result in governmental investigations and enforcement actions, litigation, fines and penalties, or adverse publicity, and could cause our customers and partners to lose trust in us, which could have an adverse effect on our reputation and business. We expect that there will continue to be new proposed laws, regulations, and industry standards relating to privacy, data protection, information security, marketing, and consumer communications, and we cannot determine the impact such future laws, regulations, and standards may have on our business. Future laws, regulations, standards, and other obligations or any changed interpretation of existing laws or regulations could impair our ability to develop and market new functionality and maintain and

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grow our customer base and increase revenue. Future restrictions on the collection, use, sharing, or disclosure of data, or additional requirements for express or implied consent of our customers, partners, or users for the use and disclosure of such information could require us to incur additional costs or modify our platform, possibly in a material manner, and could limit our ability to develop new functionality.

If we are not able to comply with these laws or regulations, or if we become liable under these laws or regulations, our business, financial condition, or reputation could be harmed, and we may be forced to implement new measures to reduce our exposure to this liability. This may require us to expend substantial resources or to discontinue certain products, which would negatively affect our business, financial condition, and operating results. In addition, the increased attention focused upon liability issues as a result of lawsuits and legislative proposals could harm our reputation or otherwise adversely affect the growth of our business. Furthermore, any costs incurred as a result of this potential liability could harm our operating results.

We, our partners, our customers, and others who use our services obtain and process a large amount of sensitive data. Any real or perceived improper or unauthorized use of, disclosure of, or access to such data could harm our reputation as a trusted brand and adversely affect our business, operating results, and financial condition.

We, our partners, our customers, and the third-party vendors and data centers that we use, obtain and process large amounts of sensitive data, including data related to our customers and their transactions, as well as other data of the counterparties to their payments. We face risks, including to our reputation as a trusted brand, in the handling and protection of this data, and these risks will increase as our business continues to expand to include new products and technologies.

Cybersecurity incidents and malicious internet-based activity continue to increase generally, and providers of cloud-based services have frequently been targeted by such attacks. These cybersecurity challenges, including threats to our own information technology infrastructure or those of our customers or third-party providers, may take a variety of forms ranging from stolen bank accounts, business email compromise, customer employee fraud, account takeover, check fraud, or cybersecurity attacks, to “mega breaches” targeted against cloud-based services and other hosted software, which could be initiated by individual or groups of hackers or sophisticated cyber criminals. State-sponsored cybersecurity attacks on the U.S. financial system or U.S. financial service providers could also adversely affect our business. A cybersecurity incident or breach could result in disclosure of confidential information and intellectual property, or cause production downtimes and compromised data. We have in the past experienced cybersecurity incidents of limited scale. We may be unable to anticipate or prevent techniques used in the future to obtain unauthorized access or to sabotage systems because they change frequently and often are not detected until after an incident has occurred. As we increase our customer base and our brand becomes more widely known and recognized, third parties may increasingly seek to compromise our security controls or gain unauthorized access to our sensitive corporate information or our customers’ data.

We have administrative, technical, and physical security measures in place, and we have policies and procedures in place to contractually require service providers to whom we disclose data to implement and maintain reasonable privacy, data protection, and information security measures. However, if our privacy protection, data protection, or information security measures or those of the previously mentioned third parties are inadequate or are breached as a result of third-party action, employee or contractor error, malfeasance, malware, phishing, hacking attacks, system error, software bugs, or defects in our products, trickery, process failure, or otherwise, and, as a result, there is improper disclosure of, or someone obtains unauthorized access to or exfiltrates funds or sensitive information, including personally identifiable information, on our systems or our partners’ systems, or if we suffer a ransomware or advanced persistent threat attack, or if any of the foregoing is reported or perceived to have occurred, our reputation and business could be damaged. Recent high-profile security breaches and related disclosures of sensitive data by large institutions suggest that the risk of such events is significant, even if privacy, data protection, and information security measures are implemented and enforced. If sensitive information is lost or improperly disclosed or threatened to be disclosed, we could incur significant costs associated with remediation and the implementation of additional security measures, and may incur significant liability and financial loss, and be subject to regulatory scrutiny, investigations, proceedings, and penalties.

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In addition, our financial institution partners conduct regular audits of our cybersecurity program, and if any of them were to conclude that our systems and procedures are insufficiently rigorous, they could terminate their relationships with us, and our financial results and business could be adversely affected. Under our terms of service and our contracts with certain partners, if there is a breach of payment information that we store, we could be liable to the partner for their losses and related expenses. Additionally, if our own confidential business information were improperly disclosed, our business could be materially and adversely affected. A core aspect of our business is the reliability and security of our platform. Any perceived or actual breach of security, regardless of how it occurs or the extent of the breach, could have a significant impact on our reputation as a trusted brand, cause us to lose existing partners or other customers, prevent us from obtaining new partners and other customers, require us to expend significant funds to remedy problems caused by breaches and implement measures to prevent further breaches, and expose us to legal risk and potential liability including those resulting from governmental or regulatory investigations, class action litigation, and costs associated with remediation, such as fraud monitoring and forensics. Any actual or perceived security breach at a company providing services to us or our customers could have similar effects. Further, as the ensuing adoption of remote work has resulted in a significant number of people working from home, these cybersecurity risks may be heightened by an increased attack surface across our business and those of our partners and service providers. We have heightened monitoring in the face of such risks, but cannot guarantee that our efforts, or the efforts of those upon whom we rely and partner with, will be successful in preventing any such information security incidents.

While we maintain cybersecurity insurance, our insurance may be insufficient or may not cover all liabilities incurred by such attacks. We also cannot be certain that our insurance coverage will be adequate for data handling or data security liabilities actually incurred, that insurance will continue to be available to us on economically reasonable terms, or at all, or that any insurer will not deny coverage as to any future claim. The successful assertion of one or more large claims against us that exceed available insurance coverage, or the occurrence of changes in our insurance policies, including premium increases or the imposition of large deductible or co-insurance requirements, could adversely affect our business, operating results, financial condition, and reputation.

We are subject to governmental laws and requirements regarding economic and trade sanctions, anti-money laundering, and counter-terror financing that could impair our ability to compete in international markets or subject us to criminal or civil liability if we violate them.

Although we currently only offer our payment and card products to customers in the U.S. and Canada, Invoice2go has international subscribers in approximately 150 countries, including Australia and several EU countries, for which payment activity is conducted through third-party payment providers. As we continue to expand internationally, we will become subject to additional laws and regulations, and will need to implement new regulatory controls to comply with applicable laws. We are currently required to comply with U.S. economic and trade sanctions administered by OFAC and we have processes in place to comply with the OFAC regulations as well as similar requirements in other jurisdictions, including the Australian Sanctions Regime, the Canadian Proceeds of Crime and Terrorist Financing Act and, to the extent we expand our offerings into the UK and the EU, UK and EU money laundering directives. As part of our compliance efforts, we scan our customers against OFAC and other watch lists and have controls to monitor and mitigate these risks. If our services are accessed from a sanctioned country in violation of the trade and economic sanctions, we could be subject to fines or other enforcement action. We are also subject to various anti-money laundering and counter-terrorist financing laws and regulations in the U.S., Canada, Australia, and around the world that prohibit, among other things, our involvement in transferring the proceeds of criminal activities.

In the United States, most of our services are subject to anti-money laundering laws and regulations, including the BSA and similar state laws and regulations. The BSA requires, among other things, MSBs to develop and implement risk-based anti-money laundering programs, to report suspicious activity, and in some cases, to collect and maintain information about customers who use their services and maintain other transaction records. Regulators in the United States, Canada, Australia, and in many other foreign jurisdictions continue to increase their scrutiny of compliance with these obligations, which may require us to further revise or expand our compliance program, including the procedures we use to verify the identity of our customers and to monitor transactions on our system, including payments to persons outside of the U.S., Canada, and Australia. Regulators regularly re-examine the transaction volume thresholds at which we must obtain and keep

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applicable records or verify identities of customers, and any change in such thresholds could result in greater costs for compliance.

We are subject to anti-corruption, anti-bribery, and similar laws, and non-compliance with such laws can subject us to criminal or civil liability and harm our business.

We are subject to the FCPA, U.S. domestic bribery laws, and other anti-corruption laws, including Australia’s anti-bribery laws, the Canadian Criminal Code and the Canadian Corruption of Foreign Public Officials Act. Anti-corruption and anti-bribery laws have been enforced aggressively in recent years and are interpreted broadly to generally prohibit companies, their employees, and their third-party intermediaries from authorizing, offering, or providing, directly or indirectly, improper payments or benefits to recipients in the public sector. These laws also require that we keep accurate books and records and maintain internal controls and compliance procedures designed to prevent any such actions. Although we currently only offer our payment and card products to customers in the U.S., and payment services in Canada and the United Kingdom, Invoice2go has international subscribers in approximately 150 countries, including Australia and several EU countries for which payment activity is conducted through third-party payment providers. As we increase our international cross-border business and expand operations abroad, we may engage with business partners and third-party intermediaries to market our services and obtain necessary permits, licenses, and other regulatory approvals. In addition, we or our third-party intermediaries may have direct or indirect interactions with officials and employees of government agencies or state-owned or affiliated entities. We can be held liable for the corrupt or other illegal activities of these third-party intermediaries, our employees, representatives, contractors, partners, and agents, even if we do not explicitly authorize such activities.

We cannot assure you that all of our employees and agents will not take actions in violation of our policies and applicable law, for which we may be ultimately held responsible. As we increase our international business, our risks under these laws may increase.

Detecting, investigating, and resolving actual or alleged violations of anti-corruption laws can require a significant diversion of time, resources, and attention from senior management. In addition, noncompliance with anti-corruption or anti-bribery laws could subject us to whistleblower complaints, investigations, sanctions, settlements, prosecution, enforcement actions, fines, damages, other civil or criminal penalties, injunctions, suspension or debarment from contracting with certain persons, reputational harm, adverse media coverage, and other collateral consequences. If any subpoenas are received or investigations are launched, or governmental or other sanctions are imposed, or if we do not prevail in any possible civil or criminal proceeding, our business, operating results, and financial condition could be materially harmed. In addition, responding to any action will likely result in a materially significant diversion of management’s attention and resources and significant defense costs and other professional fees.

Risks Related to Our Intellectual Property

If we fail to adequately protect our proprietary rights, our competitive position could be impaired and we may lose valuable assets, generate less revenue, and incur costly litigation to protect our rights.

Our success is dependent, in part, upon protecting our proprietary technology. We rely on a combination of patents, copyrights, trademarks, service marks, trade secret laws, and contractual provisions to establish and protect our proprietary rights. However, the steps we take to protect our intellectual property may be inadequate. While we have been issued patents in the U.S. and have additional patent applications pending, we may be unable to obtain patent protection for the technology covered in our patent applications. In addition, any patents issued in the future may not provide us with competitive advantages or may be successfully challenged by third parties. Any of our patents, trademarks, or other intellectual property rights may be challenged or circumvented by others or invalidated through administrative process or litigation. There can be no guarantee that others will not independently develop similar products, duplicate any of our products, or design around our patents. Furthermore, legal standards relating to the validity, enforceability, and scope of protection of intellectual property rights are uncertain. Despite our precautions, it may be possible for unauthorized third parties to copy our products and use information that we regard as proprietary to create products and services that compete with ours.

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We have been in the past, and may in the future be, subject to intellectual property disputes, which are costly and may subject us to significant liability and increased costs of doing business.

We have been in the past and may in the future become subject to intellectual property disputes. Lawsuits are time-consuming and expensive to resolve and they divert management’s time and attention. Although we carry insurance, our insurance may not cover potential claims of this type or may not be adequate to indemnify us for all liability that may be imposed. We cannot predict the outcome of lawsuits and cannot assure you that the results of any such actions will not have an adverse effect on our business, operating results, or financial condition.

The software industry is characterized by the existence of many patents, copyrights, trademarks, trade secrets, and other intellectual and proprietary rights. Companies in the software industry are often required to defend against litigation claims based on allegations of infringement or other violations of intellectual property rights. Our technologies may not be able to withstand any third-party claims against their use. In addition, many companies have the capability to dedicate substantially greater resources to enforce their intellectual property rights and to defend claims that may be brought against them. Any litigation may also involve patent holding companies or other adverse patent owners that have no relevant product revenue, and therefore, our patents may provide little or no deterrence as we would not be able to assert them against such entities or individuals. If a third party is able to obtain an injunction preventing us from accessing such third-party intellectual property rights, or if we cannot license or develop alternative technology for any infringing aspect of our business, we would be forced to limit or stop sales of our software or cease business activities related to such intellectual property. Any inability to license third-party technology in the future would have an adverse effect on our business or operating results and would adversely affect our ability to compete. We may also be contractually obligated to indemnify our customers in the event of infringement of a third party’s intellectual property rights. Responding to such claims, regardless of their merit, can be time consuming, costly to defend, and damaging to our reputation and brand.

Indemnity provisions in various agreements potentially expose us to substantial liability for intellectual property infringement, data protection, and other losses.

Our agreements with financial institution partners and some larger customers include indemnification provisions under which we agree to indemnify them for losses suffered or incurred as a result of claims of intellectual property infringement, data protection, damages caused by us to property or persons, or other liabilities relating to or arising from our platform or other contractual obligations. Some of these indemnity agreements provide for uncapped liability and some indemnity provisions survive termination or expiration of the applicable agreement. Large indemnity payments could harm our business, operating results, and financial condition. Although we normally limit our liability with respect to such obligations in our contracts with direct customers and with customers acquired through our accounting firm partners, we may still incur substantial liability, and we may be required to cease use of certain functions of our platform or products, as a result of intellectual property-related claims. Any dispute with a customer with respect to these obligations could have adverse effects on our relationship with that customer and other existing or new customers, and harm our business and operating results. In addition, although we carry insurance, our insurance may not be adequate to indemnify us for all liability that may be imposed, or otherwise protect us from liabilities or damages with respect to claims alleging compromises of customer data, and any such coverage may not continue to be available to us on acceptable terms or at all.

We use open source software in our products, which could subject us to litigation or other actions.

We use open source software in our products. From time to time, there have been claims challenging the ownership of open source software against companies that incorporate it into their products. As a result, we could be subject to lawsuits by parties claiming ownership of what we believe to be open source software. Litigation could be costly for us to defend, have a negative effect on our operating results and financial condition, or require us to devote additional research and development resources to change our products. In addition, if we were to combine our proprietary software products with open source software in a certain manner under certain open source licenses, we could be required to release the source code of our proprietary software products. If we inappropriately use or incorporate open source software subject to certain types of open source licenses that challenge the proprietary nature of our products, we may be required to re-engineer such products, discontinue the sale of such products, or take other remedial actions.

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Risks Related to Our Indebtedness

Our debt service obligations, including the Notes, may adversely affect our financial condition and results of operations.

As of December 31, 2023, we had outstanding $1.15 billion aggregate principal amount of 0% convertible senior notes due December 1, 2025 (the 2025 Notes), $575.0 million aggregate principal amount of 0% convertible senior notes due April 1, 2027 (the 2027 Notes, and together with the 2025 Notes, the Notes) and had drawn $135.0 million under our Revolving Credit Facility, as described in Note 6 to the condensed consolidated financial statements included elsewhere in this Quarterly Report on Form 10-Q. Our ability to make payments of the principal of, to pay interest on, or to refinance our indebtedness, including the Notes and our Revolving Credit Facility, depends on our future performance, which is subject to economic, financial, competitive, and other factors beyond our control. Moreover, our obligations under the Revolving Credit Facility are secured by our BILL Divvy Corporate Card receivables and certain other collateral. Our business may not generate cash flow from operations in the future sufficient to service our debt and make necessary capital expenditures. If we are unable to generate such cash flow, we may be required to adopt one or more alternatives, such as selling assets, restructuring debt, or obtaining additional debt financing or equity capital on terms that may be onerous or highly dilutive. Our ability to refinance any future indebtedness will depend on the capital markets and our financial condition at such time. We may not be able to engage in any of these activities or engage in these activities on desirable terms, which could result in a default on our debt obligations. In addition, any of our future debt agreements may contain restrictive covenants that may prohibit us from adopting any of these alternatives. Our failure to comply with these covenants could result in an event of default which, if not cured or waived, could result in the acceleration of our debt.

In addition, our indebtedness, combined with our other financial obligations and contractual commitments, could have other important consequences. For example, it could:

•make us more vulnerable to adverse changes in general U.S. and worldwide economic, industry, and competitive conditions and adverse changes in government regulation;

•limit our flexibility in planning for, or reacting to, changes in our business and our industry;

•place us at a disadvantage compared to our competitors who have less debt;

•limit our ability to borrow additional amounts to fund acquisitions, for working capital, and for other general corporate purposes; and

•make an acquisition of our company less attractive or more difficult.

Any of these factors could harm our business, operating results, and financial condition. In addition, if we incur additional indebtedness, the risks related to our business and our ability to service or repay our indebtedness would increase. We are also required to comply with the covenants set forth in the indentures governing the Notes. Our ability to comply with these covenants may be affected by events beyond our control. If we breach any of the covenants and do not obtain a waiver from the note holders or lenders, then, subject to applicable cure periods, any outstanding indebtedness may be declared immediately due and payable. In addition, changes by any rating agency to our credit rating may negatively impact the value and liquidity of our securities. Downgrades in our credit ratings could restrict our ability to obtain additional financing in the future and could affect the terms of any such financing.

We may not have the ability to raise the funds necessary for cash settlement upon conversion of the Notes or to repurchase the Notes for cash upon a fundamental change, and our future debt may contain limitations on our ability to pay cash upon conversion of the Notes or to repurchase the Notes.

Holders of the Notes have the right to require us to repurchase their notes upon the occurrence of a fundamental change (as defined in the indentures governing the 2025 Notes and 2027 Notes, respectively) at a repurchase price equal to 100% of the principal amount of the Notes to be repurchased, plus accrued and unpaid special interest, if any. In addition, upon conversion of the Notes, unless we elect to deliver solely shares of our common stock to settle such conversion (other than paying cash in lieu of delivering any fractional share), we will be required to make cash payments in respect of the Notes being converted. However, we may not have enough available cash or be able to obtain financing at the time we are required to make repurchases of the

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Notes surrendered or the Notes being converted. In addition, our ability to repurchase the Notes or to pay cash upon conversions of the Notes may be limited by law, by regulatory authority, or by agreements governing our future indebtedness.

In addition to the Notes, we and our subsidiaries may incur substantial additional debt in the future, subject to the restrictions contained in our current and future debt instruments, some of which may be secured debt. We are not restricted under the terms of the indentures governing the Notes from incurring additional debt, securing existing or future debt, recapitalizing our debt, or taking a number of other actions that could have the effect of diminishing our ability to make payments on the Notes when due.

Our failure to repurchase the Notes at a time when the repurchase is required by the applicable indenture or to pay any cash payable on future conversions of the Notes as required by such indenture would constitute a default under that indenture. A default under one of the indentures or the fundamental change itself could also lead to a default under the other indenture or other agreements governing our existing or future indebtedness. If the repayment of the related indebtedness were to be accelerated after any applicable notice or grace periods, we may not have sufficient funds to repay the indebtedness and repurchase the Notes or make cash payments upon conversions thereof.

The conditional conversion feature of the Notes, when triggered, may adversely affect our financial condition and operating results.

Prior to the close of business on the business day immediately preceding September 1, 2025, in the case of the 2025 Notes, and January 1, 2027, in the case of the 2027 Notes, the holders of the applicable Notes may elect to convert their Notes during any calendar quarter (and only during such calendar quarter) if the last reported sale price of our common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on, and including, the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day (Conversion Condition). The Conversion Condition for the 2025 Notes and 2027 Notes was not triggered as of December 31, 2023, but had been triggered for the 2025 Notes in several prior quarters. In the event the Conversion Condition is triggered, holders of the Notes will be entitled to convert the Notes at any time during specified periods at their option. If one or more holders elect to convert their Notes, unless we elect to satisfy our conversion obligation by delivering solely shares of our common stock (other than paying cash in lieu of delivering any fractional share), we would be required to settle a portion or all of our conversion obligation through the payment of cash, which could adversely affect our liquidity. In addition, even if holders do not elect to convert their Notes, we could be required under applicable accounting rules to reclassify all or a portion of the outstanding principal of the Notes as a current rather than long-term liability, which would result in a material reduction of our net working capital.

The Capped Calls may affect the value of our Notes and our common stock.

In connection with the sale of each of the 2025 Notes and the 2027 Notes, we entered into privately negotiated Capped Call transactions (collectively, the Capped Calls) with certain financial institutions (option counterparties). The Capped Call transactions are expected generally to reduce the potential dilution upon conversion of the Notes and/or offset any cash payments we are required to make in excess of the principal amount of converted Notes, as the case may be, with such reduction and/or offset subject to a cap.

The option counterparties and/or their respective affiliates may modify their hedge positions by entering into or unwinding various derivatives with respect to our common stock and/or purchasing or selling our common stock or other securities of ours in secondary market transactions prior to the applicable maturity of the 2025 Notes and the 2027 Notes (and are likely to do so following any conversion, repurchase, or redemption of the Notes, to the extent we exercise the relevant election under the Capped Calls). This activity could also cause or avoid an increase or a decrease in the market price of our common stock or the Notes, which could affect note holders’ ability to convert the Notes and, to the extent the activity occurs during any observation period related to a conversion of the Notes, it could affect the number of shares and value of the consideration that note holders will receive upon conversion of the Notes.

We do not make any representation or prediction as to the direction or magnitude of any potential effect that the transactions described above may have on the price of the Notes or our common stock. In addition, we

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do not make any representation that the option counterparties will engage in these transactions or that these transactions, once commenced, will not be discontinued without notice.

We are subject to counterparty risk with respect to the Capped Calls.

The option counterparties are financial institutions, and we are subject to the risk that any or all of them might default under the Capped Calls. Our exposure to the credit risk of the option counterparties will not be secured by any collateral. Past global economic conditions have resulted in the actual or perceived failure or financial difficulties of many financial institutions. If an option counterparty becomes subject to insolvency proceedings, we will become an unsecured creditor in those proceedings with a claim equal to our exposure at that time under the Capped Calls with such option counterparty. Our exposure will depend on many factors but, generally, an increase in our exposure will be correlated to an increase in the market price and in the volatility of our common stock. In addition, upon a default by an option counterparty, we may suffer adverse tax consequences and more dilution than we currently anticipate with respect to our common stock. We can provide no assurance as to the financial stability or viability of the option counterparties.

Risks Related to Ownership of Our Common Stock

The stock price of our common stock has been, and will likely continue to be volatile, and you may lose part or all of your investment.

The market for our common stock has been, and will likely continue to be, volatile. In addition to the factors discussed in this report, the market price of our common stock may fluctuate significantly in response to numerous factors, many of which are beyond our control, including:

•overall performance of the equity markets;

•actual or anticipated fluctuations in our revenue and other operating results;

•changes in the financial projections we may provide to the public or our failure to meet these projections;

•failure of securities analysts to initiate or maintain coverage of us, changes in financial estimates by any securities analysts who follow our company, or our failure to meet these estimates or the expectations of investors;

•recruitment or departure of key personnel;

•the economy as a whole and market conditions in our industry, such as high inflation and high interest rate and recessionary environments;

•negative publicity related to the real or perceived quality of our platform, as well as the failure to timely launch new products and services that gain market acceptance;

•rumors and market speculation involving us or other companies in our industry;

•announcements by us or our competitors of new products or services, commercial relationships, or significant technical innovations;

•acquisitions, partnerships, joint ventures, or capital commitments;

•new laws or regulations or new interpretations of existing laws or regulations applicable to our business;

•lawsuits threatened or filed against us, litigation involving our industry, or both;

•developments or disputes concerning our or other parties’ products, services, or intellectual property rights;

•changes in accounting standards, policies, guidelines, interpretations, or principles;

•interpretations of any of the above or other factors by trading algorithms, including those that employ natural language processing and related methods to evaluate our public disclosures;

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•other events or factors, including those resulting from war (such as the conflicts in Ukraine and Israel), incidents of terrorism, or responses to these events;

•actual or perceived instability in the U.S. and global banking systems;

•uncertainty with respect to the federal budget and debt ceiling and potential government shutdowns related thereto;

•the expiration of contractual lock-up agreements; and

•sales of shares of our common stock by us or our stockholders.

In addition, the stock markets have experienced extreme price and volume fluctuations that have affected and continue to affect the market prices of equity securities of many companies. Stock prices of many companies, and technology companies in particular, have fluctuated in a manner unrelated or disproportionate to the operating performance of those companies. In the past, stockholders have instituted securities class action litigation following periods of market volatility. If we were to become involved in securities litigation, it could subject us to substantial costs, divert resources and the attention of management from our business, and adversely affect our business.

Anti-takeover provisions in our charter documents and under Delaware law could make an acquisition of our company more difficult, limit attempts by our stockholders to replace or remove our current management, and affect the market price of our common stock.

Provisions in our amended and restated certificate of incorporation and second amended and restated bylaws may have the effect of delaying or preventing a change of control or changes in our management. Our amended and restated certificate of incorporation and second amended and restated bylaws include provisions that:

•authorize our board of directors to issue, without further action by the stockholders, shares of undesignated preferred stock with terms, rights, and preferences determined by our board of directors that may be senior to our common stock;

•require that any action to be taken by our stockholders be affected at a duly called annual or special meeting and not by written consent;

•specify that special meetings of our stockholders can be called only by our board of directors, the chairperson of our board of directors, or our chief executive officer;

•establish an advance notice procedure for stockholder proposals to be brought before an annual meeting, including proposed nominations of persons for election to our board of directors;

•establish that our board of directors is divided into three classes, with each class serving three-year staggered terms;

•prohibit cumulative voting in the election of directors;

•provide that our directors may be removed for cause only upon the vote of sixty-six and two-thirds percent (66 2/3%) of our outstanding shares of common stock;

•provide that vacancies on our board of directors may be filled only by a majority vote of directors then in office, even though less than a quorum; and

•require the approval of our board of directors or the holders of at least sixty-six and two-thirds percent (66 2/3%) of our outstanding shares of common stock to amend our bylaws and certain provisions of our certificate of incorporation.

In addition, our amended and restated certificate of incorporation and our second amended and restated bylaws provide that the Court of Chancery of the State of Delaware, to the fullest extent permitted by law, will be the exclusive forum for any derivative action or proceeding brought on our behalf, any action asserting a breach of fiduciary duty, any action asserting a claim against us arising pursuant to the Delaware

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General Corporation Law (DGCL), our amended and restated certificate of incorporation, or our second amended and restated bylaws, or any action asserting a claim against us that is governed by the internal affairs doctrine. These choice of forum provisions may limit a stockholder’s ability to bring a claim in a judicial forum that it finds favorable for disputes with us or any of our directors, officers, or other employees, which may discourage lawsuits against us and our directors, officers, and other employees. These exclusive forum provisions will not apply to claims that are vested in the exclusive jurisdiction of a court or forum other than the Court of Chancery of the State of Delaware, or for which the Court of Chancery of the State of Delaware does not have subject matter jurisdiction. For instance, these provisions would not preclude the filing of claims brought to enforce any liability or duty created by the Exchange Act or Securities Act of 1933, as amended (Securities Act), or the rules and regulations thereunder in federal court.

Moreover, Section 203 of the DGCL may discourage, delay, or prevent a change in control of our company. Section 203 imposes certain restrictions on mergers, business combinations, and other transactions between us and holders of 15% or more of our common stock.

We have incurred and will continue to incur increased costs as a result of operating as a public company, and our management is required to devote substantial time to compliance with our public company responsibilities and corporate governance practices.

As a public company, we will incur significant legal, accounting, and other expenses that we did not incur as a private company, which we expect to further increase. Sarbanes-Oxley, the Dodd-Frank Wall Street Reform and Consumer Protection Act, the listing requirements of the NYSE, and other applicable securities rules and regulations impose various requirements on public companies. Our management and other personnel devote a substantial amount of time to compliance with these requirements. Moreover, these rules and regulations will increase our legal and financial compliance costs and will make some activities more time-consuming and costly compared to when we were a private company.

Our management team has limited experience managing a public company.

Our management team has limited experience managing a publicly traded company, interacting with public company investors and securities analysts, and complying with the increasingly complex laws pertaining to public companies. These new obligations and constituents require significant attention from our management team and could divert their attention away from the day-to-day management of our business, which could harm our business, operating results, and financial condition.

We do not intend to pay dividends for the foreseeable future.

We have never declared or paid any cash dividends on our capital stock, and we do not intend to pay any cash dividends in the foreseeable future. Any determination to pay dividends in the future will be at the discretion of our board of directors. Accordingly, investors must rely on sales of their common stock after price appreciation, which may never occur, as the only way to realize any future gains on their investments.

If securities or industry analysts do not publish research or publish unfavorable or inaccurate research about our business, our stock price and trading volume could decline.

Our stock price and trading volume is heavily influenced by the way analysts and investors interpret our financial information and other disclosures. If securities or industry analysts do not publish research or reports about our business, downgrade our common stock, or publish negative reports about our business, our stock price would likely decline. If one or more of these analysts cease coverage of us or fail to publish reports on us regularly, demand for our common stock could decrease, which might cause our stock price to decline and could decrease the trading volume of our common stock.

Sales of substantial amounts of our common stock in the public markets, particularly sales by our directors, executive officers, and significant stockholders, or the perception that these sales could

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occur, could cause the market price of our common stock to decline and may make it more difficult for you to sell your common stock at a time and price that you deem appropriate.

The market price of our common stock could decline as a result of sales of a large number of shares of our common stock in the market. The perception that these sales might occur may also cause the market price of our common stock to decline. We had a total of 105,081,980 shares of our common stock outstanding as of December 31, 2023. All shares of our common stock are either freely tradable, generally without restrictions or further registration under the Securities Act, or have been registered for resale under the Securities Act by us, subject to certain exceptions for shares held by our “affiliates” as defined in Rule 144 under the Securities Act.

In addition, we have filed registration statements on Form S-8 to register shares reserved for future issuance under our equity compensation plans. Subject to the satisfaction of vesting conditions, the shares issued upon exercise of outstanding stock options or settlement of outstanding restricted stock units will be available for immediate resale in the United States in the open market.

In addition, we have in the past, and may in the future, issue our shares of common stock or securities convertible into or exercisable for our common stock from time to time in connection with financings, acquisitions, investments, partnerships or otherwise. We also expect to grant additional equity awards to employees and directors under our 2019 Equity Incentive Plan and rights to purchase our common stock under our 2019 Employee Stock Purchase Plan. Any such issuances could result in substantial dilution to our existing stockholders and cause the trading price of our common stock to decline.

The timing and amount of any repurchases under our Share Repurchase Program are subject to a number of uncertainties.

In January 2023, our board of directors authorized the repurchase of up to $300 million of our outstanding shares of common stock (the Share Repurchase Program), providing for repurchases from time to time using a variety of methods, through open market purchases or privately negotiated transactions, including through Rule 10b5-1 plans, in compliance with the rules of the SEC and other applicable legal requirements. The authorization for the Share Repurchase Program expired in January 2024 and the full amount authorized thereunder was repurchased by December 31, 2023.

The Inflation Reduction Act, enacted on August 16, 2022, among other things, imposes a 1% non-deductible, excise tax on net repurchases of shares by U.S. corporations whose stock is traded on an established securities market. The excise tax is imposed on repurchases that occur after December 31, 2022. Although the excise tax applies to repurchases of our shares made during the three and six months ended December 31, 2023 we do not expect excise tax to be material, due to our planned issuance of stock during the fiscal year. If excise tax applies to any repurchases of our shares we make in future fiscal years, it may increase the cost of our repurchases and may cause us to reduce the number of shares repurchased pursuant to any future share repurchase program.

ITEM 2: UNREGISTERED SALES OF EQUITY SECURITIES, USE OF PROCEEDS, AND ISSUER PURCHASES OF EQUITY SECURITIES

Unregistered Sales of Equity Securities

In connection with our commercial relationship with JPMC Strategic Investments I Corporation (“JPMC”), on November 28, 2023, we issued to JPMC a warrant (the “Warrant”) to purchase up to 13,027 shares (the “Warrant Shares”) of our common stock at an exercise price of $0.01 per Warrant Share. The Warrant is exercisable for a term ending May 22, 2033 and allows cashless exercise in whole or part. The Warrant was issued as result of the achievement of certain performance milestones achieved under the commercial relationship.

The issuance of the Warrant has not been, and the sale of the Warrant Shares issuable upon exercise of the Warrant will not be, registered under the Securities Act of 1933, as amended (the “Securities Act”). The Warrant was, and the Warrant Shares issuable upon exercise of the Warrant will be, issued in reliance upon the exemption from registration under Section 4(a)(2) of the Securities Act. The Warrant and the Warrant Shares may not be offered or sold in the United States absent registration under or exemption from the Securities Act

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and any applicable state securities laws. JPMC represented in the Warrant, among other things, that it is an “accredited investor” within the meaning of Regulation D promulgated under the Securities Act, and that the acquisition of the Warrant is for investment in its account and not with a view to the public resale or distribution within the meaning of the Securities Act.

Purchase of Equity Securities by the Issuer

In January 2023, our board of directors authorized the repurchase of up to $300 million of our outstanding shares of common stock (the Share Repurchase Program). As of December 31, 2023, we completed the repurchase of the full authorized amount under the Share Repurchase Program.

The following table provides shares repurchase activity during the three months ended December 31, 2023:

Period	Total number of shares purchased (in thousands) (1)	Average price paid per share		Total number of shares purchased as part of publicly announced plans or programs (in thousands) (1)	Approximate dollar value of shares that may yet be purchased under the plans or programs (in thousands) (1)
October 1, 2023 - October 31, 2023	535	$	100.99	535	$	142,331
November 1, 2023 - November 30, 2023	1,819	$	63.78	1,819	$	26,325
December 1, 2023 - December 8, 2023	369	$	71.32	369	$	—
Total	2,723			2,723	$	—

(1) See Note 7 in Notes to Condensed Consolidated Financial Statements in Item 1 of Part I of this Quarterly Report on Form 10-Q for additional information.

ITEM 3. DEFAULTS UPON SENIOR SECURITIES

Not applicable.

ITEM 4. MINE SAFETY DISCLOSURES

Not applicable.

ITEM 5. OTHER INFORMATION

Individual	Action	Date	Trading Arrangement		Total Shares to be Sold		Expiration Date
			Rule 10b5-1 (1)	Non-Rule 10b5-1 (2)
Germaine Cota	Adopt	12/7/2023	X		17,926	(3)	8/23/2024
René Lacerte	Terminate	11/20/2023	X		487,383	(4)	5/31/2025
John Rettig	Terminate	11/21/2023	X		74,173	(4)	6/14/2024

(1) Intended to satisfy the affirmative defense of Rule 10b5-1(c). The Rule 10b5-1 plan included a representation from the participant to the broker administering the plan that such person was not in possession of any material nonpublic information regarding us or our securities subject to the Rule 10b5-1 plan at the time the Rule 10b5-1 plan was entered into. This representation was made as of the date of adoption of the Rule 10b5-1 plan, and speaks only as of that date. In making this representation, there is no assurance with respect to any material nonpublic information of which the participant was unaware, or with respect to any material nonpublic information acquired by the participant or us after the date of the representation.

(2) Not intended to satisfy the affirmative defense of Rule 10b5-1(c).

(3) Includes certain shares to be received upon the vesting and settlement of restricted stock units. Ms. Cota's plan includes, but the listed figure does not reflect, shares to be purchased under our Employee Stock Purchase Plan.

(4) Includes certain shares to be received upon the vesting and settlement of restricted stock units and performance-based restricted stock units.

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ITEM 6. EXHIBITS

		Incorporated by Reference
Exhibit Number	Description	Form	File No.	Exhibit Number	Filing Date	Filed Herewith
4.1	Form of Warrant to Purchase Common Stock by and between the Registrant and JPMC Strategic Investments I Corporation.					X
31.1	Certification of Principal Executive Officer Pursuant to Rules 13a-14(a) and 15d-14(a) under the Securities Exchange Act of 1934, as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002					X
31.2	Certification of Principal Financial Officer Pursuant to Rules 13a-14(a) and 15d-14(a) under the Securities Exchange Act of 1934, as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002					X
32.1*	Certification of Principal Executive Officer Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002					X
32.2*	Certification of Principal Financial Officer Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002					X
101.INS	Inline XBRL Instance Document – the instance document does not appear in the Interactive Data File because XBRL tags are embedded within the Inline XBRL document					X
104	Cover Page Interactive Data File (embedded within the Inline XBRL document)					X

*The certifications furnished in Exhibits 32.1 and 32.2 hereto are deemed to accompany this Quarterly Report on Form 10-Q and are not deemed “filed” for purposes of Section 18 of the Exchange Act, or otherwise subject to the liability of that section, nor shall they be deemed incorporated by reference into any filing under the Securities Act of the Exchange Act.

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SIGNATURES

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned hereunto duly authorized.

February 8, 2024	By:	/s/ René Lacerte
(Date)		René Lacerte
		Chief Executive Officer
		(Principal Executive Officer)
February 8, 2024	By:	/s/ John Rettig
(Date)		John Rettig
		President and Chief Financial Officer
		(Principal Financial Officer)

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EX-4.1

NEITHER THIS WARRANT NOR THE SECURITIES ISSUABLE UPON EXERCISE OF THIS WARRANT HAVE BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED (THE “ACT”), OR UNDER ANY APPLICABLE STATE SECURITIES LAWS. THESE SECURITIES HAVE BEEN ACQUIRED FOR INVESTMENT AND NOT WITH A VIEW TO, OR IN CONNECTION WITH, THE SALE OR DISTRIBUTION THEREOF. NO SUCH SALE OR DISTRIBUTION MAY BE EFFECTED WITHOUT AN EFFECTIVE REGISTRATION STATEMENT RELATED THERETO OR AN OPINION OF COUNSEL THAT SUCH REGISTRATION IS NOT REQUIRED UNDER THE ACT OR APPLICABLE STATE SECURITIES LAWS. INVESTORS SHOULD BE AWARE THAT THEY MAY BE REQUIRED TO BEAR THE FINANCIAL RISKS OF THIS INVESTMENT FOR AN INDEFINITE PERIOD OF TIME.

BILL HOLDINGS, INC.

FORM OF WARRANT TO PURCHASE COMMON STOCK

Issued on [___________] (“Issue Date”)

This certifies that that for good and valuable consideration, receipt and sufficiency of which is hereby acknowledged, JPMC Strategic Investments I Corporation or its registered assigns (“Holder”) is entitled, subject to the terms and conditions of this Warrant, to purchase from BILL Holdings, Inc., a Delaware corporation (the “Company”), at a price per share equal to the Warrant Price (as defined below), at any time prior to the Expiration Date (as defined below), up to [SHARES] ([SHARES]) shares of Warrant Stock (as defined below) (the “Exercise Shares”), upon surrender of this Warrant at the principal offices of the Company, together with a duly executed subscription form in the form attached hereto as Exhibit 1 (the “Subscription Form”) and simultaneous payment of an amount equal to the product obtained by multiplying the Warrant Price by the number of Exercise Shares so purchased in lawful money of the United States or by an election to net exercise as set forth in Section 2.6 hereof. The Warrant Price and the number and character of Exercise Shares purchasable under this Warrant are subject to adjustment as provided herein.

This Warrant has been issued pursuant to that certain Warrant Issuance Agreement dated as of May 22, 2023 (the “Warrant Agreement”), by and among the Company and Holder, and is subject to the provisions thereof. Terms used but not defined herein shall have the meanings set forth in the Warrant Agreement.

1.DEFINITIONS. The following definitions shall apply for purposes of this Warrant:

“Act” means the Securities Act of 1933, as amended.

“Affiliate” has the meaning ascribed to it in Rule 144 promulgated under the Act.

“Business Day” means any day other than a Saturday, Sunday or a day on which banks in San Francisco, California are authorized or required by law to close.

    “Change of Control” has the meaning set forth in the Warrant Agreement.

“Company” shall include, in addition to the Company identified in the opening paragraph of this Warrant, any corporation or other entity that succeeds to the Company’s obligations under this Warrant, whether by permitted assignment, by merger or consolidation or otherwise.

    “Constituent Document” means with respect to any Person, such Person’s articles or certificate of incorporation, association or formation, deed of incorporation, bylaws, limited liability company agreement, partnership agreement or other constitutive documents, as applicable (and, in each case, such similar instruments or documents as applicable under a relevant jurisdiction).

“Expiration Date” means 5:00 p.m. Pacific Time on the tenth anniversary of the Amendment Execution Date (as defined in the Warrant Agreement) or such earlier date and time on which this Warrant ceases to be exercisable as provided in Section 4 hereof.

“JPMC Securities” has the meaning set forth in the Warrant Agreement.

“Person” means an individual, corporation, limited liability company, partnership, association, joint-stock company, trust, unincorporated organization, joint venture or other entity or any governmental authority.

“Securities” means collectively this Warrant and the Warrant Stock issuable upon exercise of this Warrant.

“Warrant” means this Warrant and any warrant(s) delivered in substitution or exchange therefor, as provided herein.

“Warrant Price” means $0.01 per share. The Warrant Price is subject to adjustment as provided herein.

“Warrant Stock” means the Company’s Common Stock, $0.00001 par value per share. The number and character of shares of Warrant Stock are subject to adjustment as provided herein and the term “Warrant Stock” shall include stock and other securities and property at any time receivable or issuable upon exercise of this Warrant taking into account all such adjustments.

2.EXERCISE.

2.1Method of Exercise. Subject to the terms and conditions of this Warrant, Holder may exercise this Warrant in whole or in part for Exercise Shares at any time or from time to time, on any Business Day before the Expiration Date. This Warrant shall be exercised by surrendering this Warrant at the principal offices of the Company, with the Subscription Form duly executed by Holder, and by payment in a form specified in Section 2.2 hereof of an amount equal to the product obtained by multiplying (a) the number of Exercise Shares to be purchased by Holder by (b) the Warrant Price as determined in accordance with the terms hereof or, if applicable, an election to net exercise this Warrant as provided in Section 2.6 hereof for the number of shares of Warrant Stock to be acquired in connection with such exercise. Holder may deliver the Subscription Form duly executed by Holder in order to exercise this Warrant in connection with a Change of Control, with the exercise and payment to be contingent upon consummation of such Change of Control.

2.2Form of Payment. Payment for the Exercise Shares upon exercise may be made by (a) a check payable to the Company’s order, (b) ACH or wire transfer of funds to the Company, (c) with the prior written consent of the Company in each instance, cancellation of indebtedness of the Company to Holder, (d) by net exercise as provided in Section 2.6 hereof, or (e) any combination of the foregoing.

2.3Partial Exercise. Upon a partial exercise of this Warrant, the number of Exercise Shares issuable upon exercise of this Warrant immediately after such partial exercise

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shall be reduced by (a) the aggregate number of shares of Exercise Shares issued upon such partial exercise of this Warrant and (b) if applicable, the number of shares of Exercise Shares deemed surrendered in connection with a net exercise as provided for in Section 2.6 hereof.

2.4No Fractional Shares. No fractional shares of Warrant Stock may be issued upon any exercise of this Warrant. If upon exercise of this Warrant in whole or in part, a fraction of a share of Warrant Stock would otherwise result, then in lieu of such fractional share of Warrant Stock, the Company shall pay to Holder an amount in cash equal to such fraction of a share of Warrant Stock multiplied by the then-current Fair Market Value of one Exercise Share.

2.5Restrictions on Exercise. This Warrant may not be exercised if the issuance of the Exercise Shares upon such exercise would constitute a violation of any applicable federal or state securities laws or other laws or regulations. As a condition to the exercise of this Warrant, Holder shall execute the Subscription Form, confirming and acknowledging that the representations and warranties set forth in the Warrant Agreement as they apply to Holder are true and complete as of the date of exercise.

2.6Net Exercise Election.

(a)Holder may elect to convert all or any portion of this Warrant, without the payment by Holder of any additional consideration, by the surrender of this Warrant to the Company, with the net exercise election selected in the Subscription Form duly executed by Holder, into up to the number of shares of Exercise Shares that is obtained under the following formula:

X = Y (A-B)
    A

where    X =    the number of Exercise Shares to be issued to Holder pursuant to a net exercise of this Warrant effected pursuant to this Section 2.6.

Y =    the number of Exercise Shares as to which this Warrant is then being net exercised.

A =    the Fair Market Value (at the date of such calculation).

B =    the Warrant Price (as adjusted to the date of such calculation).

The Company will promptly respond in writing to an inquiry by Holder as to the then-current Fair Market Value.

(b)For purposes of the above calculation, fair market value of one Exercise Share (the “Fair Market Value”) shall be the volume-weighted average price per share of Common Stock for the 20 consecutive trading days immediately prior to (but not including) the date as of which the fair market value is to be determined; provided that if the Common Stock is not listed on a U.S. national or regional securities exchange on the relevant exercise date for which such value must be determined, then the Fair Market Value will be the last quoted bid price per share of Common Stock on the relevant exercise date for which such value must be determined on the over-the-counter market as reported by OTC Markets Group Inc. or a similar organization. If the Common Stock is not so quoted on the relevant exercise date for which such value must be determined, then the Fair Market Value will be the average of the mid-point of the last bid price and the last ask price per share of Common Stock, on the relevant exercise date for which such value must be determined, from a nationally recognized independent investment banking firm selected by the Company.

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3.ISSUANCE OF STOCK. Except as set forth in Section 4 hereof, this Warrant shall be deemed to have been exercised immediately prior to the close of business on the date of its surrender for exercise as provided above, and the Person entitled to receive the Exercise Shares issuable upon such exercise shall be treated for all purposes as the holder of record of such shares as of the close of business on such date and shall be entered into the register of the Company as a holder as of such date. As soon as practicable on or after such date (in any event within ten (10) Business Days), the Company shall issue and deliver to the Person or Persons entitled to receive the same a certificate or certificates for the number of whole Exercise Shares issuable upon such exercise, together with payment of any fractional shares pursuant to Section 2.4 hereof. In the event that this Warrant is being exercised for less than all of the then-current number of Exercise Shares purchasable hereunder, the Company shall, concurrently with the issuance by the Company of the number of Exercise Shares for which this Warrant is then being exercised, issue a new Warrant of like tenor exercisable for the remaining number of Exercise Shares purchasable hereunder.

4.EXERCISES IN CONNECTION WITH CERTAIN TRANSACTIONS. If the Company proposes at any time to effect a Change of Control, the Company shall give Holder at least twenty (20) calendar days advance written notice (each, a “Transaction Notice”) of the anticipated closing date for such Change of Control. Subject to the Company providing a Transaction Notice in accordance with the immediately preceding sentence, this Warrant shall automatically be deemed exercised in accordance with Section 2.6 hereof in full immediately prior to the effective date of such Change of Control conditioned upon completion of such Change of Control, unless Holder provides notice of its election to not exercise this Warrant to the Company within ten (10) calendar days of Holder’s receipt of such Transaction Notice, in which case this Warrant shall expire and be of no further force and effect without any action by Holder or the Company immediately prior to the effective date of a Change of Control. Holder may, in response to the Transaction Notice, elect at its option, to exercise this Warrant in part or in full in accordance with Section 2 hereof, conditioned upon the completion of such Change of Control.

5.ADJUSTMENT PROVISIONS. The number and character of Exercise Shares issuable upon exercise of this Warrant, and the Warrant Price therefor, are subject to adjustment upon each event specified in Sections 5.1 through 5.4 hereof occurring between the date this Warrant is issued and the earlier of the time that it is exercised in full or the Expiration Date:

5.1Adjustment for Stock Splits, Combinations and Stock Dividends. In the event that the outstanding shares of Warrant Stock are subdivided (by stock split, issuance of additional shares as a dividend or otherwise) into a greater number of shares of such securities, the number of shares of Warrant Stock issuable upon exercise of the rights under this Warrant immediately prior to such subdivision shall, concurrently with the effectiveness of such subdivision, be proportionately increased, and the Warrant Price shall be proportionately decreased such that the aggregate Warrant Price payable for the total number of Exercise Shares purchasable under this Warrant (as adjusted) shall remain the same. In the event the outstanding shares of the securities issuable upon exercise of this Warrant are combined (by reclassification, reverse stock split or otherwise) into a lesser number of shares of Warrant Stock, the number of shares of Warrant Stock issuable upon exercise of the rights under this Warrant immediately prior to such combination shall, concurrently with the effectiveness of such combination, be proportionately decreased, and the Warrant Price shall be proportionately increased such that the aggregate Warrant Price payable for the total number of Exercise Shares purchasable under this Warrant (as adjusted) shall remain the same. Any adjustment under this Section 5.1 shall become effective (i) in the case of any subdivision or combination, at the close of business on the date the subdivision or combination becomes effective, or (ii) in the case of an issuance of additional shares of Warrant Stock as a dividend, as of the record date of such dividend, or in the event that no record date is fixed, upon the making of such dividend.

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5.2Adjustment for Other Dividends and Distributions. In case the Company were to make or issue, or fix a record date for the determination of eligible holders entitled to receive a dividend or other distribution payable with respect to the Warrant Stock that is payable in (a) securities of the Company (other than issuances with respect to which adjustment is made under Section 5.1 or Section 5.3 hereof) or (b) cash or other assets of the Company which dividend or distribution is actually made (each a “Dividend Event”), then, and in each such case, at the election of Holder (which election must be made within twenty (20) calendar days of receipt of notice of such Dividend Event), either (x) the Warrant Price in effect prior to such record date shall be reduced immediately thereafter by the amount of cash and/or the Fair Market Value of the securities, or other assets of the Company to be so distributed in respect of one Exercise Share; provided that, in the event that such distribution is not so made, the Warrant Price then in effect shall be readjusted, effective as of the date when the Board of Directors determines not to distribute such securities, cash or other assets, as the case may be, to the Warrant Price that would then be in effect if such record date had not been fixed; or (y) upon exercise of this Warrant at any time after such Dividend Event, Holder shall receive, in addition to the shares of the Warrant Stock, the securities or such other assets of the Company that would have been payable to Holder if Holder had completed such exercise of this Warrant immediately prior to the relevant record date for such Dividend Event.

5.3Adjustment for Reorganization, Consolidation, Merger. (a) In case of any reclassification, recapitalization or reorganization of the Company or (b) in case the Company shall consolidate with or merge into one or more other corporations or entities which results in a change of the Warrant Stock, in each case other than a Change of Control and other than resulting from a subdivision, combination or stock dividend provided for in Section 5.1, (each, a “Reorganization Event”), then, and in each such case, Holder, upon the exercise of this Warrant after such Reorganization Event, shall be entitled to receive in lieu of the stock or other securities and property that Holder would have been entitled to receive upon such exercise prior to such Reorganization Event, without the payment by Holder of any additional consideration, the stock or other securities or property which Holder would have been entitled to receive upon such Reorganization Event if, immediately prior to such Reorganization Event, Holder had completed such exercise of this Warrant, all subject to further adjustment as provided in this Warrant. If after such Reorganization Event, this Warrant is exercisable for securities of a corporation or entity other than the Company, then such corporation or entity shall duly execute and deliver to Holder a supplement hereto acknowledging such corporation’s or other entity’s obligations under this Warrant; and in each such case, the terms of this Warrant shall be applicable to the shares of stock or other securities or property receivable upon the exercise of this Warrant after the consummation of such Reorganization Event. In determining the kind and amount of stock, securities or the property receivable upon exercise of this Warrant following the consummation of such Reorganization Event, if the holders of Warrant Stock have the right to elect the kind or amount of consideration receivable upon consummation of such Reorganization Event, then (i) Holder shall have the right to make a similar election upon exercise of this Warrant with respect to the number of shares of stock or other securities or property which Holder will receive upon exercise of this Warrant or (ii) in the event Holder does not make such election within fifteen (15) calendar days upon notice, the consideration that Holder shall be entitled to receive upon exercise shall be deemed to be the types and amounts of consideration received by the majority of all holders of the shares of Warrant Stock that affirmatively make an election (or of all such holders if none make an election).

5.4Conversion of Stock. In case all (a) the authorized Warrant Stock is converted, pursuant to the Company’s Certificate of Incorporation, into other securities or property, or (b) the Warrant Stock otherwise ceases to exist or to be authorized by the Company’s Certificate of Incorporation (each, a “Stock Event”), then Holder, upon exercise of this Warrant at any time after such Stock Event, shall receive, in lieu of the number of Exercise Shares that would have been issuable upon exercise of this Warrant immediately prior to such

5

Stock Event, without the payment by Holder of any additional consideration, the stock and other securities and property that Holder would have been entitled to receive upon the Stock Event, if, immediately prior to such Stock Event, Holder had completed such exercise of this Warrant. In determining the kind and amount of stock, securities or the property receivable upon exercise of this Warrant following the consummation of such Stock Event, if the holders of Warrant Stock had the right to elect the kind or amount of consideration receivable upon consummation of such Stock Event, then (i) Holder shall have the right to make a similar election upon exercise of this Warrant with respect to the number of shares of stock or other securities or property which Holder will receive upon exercise of this Warrant or (ii) in the event Holder does not make such election within fifteen (15) calendar days upon notice, the consideration that Holder shall be entitled to receive upon exercise shall be deemed to be the types and amounts of consideration received by the majority of all holders of the shares of Warrant Stock that affirmatively made an election (or of all such holders if none make an election).

5.5Notice of Adjustments. In the event the Company shall propose to take any action of the type described in this Section 5 or Section 6 (for the avoidance of doubt, including any Change of Control) (but only if the action of the type described in this Section 5 or Section 6 would (whether or not at Holder’s election) result in an adjustment in the Warrant Price or the number of shares of Warrant Stock or a change in the type of securities or property to be delivered upon exercise of this Warrant), the Company shall give notice to Holder in accordance with Section 10.7, which notice shall specify the record date, if any, with respect to any such action and the approximate date on which such action is to take place. Such notice shall also set forth the facts with respect thereto as shall be reasonably necessary to indicate the effect on the Warrant Price and the number, kind or class of shares or other securities or property which shall be deliverable upon exercise of this Warrant. In the case of any action which would require the fixing of a record date, such notice shall be given at least five (5) Business Days prior to the date so fixed, and in the case of all other action, such notice shall be given at least ten (10) Business Days prior to the taking of such proposed action. If at any time the Company shall cancel any of such proposed action for which notice has been given prior to the consummation thereof, the Company shall give Holder prompt notice of such cancellation.

5.6No Change Necessary. The form of this Warrant need not be changed because of any adjustment in the Warrant Price or in the number or type of shares of Warrant Stock issuable upon its exercise.

5.7Reservation of Stock. If the number of shares of Warrant Stock or other securities issuable upon exercise of this Warrant that are authorized and unissued under the Company’s Certificate of Incorporation shall not be sufficient to effect the exercise of this Warrant in full, the Company will promptly take such corporate action as may, in the opinion of its counsel, be necessary to increase its authorized but unissued shares of Warrant Stock or other securities issuable upon exercise of this Warrant as shall be sufficient for such purpose.

6.ASSUMPTION OF OBLIGATIONS. In the event that Holder elects to exercise this Warrant in connection with a Change of Control pursuant to Section 4, then the Company shall not effectuate such Change of Control unless upon or prior to the consummation thereof the successor entity, or if the Company shall be the surviving entity in any such transaction and is not the issuer of the securities or property to be delivered to holders of Warrant Stock, then such issuer, shall assume by written instrument the obligation to deliver to Holder such amount of cash or number of shares of stock or other securities or other property that Holder shall be entitled to receive in accordance with the foregoing provisions.

7.REPRESENTATIONS; WARRANTIES AND CERTAIN AGREEMENTS OF THE COMPANY. The Company hereby represents and warrants to, and agrees with Holder, that, as of the date hereof:

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7.1Organization and Standing. The Company (a) is a corporation duly organized, validly existing, authorized to exercise all its corporate powers, rights, and privileges, and in good standing under the laws of the State of Delaware and (b) has the corporate power and corporate authority to own and operate its properties and to carry on its business as now conducted and as proposed to be conducted. The Company is qualified to transact business in each jurisdiction where the failure to so qualify would have a material adverse effect on its business.

7.2Authorization and Validity. All corporate action on the part of the Company, its officers, directors, and shareholders necessary for the authorization, execution, and delivery of this Warrant, the performance of all of the Company’s obligations hereunder and the authorization, issuance (or reservation for issuance), sale and delivery of the Exercise Shares has been taken. This Warrant constitutes a legally valid and binding obligation of the Company, enforceable against the Company in accordance with its terms except as may be limited by: (i) applicable bankruptcy, insolvency, reorganization or other laws of general application relating to or affecting the enforcement of creditors’ rights generally, and (ii) the effect of rules of law governing the availability of equitable remedies.

7.3Corporate Power. The Company has all requisite legal and corporate power and authority to execute and deliver this Warrant, to issue, sell and deliver the Exercise Shares and to carry out and perform its obligations under this Warrant.

7.4Validity of Securities. This Warrant is duly authorized and validly issued 7.4 (including without limitation, issued in compliance with applicable federal and state securities laws). The Exercise Shares issuable upon exercise of this Warrant have been duly authorized and validly reserved and, if issued, sold and delivered in accordance with the terms of this Warrant for the consideration provided herein, will be duly authorized and validly issued (including, without limitation, issued in compliance with all applicable federal and state securities laws), fully-paid, and nonassessable. The Company further covenants and agrees that the Company will, at all times from the date hereof until the Expiration Date, take such corporate or other requisite action as required in order to have authorized and reserved, free from preemptive rights, a sufficient number of shares of Warrant Stock to satisfy the exercise of this Warrant from time to time as these Warrants are presented for exercise in accordance with the terms hereof. This Warrant is, and the Exercise Shares issuable hereunder will be, free and clear of all liens, encumbrances and transfer restrictions other than any liens or encumbrances created by or imposed thereon by Holder; provided, however, that (a) this Warrant and the Exercise Shares shall be subject to restrictions on transfer under state and/or federal securities laws and (b) the Company makes no representations or warranties that this Warrant is, and the Exercise Shares will be, free from encumbrances or restrictions applicable as a result of Holder being a regulated entity, including under the Bank Holding Company Act of 1956, as amended (the “BHCA”). This Warrant and the Warrant Stock are not subject to any preemptive rights or rights of first refusal that have not previously been waived.

7.5Compliance with Law. Subject to the accuracy of the representations and warranties of Holder set forth in Section 8, the issuance of this Warrant and the Warrant Stock will be exempt from the registration requirements of Section 5 of the Securities Act of 1933, as amended (the “1933 Act”) and the qualification requirements, if any, of applicable state securities laws. The authorization, execution and delivery of this Warrant will not constitute or result in any default or breach of any term or provision of the Company’s current Constituent Documents, or any material agreement or instrument by which it is bound or to which its properties or assets are subject.

7.6No Impairment. The Company will not, by amendment of any of its Constituent Documents or through reorganization, consolidation, merger, dissolution, issue or

7

sale of securities, sale of assets or any other voluntary action, willfully avoid or seek to avoid the observance or performance of any of the material terms of this Warrant, but will, at all times in good faith, assist in the carrying out of all such material terms and in the taking of all such action as may be necessary or appropriate in order to protect the rights of Holder against wrongful impairment.

8.REPRESENTATIONS; WARRANTIES AND CERTAIN AGREEMENTS OF HOLDER. Holder hereby represents and warrants to, and agrees with, the Company, that, as of the date hereof:

8.1Purchase for Own Account. This Warrant and the Exercise Shares to be acquired by Holder hereunder will be acquired for investment for Holder’s own account, not as a nominee or agent, and not with a view to the public resale or distribution thereof within the meaning of the 1933 Act, and Holder has no present intention of selling, granting any participation in, or otherwise distributing the same.

8.2Accredited Investor Status. Holder is an “accredited investor” within the meaning of Regulation D promulgated under the 1933 Act.

8.3Restricted Securities. Holder understands that the Warrant and the Warrant Stock are characterized as “restricted securities” under the 1933 Act and Rule 144 of the U.S. Securities and Exchange Commission (the “SEC”) promulgated thereunder inasmuch as they are being acquired from the Company in a transaction not involving a public offering and that under the 1933 Act and applicable regulations thereunder such securities may be resold without registration under the 1933 Act only in certain limited circumstances.

8.4BHCA Control. Holder represents and warrants to the Company that the acceptance of this Warrant will not cause Holder, together with its Affiliates, to hold more than 4.99% of any class of voting securities of the Company.

8.5Further Limitations on Disposition. Without in any way limiting the representations set forth above, Holder further agrees not to make any disposition of all or any portion of the Securities unless and until: (a) there is then in effect a registration statement under the 1933 Act covering such proposed disposition and such disposition is made in accordance with such registration statement; or (b) (i) Holder shall have notified the Company of the proposed disposition and shall have furnished the Company with a statement of the circumstances surrounding the proposed disposition and (ii) upon request of the Company, Holder shall have furnished the Company, at the expense of Holder or its transferee, with an opinion of counsel, reasonably satisfactory to the Company, that such disposition will not require registration of such securities under the 1933 Act. Notwithstanding the provisions of clauses (a) and (b) above, no such registration statement or opinion of counsel shall be required: (i) for any transfer of the Securities in compliance with SEC Rule 144 or Rule 144A; (ii) for any transfer of Securities by Holder to any Affiliate (as that term is defined in Rule 405 promulgated under the 1933 Act) of Holder; or (iii) for any transfer of Securities by Holder that is a partnership, limited liability company or a corporation to (A) a partner of such partnership, a member of such limited liability company or stockholder of such corporation, (B) a controlled Affiliate of such partnership or corporation, (C) a retired partner of such partnership who retires after the date hereof or a retired member of such limited liability company who retires after the date hereof, or (D) the estate of any such partner, limited liability company or stockholder; provided that in each of the foregoing cases the transferee agrees in writing to be subject to the terms of this Section 8.5 to the same extent as if the transferee was the original Holder hereunder.

8.6Legends. Holder understands and agrees that the certificates evidencing the Warrant Stock may bear legends substantially similar to those set forth below in addition to

8

any other legend that may be required by applicable law, by the Company’s Certificate of Incorporation or Bylaws, or by any agreement between the Company and Holder:

(a)NEITHER THIS WARRANT NOR THE SECURITIES ISSUABLE NEITHER THIS WARRANT NOR THE SECURITIES ISSUABLE UPON EXERCISE OF THIS WARRANT HAVE BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED (THE “ACT”), OR UNDER ANY APPLICABLE STATE SECURITIES LAWS. THESE SECURITIES HAVE BEEN ACQUIRED FOR INVESTMENT AND NOT WITH A VIEW TO, OR IN CONNECTION WITH, THE SALE OR DISTRIBUTION THEREOF. NO SUCH SALE OR DISTRIBUTION MAY BE EFFECTED WITHOUT AN EFFECTIVE REGISTRATION STATEMENT RELATED THERETO OR AN OPINION OF COUNSEL THAT SUCH REGISTRATION IS NOT REQUIRED UNDER THE ACT OR APPLICABLE STATE SECURITIES LAWS. INVESTORS SHOULD BE AWARE THAT THEY MAY BE REQUIRED TO BEAR THE FINANCIAL RISKS OF THIS INVESTMENT FOR AN INDEFINITE PERIOD OF TIME.

(b)Any legend required by the laws of the State of California, including any legend required by the California Department of Corporations and Sections 417 and 418 of the California Corporations Code or any other state securities laws.

The legend set forth in clause (a) above shall be removed by the Company from any certificate evidencing the Warrant Stock upon delivery to the Company of an opinion of counsel, reasonably satisfactory to the Company, that a registration statement under the 1933 Act is at that time in effect with respect to the legended security or that such security can be freely transferred in a public sale (other than pursuant to Rule 144 or Rule 145 under the 1933 Act) without such a registration statement being in effect and that such transfer will not jeopardize the exemption or exemptions from registration pursuant to which the Company originally issued the Securities. No opinion shall be required for transactions under SEC Rule 144.

9.NO RIGHTS OR LIABILITIES AS STOCKHOLDER. This Warrant does not by itself entitle Holder to any voting rights or other rights as a stockholder of the Company. In the absence of affirmative action by Holder to purchase Warrant Stock by exercise of this Warrant, no provisions of this Warrant, and no enumeration herein of the rights or privileges of Holder, shall cause Holder to be a stockholder of the Company for any purpose. In addition, nothing contained in this Warrant shall be construed as imposing any liabilities on Holder to purchase any securities (upon exercise of this Warrant or otherwise) or as a holder of the shares of the Company, whether such liabilities are asserted by the Company or by creditors of the Company.

10.GENERAL PROVISIONS.

10.1Replacement of Warrant. On receipt of evidence reasonably satisfactory to the Company of the loss, theft, destruction or mutilation of this Warrant and, in the case of loss, theft or destruction, on delivery of an indemnity agreement reasonably satisfactory in form, substance and amount to the Company or, in the case of mutilation, on surrender of this Warrant to the Company for cancellation, the Company shall, within a reasonable time (and in any case, within twenty (20) calendar days), execute and deliver to Holder, in lieu of this Warrant, a new warrant of like tenor and amount.

10.2Attorneys’ Fees. In the event any party is required to engage the services of any attorneys for the purpose of enforcing this Warrant, or any provision thereof, the prevailing party shall be entitled to recover its reasonable expenses and costs in enforcing this Warrant, including attorneys’ fees.

9

10.3Transfer. Subject to the restrictions on transfer set forth herein and in the Warrant Agreement, this Warrant may be assigned, conveyed or transferred, in whole or in part, without the Company’s consent and without charge to Holder, upon surrender of this Warrant with a properly executed Assignment Form in the form attached as Exhibit 2 hereto (the “Assignment Form”); provided that this Warrant may not be assigned, without the prior written consent of the Company, to a Competitor of the Company, or an investor in such a Competitor, or an affiliate of either of the foregoing.As used in this Warrant, “Competitor” means any operating company that engages, directly or indirectly, in any of the following businesses: accounts payable automation, accounts receivable automation, cash management automation, document management tied to the transactions, closed loop payment processing, financial workflow management, spend management, debit or credit card issuance, card-related lending, and/or other expense management services, business bill payment or business-to-business payment network. The rights and obligations of the Company and Holder under this Warrant shall be binding upon and benefit their respective permitted successors, assigns, heirs, administrators and transferees.

10.4Governing Law. This Warrant shall be governed by and construed under the internal laws of the State of New York as applied to agreements among New York residents entered into and to be performed entirely within New York, without reference to principles of conflict of laws or choice of laws.

10.5Jurisdiction.The parties hereto agree that any suit, action or proceeding seeking to enforce any provision of, or based on any matter arising out of or in connection with, this Warrant or the transactions contemplated hereby shall be brought in the United States District Court for the Southern District of New York or any New York State court sitting in New York City, so long as one of such courts shall have subject matter jurisdiction over such suit, action or proceeding, and that any cause of action arising out of this Warrant shall be deemed to have arisen from a transaction of business in the State of New York, and each of the parties hereby irrevocably consents to the jurisdiction of such courts (and of the appropriate appellate courts therefrom) in any such suit, action or proceeding and irrevocably waives, to the fullest extent permitted by law, any objection that it may now or hereafter have to the laying of the venue of any such suit, action or proceeding in any such court or that any such suit, action or proceeding brought in any such court has been brought in an inconvenient forum. Process in any such suit, action or proceeding may be served on any party anywhere in the world, whether within or without the jurisdiction of any such court.

10.6Headings. The headings and captions used in this Warrant are used only for convenience and are not to be considered in construing or interpreting this Warrant. All references in this Warrant to Sections and Exhibits shall, unless otherwise provided, refer to sections hereof and exhibits attached hereto, all of which exhibits are incorporated herein by this reference.

10.7Notices. Any notice, request or other communication required or permitted hereunder shall be in writing and shall be deemed to have been duly given (i) on the day of delivery if personally delivered; (ii) one (1) Business Day following deposit with a nationally recognized express courier service (fees prepaid) with instructions to deliver no later than the following Business Day for deliveries within the United States; (iii) three (3) Business Days following deposit with an internationally recognized express courier service (fees prepaid) with instructions to deliver no later than three (3) Business Days later for deliveries across international borders; (iv) for deliveries inside the United States only, three (3) Business Days following deposit in the U.S. mail by registered or certified mail, return receipt requested, postage prepaid, as follows: (a) if to Holder, at Holder’s address as set forth on its signature page hereto; and (b) if to the Company, 6220 America Center Drive, Suite 100, San Jose, CA 95002; or (v) on the date of delivery if delivered through electronic mail with confirmation of receipt as

10

follows: (a) if to Holder, at the Holder’s electronic mail address as set forth on its signature page hereto; and (b) if to the Company, at: . Any party hereto (and such party’s permitted assigns) may by notice so given change its address for future notices hereunder. Notice shall conclusively be deemed to have been given when personally delivered or when deposited in the mail in the manner set forth above.

10.8Amendment; Waiver. This Warrant may be amended and provisions may be waived (either generally or in a particular instance and either retroactively or prospectively), only with the written consent of the Company and Holder. Any amendment or waiver effected in accordance with this Section 10.8 shall be binding upon Holder, each future holder of the Warrant and the Company.

10.9Listing. If at any time the Company’s Warrant Stock shall be listed on any national securities exchange or automated quotation system, the Company will use its commercially reasonable efforts to list, and keep listed, so long as the Warrant Stock shall be so listed on such exchange or automated quotation system, any Exercise Shares issuable upon exercise.

10.10Dissolution, Liquidation or Winding Up. If, prior to the Expiration Date, the Company (or any other person controlling the Company) shall propose a voluntary or involuntary dissolution, liquidation, or winding up of the affairs of the Company, the Company shall give written notice thereof to Holder at least ten (10) calendar days’ advance written notice. If Holder has not elected to exercise this Warrant pursuant to Section 2, Holder shall receive the securities, cash or other property which Holder would have been entitled to receive had Holder been the holder of record of Exercise Shares into which this Warrant were exercisable immediately prior to such dissolution, liquidation or winding up (net of the then applicable Warrant Price) and the rights to exercise this Warrant shall terminate on the date specified in such notice as the date on which the holders of record of the shares of the Warrant Stock shall be entitled to exchange their shares of the Warrant Stock for securities, cash or other property deliverable upon such dissolution, liquidation or winding up, as the case may be.

10.11Severability. If one or more provisions of this Warrant are held to be unenforceable under applicable law, then such provision(s) shall be excluded from this Warrant to the extent they are unenforceable and the remainder of this Warrant shall be interpreted as if such provision(s) were so excluded and shall be enforceable in accordance with its terms.

10.12Termination. This Warrant may be terminated anytime by Holder at its election effective immediately upon written notice to the Company.

10.13Confidentiality. Holder agrees that any confidential information provided to or learned by it in connection with its rights under this Warrant shall be subject to the provisions set forth in Section 10 of the Master Agreement. It is understood and agreed that nothing in this Warrant prevents Holder from making available to its bank regulators any confidential information that may be in its possession in the course of the regular bank supervision and examination process and subject to the confidentiality protections afforded thereto under applicable law. The Company will treat confidential information disclosed to it by Holder, except such information that (i) was in the public domain prior to the time it was furnished to such recipient, (ii) is or becomes (through no willful or improper action or inaction by the Company) generally available to the public, (iii) was in its possession or known by the Company (as evidenced by written records) without restriction prior to receipt from Holder, (iv) was rightfully disclosed to such recipient by a third party without restriction or (v) was independently developed (as evidenced by written records) without any use of Holder’s confidential information, as confidential and shall disclose the foregoing only to its directors, officers, employees, attorneys, service providers, agents, underwriters and consultants or other

11

representatives as reasonably required in connection herewith and the transactions hereby (the “Confidential Information”) (and shall direct such recipients to keep such information confidential), giving it the same care as its own confidential information, and shall make no use of any such Confidential Information except in connection with its rights under any agreement between the Company and Holder or any of its affiliates, and except that the Company may disclose such Confidential Information as required by applicable law, regulation or listing with a stock exchange or other self-regulatory organization; provided, however, that the Company will provide to Holder written notice of such requirement (to the extent permissible under law) as soon as practicable after learning of it.

10.14Entire Agreement. This Warrant and the documents referred to herein, together with all the exhibits and schedules hereto and thereto, constitute the entire agreement and understanding of the parties with respect to the subject matter hereof and supersedes any and all prior negotiations, correspondence, warrants, agreements, understandings duties or obligations between the parties with respect to the subject matter hereof.

10.15Counterparts. This Warrant may be executed and delivered by electronic or facsimile signature (including without limitation transmission by .PDF or other fixed image form or any electronic signature complying with U.S. Federal E-Sign Act of 2000 (e.g. www.docusign.com or www.echosign.adobe.com) and in two or more counterparts, each of which shall be deemed an original, but all of which together shall constitute one and the same instrument.

[Signature Page Follows]

12

IN WITNESS WHEREOF, the parties hereto have executed this Warrant to Purchase Common Stock as of the date first written above.

THE COMPANY:

BILL HOLDINGS, INC.

By:

Name:

Title:

AGREED AND ACKNOWLEDGED:

HOLDER:

JPMC STRATEGIC INVESTMENTS I CORPORATION

By:

Name:

Title:

Address:

Email:

[Signature Page to Warrant to Purchase Common Stock of bill holdings, inc.]

EXHIBIT 1
FORM OF SUBSCRIPTION
(To be completed and signed only upon exercise of Warrant)

To: BILL Holdings, Inc.(the“Company”)

We refer to that certain Warrant to Purchase Common Stock of the Company issued on ___________ ___, _____ (the “Warrant”).

Select one of the following two alternatives:

Cash Exercise. On the terms and conditions set forth in the Warrant, the undersigned Holder hereby elects to purchase shares of the CommonStock of BILL Holdings, Inc., pursuant to the terms of the attached Warrant, and tenders herewith payment of the purchase price for such shares in full. This exercise IS IS NOT conditioned upon the completion of the Change in Control that has been described in a Transaction Notice, dated ____________________, delivered by the Company to Holder pursuant to Section 4 of the Warrant.

Net Exercise Election. On the terms and conditions set forth in the Warrant, the undersigned Holder elects to convert the Warrant into shares of Warrant Stock by net exercise election pursuant to Section 2.6 of the Warrant. This conversion is exercised with respect to shares of the CommonStock of BILL Holdings, Inc., covered by the Warrant (calculated before giving effect to the net exercise of the Warrant). This exercise IS IS NOT conditioned upon the completion of the Change in Control that has been described in a Transaction Notice, dated ____________________, delivered by the Company to Holder pursuant to Section 4 of the Warrant.

In exercising the Warrant, the undersigned Holder hereby confirms and acknowledges that the representations set forth in the Warrant as they apply to the undersigned Holder are true and complete as of this date. Please issue a certificate or certificates representing such shares of Warrant Stock in Holder’s name and deliver such certificate(s) to Holder at the address set forth below:

(Name)

(Address)

(City, State, Zip Code)

(Federal Tax Identification Number)

WHEREFORE, the undersigned Holder has executed and delivered the Warrant and this Subscription Form as of the date set forth below.

HOLDER:

JPMC STRATEGIC INVESTMENTS I CORPORATION

By:

Name:

Title:

Exhibit 2
FORM OF ASSIGNMENT

(To assign the foregoing Warrant, execute this form
and supply required information.
Do not use this form to purchase shares.)

FOR VALUE RECEIVED, the foregoing Warrant and all rights evidenced thereby are hereby assigned to

Name:     ______________________________________________________________
    (Please Print)

Address:    ______________________________________________________________
    (Please Print)

Dated: __________, 20__

Holder’s
Signature:     ______________________________________________

Holder’s
Address:     ______________________________________________

EX-31.1

Exhibit 31.1

CERTIFICATION PURSUANT TO

RULE 13a-14(a) OR 15d-14(a) OF THE SECURITIES EXCHANGE ACT OF 1934,

AS ADOPTED PURSUANT TO SECTION 302 OF THE SARBANES-OXLEY ACT OF 2002

I, René Lacerte, certify that:

1.I have reviewed this Quarterly Report on Form 10-Q of BILL Holdings, Inc.;

2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

a.designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this report is being prepared;

b.designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles

c.evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

d.disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting.

5.The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):

a.all significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting, which are reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

b.any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial reporting.

Date: February 8, 2024

BILL Holdings, Inc.

/s/ René Lacerte

René Lacerte

Chief Executive Officer

(Principal Executive Officer)

EX-31.2

Exhibit 31.2

CERTIFICATION PURSUANT TO

RULE 13a-14(a) OR 15d-14(a) OF THE SECURITIES EXCHANGE ACT OF 1934,

AS ADOPTED PURSUANT TO SECTION 302 OF THE SARBANES-OXLEY ACT OF 2002

I, John Rettig, certify that:

1.I have reviewed this Quarterly Report on Form 10-Q of BILL Holdings, Inc.;

2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

4.The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

a.designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in which this report is being prepared;

b.designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally accepted accounting principles;

c.evaluated the effectiveness of the registrant’s disclosure controls and procedures and presented in this report our conclusions about the effectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

d.disclosed in this report any change in the registrant’s internal control over financial reporting that occurred during the registrant’s most recent fiscal quarter (the registrant’s fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant’s internal control over financial reporting.

5.The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant’s auditors and the audit committee of the registrant’s board of directors (or persons performing the equivalent functions):

a.all significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting, which are reasonably likely to adversely affect the registrant’s ability to record, process, summarize and report financial information; and

b.any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant’s internal control over financial reporting.

Date: February 8, 2024

BILL Holdings, Inc.

/s/ John Rettig

John Rettig

President and Chief Financial Officer

(Principal Financial Officer)

EX-32.1

Exhibit 32.1

CERTIFICATION PURSUANT TO

18 U.S.C. SECTION 1350, AS ADOPTED PURSUANT TO

SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

I, René Lacerte, Chief Executive Officer of BILL Holdings, Inc. (the “Company”), do hereby certify, pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that to the best of my knowledge:

1.The Quarterly Report on Form 10-Q of the Company for the fiscal quarter ended December 31, 2023 (the “Report”) fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934, as amended; and

2.The information contained in the Report fairly presents, in all material respects, the financial condition, and results of operations of the Company.

Date: February 8, 2024

BILL Holdings, Inc.

/s/ René Lacerte

René Lacerte

Chief Executive Officer

(Principal Executive Officer)

EX-32.2

Exhibit 32.2

CERTIFICATION PURSUANT TO

18 U.S.C. SECTION 1350, AS ADOPTED PURSUANT TO

SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

I, John Rettig, President and Chief Financial Officer of BILL Holdings, Inc. (the Company”), do hereby certify, pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that to the best of my knowledge:

1.The Quarterly Report on Form 10-Q of the Company for the fiscal quarter ended December 31, 2023 (the "Report”) fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934, as amended; and

2.The information contained in the Report fairly presents, in all material respects, the financial condition, and results of operations of the Company.

Date: February 8, 2024

BILL Holdings, Inc.

/s/ John Rettig

John Rettig

President and Chief Financial Officer

(Principal Financial Officer)

XML

Document and Entity Information - shares	6 Months Ended
	Dec. 31, 2023	Feb. 01, 2024
Cover [Abstract]
Document Type	10-Q
Document Quarterly Report	true
Document Period End Date	Dec. 31, 2023
Document Transition Report	false
Entity File Number	001-39149
Entity Registrant Name	BILL HOLDINGS, INC.
Entity Incorporation, State or Country Code	DE
Entity Tax Identification Number	83-2661725
Entity Address, Address Line One	6220 America Center Drive, Suite 100
Entity Address, City or Town	San Jose
Entity Address, State or Province	CA
Entity Address, Postal Zip Code	95002
City Area Code	650
Local Phone Number	621-7700
Title of 12(b) Security	Common Stock, $0.00001 par value
Trading Symbol	BILL
Security Exchange Name	NYSE
Entity Current Reporting Status	Yes
Entity Interactive Data Current	Yes
Entity Filer Category	Large Accelerated Filer
Entity Small Business	false
Entity Emerging Growth Company	false
Entity Shell Company	false
Entity Common Stock, Shares Outstanding		105,134,877
Entity Central Index Key	0001786352
Current Fiscal Year End Date	--06-30
Document Fiscal Year Focus	2024
Document Fiscal Period Focus	Q2
Amendment Flag	false

XML

CONDENSED CONSOLIDATED BALANCE SHEETS - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Current assets:
Cash and cash equivalents	$ 1,579,633	$ 1,617,151
Short-term investments	972,621	1,043,110
Accounts receivable, net	26,652	28,233
Acquired card receivables, net of allowances of $21,509 and $15,498 as of December 31, 2023 and June 30, 2023, respectively	516,980	458,650
Prepaid expenses and other current assets	204,726	170,111
Funds held for customers	3,655,435	3,355,909
Total current assets	6,956,047	6,673,164
Non-current assets:
Operating lease right-of-use assets, net	63,505	68,988
Property and equipment, net	86,577	81,564
Intangible assets, net	320,985	361,427
Goodwill	2,396,509	2,396,509
Other assets	48,788	54,366
Total assets	9,872,411	9,636,018
Current liabilities:
Accounts payable	8,772	8,519
Accrued compensation and benefits	33,228	32,901
Deferred revenue	17,327	26,328
Other accruals and current liabilities	268,409	194,733
Borrowings from credit facilities, net	135,021	135,046
Customer fund deposits	3,655,435	3,355,909
Total current liabilities	4,118,192	3,753,436
Non-current liabilities:
Deferred revenue	4,174	410
Operating lease liabilities	67,725	72,477
Convertible senior notes, net	1,708,208	1,704,782
Other long-term liabilities	22,267	18,944
Total liabilities	5,920,566	5,550,049
Commitments and contingencies
Stockholders' equity:
Common stock	2	2
Additional paid-in capital	5,088,799	4,946,623
Accumulated other comprehensive income (loss)	237	(4,488)
Accumulated deficit	(1,137,193)	(856,168)
Total stockholders' equity	3,951,845	4,085,969
Total liabilities and stockholders' equity	$ 9,872,411	$ 9,636,018

XML

CONDENSED CONSOLIDATED BALANCE SHEETS (Parentheticals) - USD ($) $ in Thousands	Dec. 31, 2023	Sep. 30, 2023	Jun. 30, 2023	Dec. 31, 2022	Sep. 30, 2022	Jun. 30, 2022
Statement of Financial Position [Abstract]
Acquired card receivables, allowances	$ (21,509)	$ (18,513)	$ (15,498)	$ (11,948)	$ (7,541)	$ (5,414)

XML

CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS - USD ($) shares in Thousands, $ in Thousands		3 Months Ended		6 Months Ended
		Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Revenue		$ 318,495	$ 260,006	$ 623,480	$ 489,930
Cost of revenue
Service costs		47,239	36,965	92,143	71,786
Depreciation and amortization of intangible assets	[1]	11,138	10,502	22,260	20,789
Total cost of revenue		58,377	47,467	114,403	92,575
Gross profit		260,118	212,539	509,077	397,355
Operating expenses
Research and development		86,489	78,910	175,552	154,030
Sales and marketing		118,305	164,683	236,704	283,308
General and administrative		85,583	69,381	170,909	136,119
Depreciation and amortization of intangible assets	[1]	12,324	12,028	25,141	24,055
Restructuring		25,091	0	25,091	0
Total operating expenses		327,792	325,002	633,397	597,512
Loss from operations		(67,674)	(112,463)	(124,320)	(200,157)
Other income, net		28,919	17,022	58,227	22,970
Loss before provision for (benefit from) income taxes		(38,755)	(95,441)	(66,093)	(177,187)
Provision for (benefit from) income taxes		1,666	(365)	2,189	(471)
Net loss		$ (40,421)	$ (95,076)	$ (68,282)	$ (176,716)
Net loss per share attributable to common stockholders:
Net loss per share, basic (dollars per share)		$ (0.38)	$ (0.90)	$ (0.64)	$ (1.68)
Net loss per share, diluted (dollars per share)		$ (0.38)	$ (0.90)	$ (0.64)	$ (1.68)
Weighted-average number of common shares used to compute net loss per share attributable to common stockholders:
Weighted-average number of shares outstanding, basic (in shares)		105,914	105,906	106,350	105,494
Weighted-average number of shares outstanding, diluted (in shares)		105,914	105,906	106,350	105,494
Subscription and transaction fees
Revenue		$ 274,992	$ 231,095	$ 540,134	$ 445,706
Interest on funds held for customers
Revenue		$ 43,503	$ 28,911	$ 83,346	$ 44,224

[1] (1) Depreciation expense does not include amortization of capitalized internal-use software costs paid in cash.

XML

CONDENSED CONSOLIDATED STATEMENTS OF COMPREHENSIVE LOSS - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Statement of Comprehensive Income [Abstract]
Net loss	$ (40,421)	$ (95,076)	$ (68,282)	$ (176,716)
Other comprehensive income:
Net unrealized gain on investments in available-for-sale securities	4,050	4,126	4,725	3,856
Comprehensive loss	$ (36,371)	$ (90,950)	$ (63,557)	$ (172,860)

XML

CONDENSED CONSOLIDATED STATEMENTS OF STOCKHOLDERS' EQUITY - USD ($) shares in Thousands, $ in Thousands	Total	Common stock	Additional paid-in capital	Accumulated other comprehensive income (loss)	Accumulated deficit
Beginning balance (in shares) at Jun. 30, 2022		104,731
Beginning balance at Jun. 30, 2022	$ 4,043,694	$ 2	$ 4,598,737	$ (10,217)	$ (544,828)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Issuance of common stock upon exercise of stock options and release of restricted stock units (in shares)		835
Issuance of common stock upon exercise of stock options and release of restricted stock units	3,901		3,901
Issuance of common stock under the employee stock purchase plan (in shares)		67
Issuance of common stock under the employee stock purchase plan	8,494		8,494
Stock-based compensation	73,352		73,352
Other comprehensive income (loss)	(270)			(270)
Net loss	(81,640)				(81,640)
Ending balance (in shares) at Sep. 30, 2022		105,633
Ending balance at Sep. 30, 2022	4,047,531	$ 2	4,684,484	(10,487)	(626,468)
Beginning balance (in shares) at Jun. 30, 2022		104,731
Beginning balance at Jun. 30, 2022	4,043,694	$ 2	4,598,737	(10,217)	(544,828)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Net loss	(176,716)
Ending balance (in shares) at Dec. 31, 2022		106,336
Ending balance at Dec. 31, 2022	4,083,877	$ 2	4,811,780	(6,361)	(721,544)
Beginning balance (in shares) at Sep. 30, 2022		105,633
Beginning balance at Sep. 30, 2022	4,047,531	$ 2	4,684,484	(10,487)	(626,468)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Issuance of common stock upon exercise of stock options and release of restricted stock units (in shares)		663
Issuance of common stock upon exercise of stock options and release of restricted stock units	4,316		4,316
Issuance of common stock as consideration for an acquisition (in shares)		40
Issuance of common stock as consideration for an acquisition	3,376		3,376
Stock-based compensation	119,604		119,604
Other comprehensive income (loss)	4,126			4,126
Net loss	(95,076)				(95,076)
Ending balance (in shares) at Dec. 31, 2022		106,336
Ending balance at Dec. 31, 2022	4,083,877	$ 2	4,811,780	(6,361)	(721,544)
Beginning balance (in shares) at Jun. 30, 2023		106,550
Beginning balance at Jun. 30, 2023	4,085,969	$ 2	4,946,623	(4,488)	(856,168)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Issuance of common stock upon exercise of stock options and release of restricted stock units (in shares)		634
Issuance of common stock upon exercise of stock options and release of restricted stock units	2,946		2,946
Issuance of common stock under the employee stock purchase plan (in shares)		91
Issuance of common stock under the employee stock purchase plan	7,846		7,846
Repurchase and retirement of common stock (in shares)		(160)
Repurchase and retirement of common stock	(16,068)				(16,068)
Stock-based compensation	64,606		64,606
Other comprehensive income (loss)	675			675
Net loss	(27,861)				(27,861)
Ending balance (in shares) at Sep. 30, 2023		107,115
Ending balance at Sep. 30, 2023	4,118,113	$ 2	5,022,021	(3,813)	(900,097)
Beginning balance (in shares) at Jun. 30, 2023		106,550
Beginning balance at Jun. 30, 2023	4,085,969	$ 2	4,946,623	(4,488)	(856,168)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Net loss	(68,282)
Ending balance (in shares) at Dec. 31, 2023		105,081
Ending balance at Dec. 31, 2023	3,951,845	$ 2	5,088,799	237	(1,137,193)
Beginning balance (in shares) at Sep. 30, 2023		107,115
Beginning balance at Sep. 30, 2023	4,118,113	$ 2	5,022,021	(3,813)	(900,097)
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Issuance of common stock upon exercise of stock options and release of restricted stock units (in shares)		689
Issuance of common stock upon exercise of stock options and release of restricted stock units	2,106		2,106
Repurchase and retirement of common stock (in shares)		(2,723)
Repurchase and retirement of common stock	(196,675)				(196,675)
Stock-based compensation	64,672		64,672
Other comprehensive income (loss)	4,050			4,050
Net loss	(40,421)				(40,421)
Ending balance (in shares) at Dec. 31, 2023		105,081
Ending balance at Dec. 31, 2023	$ 3,951,845	$ 2	$ 5,088,799	$ 237	$ (1,137,193)

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CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS - USD ($) $ in Thousands	6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022
Cash flows from operating activities:
Net loss	$ (68,282)	$ (176,716)
Adjustments to reconcile net loss to net cash provided by operating activities:
Stock-based compensation	130,647	191,925
Amortization of intangible assets	40,443	39,763
Depreciation of property and equipment	6,958	5,081
Amortization of capitalized internal-use software costs	3,739	1,901
Amortization of debt issuance costs, net of accretion of debt premium	3,523	3,483
Amortization of premium (accretion of discount) on investments in marketable debt securities	(24,171)	(10,401)
Provision for losses on acquired card receivables and other financial assets	28,689	15,042
Non-cash operating lease expense	4,552	4,718
Deferred income taxes	(116)	(826)
Other	(2,615)	516
Changes in assets and liabilities:
Accounts receivable	390	(7,052)
Prepaid expenses and other current assets	(151)	(4,623)
Other assets	(1,240)	(1,880)
Accounts payable	233	3,511
Other accruals and current liabilities	20,944	15,408
Operating lease liabilities	(4,917)	(4,794)
Other long-term liabilities	(47)	35
Deferred revenue	(5,237)	(1,709)
Net cash provided by operating activities	133,342	73,382
Cash flows from investing activities:
Cash paid for acquisition, net of acquired cash and cash equivalents	0	(28,902)
Purchases of corporate and customer fund short-term investments	(990,240)	(1,641,193)
Proceeds from maturities of corporate and customer fund short-term investments	1,281,505	1,683,413
Proceeds from sale of corporate and customer fund short-term investments	0	5,088
Purchases of loans held for investment	(110,113)	0
Principal repayments of loans held for investment	94,300	0
Acquired card receivables, net	(12,342)	(102,353)
Purchases of property and equipment	(755)	(3,161)
Capitalization of internal-use software costs	(10,762)	(10,510)
Proceeds from beneficial interest	0	2,080
Other	0	1,000
Net cash provided by (used in) investing activities	251,593	(94,538)
Cash flows from financing activities:
Customer fund deposits liability and other	299,770	325,846
Prepaid card deposits	(16,484)	6,815
Repurchase of common stock	(211,902)	0
Proceeds from line of credit borrowings	0	37,500
Proceeds from exercise of stock options	5,052	8,217
Proceeds from issuance of common stock under the employee stock purchase plan	7,846	8,494
Contingent consideration payout	(5,471)	0
Net cash provided by financing activities	78,811	386,872
Effect of exchange rate changes on cash, cash equivalents, restricted cash and restricted cash equivalents	(7)	182
Net increase in cash, cash equivalents, restricted cash, and restricted cash equivalents	463,739	365,898
Cash, cash equivalents, restricted cash, and restricted cash equivalents, beginning of period	4,224,841	3,542,715
Cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period	4,688,580	3,908,613
Reconciliation of cash, cash equivalents, restricted cash, and restricted cash equivalents within the condensed consolidated balance sheets to the amounts shown in the condensed consolidated statements of cash flows above:
Cash and cash equivalents	1,579,633	1,616,758
Restricted cash included in other current assets	103,462	103,809
Restricted cash included in other assets	7,116	6,724
Restricted cash and restricted cash equivalents included in funds held for customers	2,998,369	2,181,322
Total cash, cash equivalents, restricted cash, and restricted cash equivalents, end of period	$ 4,688,580	$ 3,908,613

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The Company and Its Significant Accounting Policies

6 Months Ended

Dec. 31, 2023

Accounting Policies [Abstract]

The Company and Its Significant Accounting Policies

THE COMPANY AND ITS SIGNIFICANT ACCOUNTING POLICIES

Bill.com, Inc. was incorporated in the State of Delaware in April 2006. Bill.com Holdings, Inc. was incorporated in the State of Delaware in August 2018 (and renamed BILL Holdings, Inc. in February 2023). In November 2018, Bill.com, Inc. consummated a reorganization with BILL Holdings, Inc., resulting in the latter becoming the parent entity of Bill.com, Inc. BILL Holdings, Inc. and its wholly-owned subsidiaries are collectively referred to as the “Company”.

The Company is a provider of software-as-a-service, cloud-based payments, and spend and expense management products, which allow users to automate accounts payable and accounts receivable transactions, enable businesses to easily connect with their suppliers and/or customers to do business, eliminate expense reports, manage cash flows, and improve back-office efficiency.

Basis of Presentation and Principles of Consolidation

The accompanying unaudited condensed consolidated financial statements include the accounts of the Company and were prepared in conformity with U.S. generally accepted accounting principles (GAAP) and applicable rules and regulations of the Securities and Exchange Commission (SEC) regarding interim financial reporting. The unaudited condensed consolidated financial statements have been prepared on the same basis as the annual consolidated financial statements and reflect all normal and recurring adjustments that are, in the opinion of management, necessary to state fairly the Company’s financial position, results of operations, comprehensive loss, changes in stockholders’ equity, and cash flows for the periods presented. The results of operations for the three and six months ended December 31, 2023 are not necessarily indicative of the results to be expected for the fiscal year ending June 30, 2024 or for any other future annual or interim period. The unaudited condensed consolidated balance sheet as of June 30, 2023 included herein was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by GAAP on an annual reporting basis. All intercompany accounts and transactions have been eliminated.

These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and notes included in the Company’s Annual Report on Form 10-K for the fiscal year ended June 30, 2023 (2023 10-K).

Segment Reporting

The Company operates as one operating segment because its chief operating decision maker, who is the Chief Executive Officer, reviews its financial information on a consolidated basis for purposes of making decisions regarding allocating resources and assessing performance. The Company's long-lived assets are mainly located in the United States (U.S.) and revenue is mainly generated in the U.S. Long-lived assets outside the U.S. are not material as of December 31, 2023 and June 30, 2023. Total revenue from external customers outside of the U.S. was approximately 3% of consolidated total revenue during each of the three and six months ended December 31, 2023 and 2022.

Reclassification

Certain accounts in the prior period condensed consolidated statements of cash flows were reclassified to conform with the current year presentation.

Use of Estimates

The preparation of condensed consolidated financial statements in conformity with GAAP requires management to make various estimates and assumptions that affect the amounts reported and disclosed in the condensed consolidated financial statements and the accompanying notes. Management regularly assesses these estimates, including, but not limited to useful lives of long-lived assets; capitalization of internal-use software costs; incremental borrowing rates for right-of-use operating lease assets and operating lease

liabilities; the estimate of losses on accounts receivable, acquired card receivables and other financial assets; accrual for rewards; variable consideration used in revenue recognition for certain contracts; benefit periods used to amortize deferred costs; reserve for losses on funds held for customers; inputs used to value certain stock-based compensation awards; and valuation of deferred tax assets. The Company evaluates these estimates and assumptions and adjusts them accordingly. Actual results could differ from those estimates, and such differences may be material to the condensed consolidated financial statements.

Cash, Cash Equivalents, Restricted Cash and Restricted Cash Equivalents

Cash and cash equivalents consist of cash in banks, highly liquid investments with maturities of three months or less at the time of purchase.

Restricted cash consists of (i) amounts restricted under deposit account control agreements, (ii) minimum cash balances that are required to be maintained by certain banks, (iii) cash collateral required by the Company’s lessors to satisfy letter of credit requirements under its lease agreements, (iv) cash collateral required by a bank in connection with the Company’s money transmission activities, and (v) cash in bank and cash deposits held by payment processing companies included in funds held for customers.

Restricted cash equivalents consist of highly liquid investments with maturities of three months or less at the time of purchase that are included in funds held for customers.

Except for the restricted cash included in funds held for customers, the current and non-current portion of the restricted cash is included in prepaid expenses and other current assets and in other assets, respectively, in the accompanying condensed consolidated balance sheets.

Concentrations of Credit Risk

Financial instruments that potentially subject the Company to concentrations of credit risk consist principally of cash, cash equivalents, restricted cash, restricted cash equivalents, short-term investments, accounts receivable, and acquired card receivables (collectively referred to as Financial Assets). The Company maintains its cash, cash equivalents, restricted cash, restricted cash equivalents and short-term investments with large multinational financial institutions that may at times exceed federally insured limits. In connection with recent instability in the U.S. banking system, the Company's management has taken incremental precautions to safeguard its assets and evaluate the nature and extent of its financial partnerships. Management believes that the financial institutions with which the Company does business are financially sound with minimal credit risk. Management further believes the associated risk of concentration for the Company’s investments is mitigated by holding a diversified portfolio of highly rated investments consisting of money market funds and short-term debt securities.

The Company performs credit evaluations to verify the credit quality of its financial assets and determine any at-risk receivables. An allowance for expected credit losses on Financial Assets is recognized. As of December 31, 2023 and June 30, 2023, the allowance for expected credit losses related to accounts receivable and acquired card receivables totaled approximately $21.7 million and $15.9 million, respectively. These amounts do not include the immaterial allowance for expected credit losses on the purchase of card receivables that have been authorized but not cleared at the end of the periods.

There were no customers that exceeded 10% of the Company’s total revenue during the three and six months ended December 31, 2023 and 2022.

Foreign Currency

The functional currency of the Company's foreign subsidiaries is the U.S. dollar, which is the Company's reporting currency. Gains and losses from the remeasurement of transactions denominated in foreign currencies other than the functional currency of the foreign subsidiaries are included in other income, net in the accompanying condensed consolidated statements of operations

Significant Accounting Policies

There have been no changes to the Company’s significant accounting policies described in the 2023 10-K, except as noted below:

Restructuring

The Company records a liability for involuntary employee termination benefits when management has committed to a plan that establishes the terms of the arrangement and that plan has been communicated to employees. Costs to terminate a contract before the end of the term are recognized on the termination date, and costs that will continue to be incurred in a contract for the remaining term without economic benefit are recognized as of the cease-use date.

New Accounting Pronouncements Not Yet Adopted

In November 2023, the Financial Accounting Standards Board (FASB) issued Accounting Standards Update (ASU) 2023-07, Reportable Segments (Topic 280): Improvements to Reportable Segment Disclosures, which expands annual and interim disclosure requirements for reportable segments, primarily through enhanced disclosures about significant segment expenses, including public entities with a single operating or reportable segment. The updated standard is effective for our annual periods beginning in fiscal 2025 and interim periods beginning in the first quarter of fiscal 2026. Early adoption is permitted. This ASU will result in the required additional disclosures being included in our consolidated financial statements retrospectively to all periods presented, once adopted.

In December 2023, the FASB issued ASU 2023-09, Income Taxes (Topic 740): Improvements to Income Tax Disclosures, which expands disclosures in an entity’s income tax rate reconciliation table and regarding cash taxes paid both in the U.S. and foreign jurisdictions. The updated standard will be effective for annual periods beginning in fiscal 2026. This ASU will result in the required additional disclosures being included in our consolidated financial statements, once adopted.

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Revenue

6 Months Ended

Dec. 31, 2023

Revenue from Contract with Customer [Abstract]

Revenue

REVENUE

The Company generates revenue primarily from subscription and transaction fees. The table below shows the Company’s revenue from subscription and transaction fees, which are disaggregated by sales channel, and revenue from interest on funds held for customers (in thousands).

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Small-to-midsize businesses, accounting firms, spending businesses and other	$	269,845	$	220,406	$	530,049	$	425,227
Financial institutions	5,147		10,689		10,085		20,479
Total subscription and transaction fees	274,992		231,095		540,134		445,706
Interest on funds held for customers	43,503		28,911		83,346		44,224
Total revenue	$	318,495	$	260,006	$	623,480	$	489,930

Deferred revenue

Fees from customers with which the Company has annual or multi-year contracts are generally billed in advance. These fees are initially recorded as deferred revenue and subsequently recognized as revenue as the performance obligation is satisfied. During the three and six months ended December 31, 2023, the Company recognized $6.5 million and $16.7 million of revenue, respectively, that was included in the deferred revenue balance as of June 30, 2023.

Remaining performance obligations

The Company has performance obligations associated with commitments in customer contracts for future services that have not yet been recognized as revenue. As of December 31, 2023, the aggregate amount of transaction price allocated to performance obligations that are unsatisfied (or partially unsatisfied), including deferred revenue, was approximately $110.0 million. Of the total remaining performance obligations, the Company expects to recognize approximately 84% within two years and 16% over the next three to five years. The Company determines remaining performance obligations at a point in time based on contracts with customers. The Company evaluates its customer relationships on an ongoing basis, and may selectively renegotiate certain terms of its agreements with financial institutions, accounting firms and SMBs. The Company is currently in discussions with a customer to potentially amend the existing contract. This customer represented approximately 44% of the total remaining performance obligation amount as of December 31, 2023. Accordingly, this amount is subject to change resulting from the potential amendment. There were no subsequent events that would materially impact the amount of the remaining performance obligations as of December 31, 2023. However, actual amounts and timing of revenue recognized may differ due to subsequent contract modifications, renewals, and/or terminations.

Unbilled revenue

Unbilled revenue consists of revenue recognized that has not been billed to the customers yet. The unbilled revenue amounted to $16.5 million and $14.0 million as of December 31, 2023 and June 30, 2023, respectively, and is included in accounts receivable, net in the accompanying condensed consolidated balance sheets.

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Fair Value Measurement

6 Months Ended

Dec. 31, 2023

Fair Value Disclosures [Abstract]

Fair Value Measurement

FAIR VALUE MEASUREMENT

The Company measures and reports its cash equivalents, short-term investments, funds held for customers that are invested in money market funds and marketable debt securities, and contingent consideration at fair value. Fair value is defined as the exchange price that would be received for an asset or an exit price paid to transfer a liability in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Valuation techniques used to measure fair value must maximize the use of observable inputs and minimize the use of unobservable inputs.

The fair value hierarchy defines a three-level valuation hierarchy for disclosure of fair value measurements as follows:

Level 1 — Inputs are unadjusted quoted prices in active markets for identical assets or liabilities.

Level 2 — Inputs other than quoted prices included within Level 1 that are observable, unadjusted quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the related assets or liabilities.

Level 3 — Unobservable inputs that are supported by little or no market activity for the related assets or liabilities and typically reflect management’s estimate of assumptions that market participants would use in pricing the assets or liabilities.

In determining fair value, the Company utilizes quoted market prices, or valuation techniques that maximize the use of observable inputs and minimize the use of unobservable inputs to the extent possible, and also considers counterparty credit risk in its assessment of fair value.

The following tables set forth the fair value of assets and liabilities that were measured at fair value on a recurring basis based on the three-tier fair value hierarchy as of the dates presented (in thousands):

	December 31, 2023
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents:
Money market funds	$	993,163	$	—	$	—	$	993,163
Corporate bonds	—		41,644		—		41,644
Certificates of deposit	—		2,097		—		2,097
U.S. agency securities	—		4,965		—		4,965
	993,163		48,706		—		1,041,869
Short-term investments:
Corporate bonds	—		424,434		—		424,434
U.S. treasury securities	—		372,197		—		372,197
Asset-backed securities	—		71,724		—		71,724
Certificates of deposit	—		58,811		—		58,811
U.S. agency securities	—		45,455		—		45,455
	—		972,621		—		972,621
Funds held for customers:
Restricted cash equivalents:
Money market funds	1,449,575		—		—		1,449,575
Corporate bonds	—		283,988		—		283,988
U.S. treasury securities	—		139,414		—		139,414
	1,449,575		423,402		—		1,872,977
Short-term investments:
Corporate bonds	—		338,855		—		338,855
U.S. treasury securities	—		182,430		—		182,430
Certificates of deposit	—		86,490		—		86,490
Asset-backed securities	—		30,771		—		30,771
U.S. agency securities	—		13,839		—		13,839
	—		652,385		—		652,385
Total assets measured at fair value	$	2,442,738	$	2,097,114	$	—	$	4,539,852
Liabilities
Contingent consideration(1)	$	—	$	—	$	(6,500)	$	(6,500)
Total liabilities measured at fair value	$	—	$	—	$	(6,500)	$	(6,500)

(1) The Company used the probability-weighted discounted cash flow method to estimate the contingent consideration. The significant inputs used in the fair value measurement of the contingent consideration are the probability of payout and discount rate. As these inputs are not based on observable market data, the liability represents a Level 3 measurement within the fair value hierarchy.

	June 30, 2023
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents:
Money market funds	$	1,131,621	$	—	$	—	$	1,131,621
Corporate bonds	—		45,301		—		45,301
U.S. treasury securities	44,856		—		—		44,856
Certificates of deposit	—		2,578		—		2,578
	1,176,477		47,879		—		1,224,356
Short-term investments:
Corporate bonds	—		479,483		—		479,483
U.S. treasury securities	408,368		—		—		408,368
U.S. agency securities	—		57,967		—		57,967
Asset-backed securities	—		51,193		—		51,193
Certificates of deposit	—		46,099		—		46,099
	408,368		634,742		—		1,043,110
Funds held for customers:
Restricted cash equivalents:
Money market funds	713,469		—		—		713,469
	713,469		—		—		713,469
Short-term investments:
Corporate bonds	—		433,920		—		433,920
Certificates of deposit	—		233,291		—		233,291
U.S. treasury securities	81,074		—		—		81,074
Asset-backed securities	—		70,661		—		70,661
U.S. agency securities	—		27,458		—		27,458
	81,074		765,330		—		846,404
Total assets measured at fair value	$	2,379,388	$	1,447,951	$	—	$	3,827,339
Liabilities
Contingent consideration(1)	$	—	$	—	$	(12,035)	$	(12,035)
Total liabilities measured at fair value	$	—	$	—	$	(12,035)	$	(12,035)

(1) The Company used the probability-weighted discounted cash flow method to estimate the contingent consideration. The significant inputs used in the fair value measurement of the contingent consideration are the probability of payout and discount rate. As these inputs are not based on observable market data, the liability represents a Level 3 measurement within the fair value hierarchy.

There were no transfers of financial instruments between Level 1, Level 2, and Level 3 during the periods presented.

The fair values of the Company’s Level 1 instruments were derived from quoted market prices and active markets for these specific instruments.

The valuation techniques used to measure the fair values of Level 2 instruments were derived from non-binding market consensus prices that were corroborated with observable market data, quoted market prices for similar instruments, or pricing models.

The Company has $575.0 million and $1.15 billion in aggregate principal amount of its 0% convertible senior notes due in 2027 (2027 Notes) and in 2025 (2025 Notes, together with the 2027 Notes, the Notes),

respectively, outstanding as of December 31, 2023. The Company carries the Notes at par value, less the unamortized issuance costs in the accompanying condensed consolidated balance sheets. The estimated fair value of the 2027 Notes and 2025 Notes, which is presented for disclosure purposes only, was approximately $479.7 million and $1.08 billion, respectively, as of December 31, 2023. The fair value was based on a market approach, which represents a Level 2 valuation estimate. The market approach was determined based on the actual bids and offers of the Notes in an over-the-counter market as of the last day of trading prior to the end of the period.

Our financial instruments not measured and recorded at fair value, includes cash, restricted cash, acquired cards receivables, interest receivable, incentive receivables and borrowings from revolving credit facility, are carried at amortized cost, which approximates their fair value. If these financial instruments were measured at fair value in the financial statements, cash would be classified as Level 1; restricted cash, interest receivables, incentive receivables and borrowings from revolving credit facility would be classified as Level 2 and the acquired cards receivables would be classified as Level 3 in the fair value hierarchy.

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Short-Term Investments and Funds Held for Customers

6 Months Ended

Dec. 31, 2023

Investments, Debt and Equity Securities [Abstract]

Short-Term Investments and Funds Held for Customers

SHORT-TERM INVESTMENTS AND FUNDS HELD FOR CUSTOMERS

The following table summarizes the assets underlying short-term investments and funds held for customers as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Short-term investments:
Available-for-sale debt securities	$	972,621	$	1,043,110
Total short-term investments	972,621		1,043,110
Funds held for customers:
Restricted cash	1,125,392		1,793,088
Restricted cash equivalents	1,872,977		713,469
Funds receivable	12,281		12,822
Available-for-sale debt securities	652,385		846,404
Total funds held for customers	3,663,035		3,365,783
Less - income earned by the Company included in other current assets	(7,600)		(9,874)
Total funds held for customers, net of income earned by the Company	$	3,655,435	$	3,355,909

Income earned by the Company that is included in other current assets represents interest income, accretion of discount (offset by amortization of premium), and net unrealized gains on customer funds that were invested in money market funds and short-term marketable debt securities. The Company contractually earns income from these investments, which are expected to be transferred into the Company’s corporate deposit account upon sale or settlement of the associated investment, and are not considered funds held for customers.

The following table summarizes the estimated fair value of available-for-sale debt securities included within funds held for customers and short-term investments as of the dates presented (in thousands):

	December 31, 2023
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Short-term investments:
Corporate bonds	$	424,195	$	730	$	(491)	$	424,434
U.S. treasury securities	372,372		170		(345)		372,197
Asset-backed securities	71,536		217		(29)		71,724
Certificates of deposit	58,811		—		—		58,811
U.S. agency securities	45,460		20		(25)		45,455
Total short-term investments	$	972,374	$	1,137	$	(890)	$	972,621
Funds held for customers:
Corporate bonds	$	338,702	$	158	$	(5)	$	338,855
Certificates of deposit	86,490		—		—		86,490
U.S. agency securities	13,849		—		(10)		13,839
Asset-backed securities	30,824		—		(53)		30,771
U.S. treasury securities	182,375		102		(47)		182,430
Total funds held for customers	$	652,240	$	260	$	(115)	$	652,385

	June 30, 2023
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Short-term investments:
Corporate bonds	$	481,658	$	207	$	(2,382)	$	479,483
U.S. treasury securities	409,586		42		(1,260)		408,368
U.S. agency securities	58,166		—		(199)		57,967
Asset-backed securities	51,321		8		(136)		51,193
Certificates of deposit	46,099		—		—		46,099
Total short-term investments	$	1,046,830	$	257	$	(3,977)	$	1,043,110
Funds held for customers:
Corporate bonds	$	433,936	$	18	$	(34)	$	433,920
Certificates of deposit	233,290		1		—		233,291
Asset-backed securities	70,993		—		(332)		70,661
U.S. agency securities	27,484		5		(31)		27,458
U.S. treasury securities	81,309		1		(236)		81,074
Total funds held for customers	$	847,012	$	25	$	(633)	$	846,404

The amortized cost and fair value amounts for short-term investments include accrued interest receivables of $5.2 million and $4.3 million as of December 31, 2023 and June 30, 2023, respectively. The amortized cost and fair value amounts for funds held for customers include accrued interest receivable of $3.7 million and $6.9 million as of December 31, 2023 and June 30, 2023, respectively.

The following table summarizes fair value of the Company's available-for-sale debt securities by remaining contractual maturity as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Due within one year	$	1,337,185	$	1,543,379
Due in 1 year through 5 years	287,821		346,135
Total	$	1,625,006	$	1,889,514

As of December 31, 2023, approximately 130 out of approximately 440 investments in available-for-sale debt securities were in an unrealized loss position. The following table shows gross unrealized losses and fair values for those investments that were in an unrealized loss position as of the dates presented (in thousands):

	December 31, 2023
	Less than 12 months				12 months or longer				Total
	Fair value		Unrealized losses		Fair value		Unrealized losses		Fair value		Unrealized losses
Short-term investments:
Corporate bonds	$	119,582	$	(280)	$	45,813	$	(211)	$	165,395	$	(491)
U.S. treasury securities	54,361		(95)		31,095		(250)		85,456		(345)
Asset-backed securities	10,783		(14)		1,638		(15)		12,421		(29)
U.S. agency securities	45,651		(25)		—		—		45,651		(25)
Total short-term investments	$	230,377	$	(414)	$	78,546	$	(476)	$	308,923	$	(890)
Funds held for customers:
Corporate bonds	$	19,511	$	(5)	$	—	$	—	$	19,511	$	(5)
U.S. agency securities	13,838		(10)		—		—		13,838		(10)
Asset-backed securities	23,151		(29)		7,620		(24)		30,771		(53)
U.S. treasury securities	45,226		(47)		—		—		45,226		(47)
Total funds held for customers	$	101,726	$	(91)	$	7,620	$	(24)	$	109,346	$	(115)

	June 30, 2023
	Less than 12 months				12 months or longer				Total
	Fair value		Unrealized losses		Fair value		Unrealized losses		Fair value		Unrealized losses
Short-term investments:
Corporate bonds	$	213,373	$	(1,421)	$	83,189	$	(961)	$	296,562	$	(2,382)
U.S. treasury securities	199,440		(976)		14,286		(284)		213,726		(1,260)
Asset-backed securities	35,719		(103)		2,707		(33)		38,426		(136)
U.S. agency securities	57,967		(199)		—		—		57,967		(199)
Total short-term investments	$	506,499	$	(2,699)	$	100,182	$	(1,278)	$	606,681	$	(3,977)
Funds held for customers:
Corporate bonds	$	34,530	$	(34)	$	—	$	—	$	34,530	$	(34)
Asset-backed securities	59,128		(258)		11,533		(74)		70,661		(332)
U.S. agency securities	22,494		(31)		—		—		22,494		(31)
U.S. treasury securities	74,888		(236)		—		—		74,888		(236)
Total funds held for customers	$	191,040	$	(559)	$	11,533	$	(74)	$	202,573	$	(633)

Unrealized losses have not been recognized into income as the Company neither intends to sell, nor anticipates that it is more likely than not that the Company will be required to sell, the securities before recovery of their amortized cost basis. The decline in fair value is due primarily to changes in market interest rates, rather

than credit losses. There have been no significant realized gains or losses on the short-term investments and funds held for customers during the three and six months ended December 31, 2023 and 2022.

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Acquired Card Receivables

6 Months Ended

Dec. 31, 2023

Acquired Card Receivables [Abstract]

Acquired Card Receivables

ACQUIRED CARD RECEIVABLES

Acquired Card Receivables

As of December 31, 2023, approximately $191.4 million of the acquired card receivable balance served as collateral for the Company’s borrowings from the Revolving Credit Facility (see Note 6).

The Company incurred losses related to card transactions disputed by spending businesses. The amounts were not material during the three and six months ended December 31, 2023 and 2022.

The acquired card receivable balances do not include purchases of card receivables from the Company's card issuing partner banks (Issuing Banks) that have not cleared at the end of the reporting period. Purchases of card receivables that have not cleared as of December 31, 2023 totaled $15.8 million. The Company recognized an immaterial amount of expected credit losses on the purchased card receivables that have not cleared yet as of December 31, 2023.

Credit Quality Information

The Company regularly reviews collection experience, delinquencies, and net charge-offs in determining allowance for credit losses related to acquired card receivables. Historical collections rates have shown that days past due is the primary indicator of the likelihood of loss. The Company uses the delinquency trends or past due status of the acquired card receivables as the credit quality indicator. Acquired card receivables are considered past due if full payment is not received on the bill date or within a grace period, which is generally limited to five days. Below is a summary of the acquired card receivables by class (i.e., past due status) as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Current and less than 30 days past due	$	524,440	$	463,704
30 ~ 59 days past due	5,570		2,507
60 ~ 89 days past due	5,584		4,544
90 ~ 119 days past due	2,511		3,196
Over 119 days past due	384		197
Total	$	538,489	$	474,148

The outstanding balance of acquired card receivables that were (i) 90 days or more past due that continued to accrue fees and had an allowance for outstanding balance and fees and (ii) not classified as non-accrual was not material as of each of December 31, 2023 and June 30, 2023.

Unused Credit Arrangements

As of December 31, 2023, the Company, in partnership with the Issuing Banks, had approximately $2.1 billion in unused credit available to spending businesses. While this balance represents the total unused credit available, historical trends and current expectations indicate that the unused credit will likely not be fully utilized by spending businesses at any one time.

The Company manages credit risk exposure by limiting total credit for each spending business. The Company periodically reviews credit lines to assess different factors, including account usage and customer creditworthiness. The credit lines can be terminated by the Company at any time, and they do not necessarily represent future cash requirements. The Company does not record a liability for expected credit losses for unused lines of credit as they are unconditionally cancellable.

Allowance for Credit Losses

Below is a summary of the changes in allowance for credit losses presented (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Balance, beginning	$	18,513	$	7,541	$	15,498	$	5,414
Initial allowance for credit losses on purchased card receivables with credit deterioration	—		—		—		10
Provision for expected credit losses	14,354		8,520		26,329		15,103
Charge-off amounts	(12,118)		(4,379)		(21,908)		(9,412)
Recoveries collected	760		266		1,590		833
Balance, end of period	$	21,509	$	11,948	$	21,509	$	11,948

Card receivables acquired from the Issuing Banks and held for investment were $4.3 billion and $8.3 billion during the three and six months ended December 31, 2023, respectively, and $3.3 billion and $6.0 billion during the three and six months ended December 31, 2022, respectively. The provision for expected credit losses and charge-off amounts increased during the three and six months ended December 31, 2023 due to portfolio growth and increase in delinquencies during the period.

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Debt and Borrowings

6 Months Ended

Dec. 31, 2023

Debt Disclosure [Abstract]

Debt and Borrowings

DEBT AND BORROWINGS

Debt and borrowings consisted of the following (in thousands):

	December 31, 2023		June 30, 2023
Current liabilities:
Borrowings from revolving credit facility (including unamortized debt premium)(1)	$	135,021	$	135,046
Non-current liabilities:
Convertible senior notes:
2027 Notes, principal	575,000		575,000
2025 Notes, principal	1,150,000		1,150,000
Less: unamortized debt issuance costs	(16,792)		(20,218)
Convertible senior notes, net	1,708,208		1,704,782
Total	$	1,843,229	$	1,839,828

(1) Unamortized debt issuance costs balance for the Revolving Credit Facility was $0.1 million and $0.2 million as of December 31, 2023 and June 30, 2023, respectively, and is included in "Other assets" on the condensed consolidated balance sheets.

2027 Notes

On September 24, 2021, the Company issued $575.0 million in aggregate principal amount of its 0% convertible senior notes due on April 1, 2027, in a private placement to qualified institutional buyers pursuant to Rule 144A under the Securities Act of 1933, as amended (the 2027 Notes). The 2027 Notes are subject to the terms and conditions of the indenture governing the 2027 Notes between the Company and Wells Fargo Bank, N.A., as trustee (2027 Notes Trustee). The net proceeds from the issuance of the 2027 Notes were $560.1 million, after deducting debt discount and debt issuance costs totaling $14.9 million.

The 2027 Notes are senior, unsecured obligations of the Company, and will not accrue interest unless the Company determines to pay special interest as a remedy for failure to timely file any reports required to be filed with the SEC, certain trading restrictions, or failure to deliver reports to the 2027 Notes Trustee. The 2027 Notes rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated to

the 2027 Notes and rank equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated, including the 2025 Notes. In addition, the 2027 Notes are subordinated to any of the Company’s secured indebtedness and to all indebtedness and other liabilities of the Company’s subsidiaries.

The 2027 Notes have an initial conversion rate of 2.4108 shares of common stock per $1,000 principal amount, which is equivalent to an initial conversion price of approximately $414.80 per share of the Company’s common stock and approximately 1.4 million shares issuable upon conversion. The conversion rate is subject to customary adjustments for certain events as described below. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock, or a combination of cash and shares of its common stock, at its election. The Company’s current intent is to settle conversions of the 2027 Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock.

The Company may redeem for cash, all or any portion of the 2027 Notes, at the Company’s option, on or after October 5, 2024 if the last reported sale price of the Company’s common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending on and including the trading day (Conversion Condition) preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the notes to be redeemed, plus any accrued and unpaid special interest to, but excluding, the redemption date. No sinking fund is provided for the 2027 Notes.

The holders of the 2027 Notes may convert their notes at their option at any time prior to the close of business on the business day immediately preceding January 1, 2027 in multiples of $1,000 principal amount, under the following circumstances:

•during any calendar quarter commencing after the calendar quarter ending on December 31, 2021, and only during such calendar quarter, if the last reported sale price of the Company's common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day;

•during the five business day periods after any five consecutive trading day period in which the trading price per $1,000 principal amount of the 2027 Notes for each trading day of that period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate on each such trading day;

•if the Company calls such notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or

•upon the occurrence of specified corporate events.

The conversion rate is subject to adjustment upon the occurrence of certain events or if the Company’s board of directors determines it is in the best interest of the Company. Additionally, holders of the 2027 Notes that convert their notes in connection with a make-whole fundamental change or during the redemption period, may be eligible to receive a make-whole premium through an increase of the conversion rate based on the estimated fair value of the 2027 Notes for the given date and stock price. The make-whole premium is designed to compensate the holder for lost “time-value” of the conversion option. The maximum number of additional shares that may be issued under the make-whole premium is 1.2656 per $1,000 principal (the lowest price of $272.00 in the make whole).

The indenture governing the 2027 Notes contains customary events of default with respect to the 2027 Notes and provides that upon certain events of default occurring and continuing, the holders of the 2027 Notes will have the right, at their option, to require the Company to repurchase for cash all or a portion of their outstanding notes, at a price equal to 100% of the principal amount of the 2027 Notes to be repurchased, plus any accrued and unpaid interest.

2025 Notes

On November 30, 2020, the Company issued $1.15 billion in aggregate principal amount of its 0% convertible senior notes due on December 1, 2025, in a private placement to qualified institutional buyers pursuant to Rule 144A under the Securities Act of 1933, as amended (the 2025 Notes, and together with the 2027 Notes, the Notes). The 2025 Notes are subject to the terms and conditions of the indenture governing the 2025 Notes between the Company and Wells Fargo Bank, N.A., as trustee (2025 Notes Trustee). The net proceeds from the issuance of the 2025 Notes were $1.13 billion, after deducting debt discount and debt issuance costs totaling $20.6 million.

The 2025 Notes are senior, unsecured obligations of the Company, and will not accrue interest unless the Company determines to pay special interest as a remedy for failure to timely file any reports required to be filed with the SEC, certain trading restrictions, or failure to deliver reports to the 2025 Notes Trustee. The 2025 Notes rank senior in right of payment to any of the Company’s indebtedness that is expressly subordinated to the 2025 Notes and rank equal in right of payment to any of the Company’s unsecured indebtedness that is not so subordinated, including the 2027 Notes. In addition, the 2025 Notes are subordinated to any of the Company’s secured indebtedness and to all indebtedness and other liabilities of the Company’s subsidiaries.

The 2025 Notes have an initial conversion rate of 6.2159 shares of common stock per $1,000 principal amount, which is equivalent to an initial conversion price of approximately $160.88 per share of the Company’s common stock and approximately 7.1 million shares issuable upon conversion. The conversion rate is subject to customary adjustments for certain events as described below. Upon conversion, the Company will pay or deliver, as the case may be, cash, shares of its common stock, or a combination of cash and shares of its common stock, at its election. The Company’s current intent is to settle conversions of the 2025 Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock.

The Company may redeem for cash, all or any portion of the 2025 Notes, at the Company’s option, on or after December 5, 2023 if the last reported sale price of the Company’s common stock has been at least 130% of the conversion price then in effect for at least 20 trading days (whether or not consecutive) during any 30 consecutive trading day period (including the last trading day of such period) ending on and including the trading day (Conversion Condition) preceding the date on which the Company provides notice of redemption at a redemption price equal to 100% of the principal amount of the notes to be redeemed, plus any accrued and unpaid special interest to, but excluding, the redemption date. No sinking fund is provided for the 2025 Notes.

The holders of the 2025 Notes may convert their notes at their option at any time prior to the close of business on the business day immediately preceding September 1, 2025 in multiples of $1,000 principal amount, under the following circumstances:

•during any calendar quarter commencing after the calendar quarter ending on March 31, 2021, and only during such calendar quarter, if the last reported sale price of the Company's common stock for at least 20 trading days (whether or not consecutive) during a period of 30 consecutive trading days ending on and including the last trading day of the immediately preceding calendar quarter is greater than or equal to 130% of the conversion price on each applicable trading day;

•during the five business day periods after any five consecutive trading day period in which the trading price per $1,000 principal amount of the 2025 Notes for each trading day of that period was less than 98% of the product of the last reported sale price of the Company’s common stock and the conversion rate on each such trading day;

•if the Company calls such notes for redemption, at any time prior to the close of business on the second scheduled trading day immediately preceding the redemption date; or

•upon the occurrence of specified corporate events.

The conversion rate is subject to adjustment upon the occurrence of certain events or if the Company’s board of directors determines it is in the best interest of the Company. Additionally, holders of the 2025 Notes that convert their notes in connection with a make-whole fundamental change or during the redemption period, may be eligible to receive a make-whole premium through an increase of the conversion rate based on the estimated fair value of the 2025 Notes for the given date and stock price. The make-whole premium is designed

to compensate the holder for lost “time-value” of the conversion option. The maximum number of additional shares that may be issued under the make-whole premium is 2.9525 per $1,000 principal (the lowest price of $109.07 in the make whole).

The indenture governing the 2025 Notes contains customary events of default with respect to the 2025 Notes and provides that upon certain events of default occurring and continuing, the holders of the 2025 Notes will have the right, at their option, to require the Company to repurchase for cash all or a portion of their outstanding notes, at a price equal to 100% of the principal amount of the 2025 Notes to be repurchased, plus any accrued and unpaid interest.

Additional Information About the Notes

As of December 31, 2023 and June 30, 2023, the Notes consisted of the following (in thousands):

	December 31, 2023				June 30, 2023
	2027 Notes		2025 Notes		2027 Notes		2025 Notes
Principal	$	575,000	$	1,150,000	$	575,000	$	1,150,000
Less: unamortized issuance costs	(8,840)		(7,952)		(10,188)		(10,030)
Net carrying amount	$	566,160	$	1,142,048	$	564,812	$	1,139,970

The debt issuance costs of the Notes are being amortized using the effective interest method. During the three and six months ended December 31, 2023, the Company recognized $1.7 million and $3.4 million, respectively, of the debt issuance costs of the Notes. During the three and six months ended December 31, 2022, the Company recognized $1.7 million and $3.4 million, respectively, of the debt discount and issuance amortization costs related to the Notes. During each of the three and six months ended December 31, 2023 and 2022 the effective interest rate of the 2027 Notes was 0.48% and the effective interest rate of the 2025 Notes was 0.36%. As of December 31, 2023, the weighted-average remaining life of the Notes was 2.4 years.

The "if-converted" value of the Notes did not exceed the principal amount of $1.7 billion as of each of December 31, 2023 and June 30, 2023.

Capped Call Transactions

In conjunction with the issuance of each of the 2025 Notes and the 2027 Notes, the Company entered into capped call transactions (collectively, the Capped Calls) with certain of the initial purchasers of the Notes and/or their respective affiliates or other financial institutions at a total cost of $125.8 million. The Capped Calls are separate transactions and are not part of the terms of the Notes. The total amount paid for the Capped Calls was recorded as a reduction of additional paid-in capital. The Company used the proceeds from the Notes to pay for the cost of the Capped Call premium. The cost of the Capped Calls is not expected to be tax-deductible as the Company did not elect to integrate the Capped Calls into the Notes for tax purposes.

The Capped Calls associated with the 2027 Notes and 2025 Notes have an initial strike price of approximately $414.80 per share and $160.88 per share, respectively, subject to certain adjustments, which corresponds to the respective initial conversion price of the 2027 Notes and 2025 Notes, and have an initial cap price of $544.00 per share and $218.14 per share, respectively, subject to certain adjustments; provided that such cap price shall not be reduced to an amount less than their respective strike price. The Capped Calls associated with the Notes cover, subject to anti-dilution adjustments, a total of approximately 8.5 million shares of the Company’s common stock. The Capped Calls are expected to generally reduce the potential dilution of the Company’s common stock upon any conversion of the Notes and/or offset any cash payments that the Company is required to make in excess of the principal amount of such converted notes, as the case may be, with such reduction and/or offset subject to a cap.

Revolving Credit Facility

The Company's Revolving Credit and Security Agreement was executed in March 2021 (the 2021 Revolving Credit Agreement), and was amended in August 2022 (as amended, the Revolving Credit Facility) to finance the acquisition of card receivables. The Revolving Credit Facility matures in June 2024 or earlier

pursuant to the 2021 Revolving Credit Agreement, and has a total commitment of $225.0 million. The required minimum utilization was $135.0 million, or 60% of the total commitment, and the Company had borrowed $135.0 million against the Revolving Credit Facility as of December 31, 2023. The Revolving Credit Facility requires the Company to pay unused fees up to 0.50% per annum. Borrowings are secured by acquired card receivables. Prior to March 3, 2023, borrowings of up to $75.0 million bore interest of 2.75% per annum and borrowings greater than $75.0 million bore interest of 2.65% per annum, plus SOFR (subject to a floor rate of 0.25% and benchmark adjustment rate of 0.28%). Beginning March 3, 2023, borrowings bear interest of 2.65% per annum, plus SOFR (subject to a floor rate of 0.25% and benchmark adjustment rate of 0.28%). The effective interest rate was 8.31% per annum as of December 31, 2023. The Company is required to comply with certain restricted covenants, including liquidity requirements. As of December 31, 2023, the Company was in compliance with those covenants.

The debt issuance costs and debt premium associated with the Revolving Credit Facility is amortized using the effective interest method over the remaining term of the 2021 Revolving Credit Agreement, with a weighted-average remaining amortization period of approximately 0.4 years. The amortization of the debt issuance costs and debt premium is recorded in other income, net in the accompanying condensed consolidated statement of operations and during each of the three and six months ended December 31, 2023 and 2022 was not material.

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Stockholders' Equity

6 Months Ended

Dec. 31, 2023

Equity [Abstract]

Stockholders' Equity

STOCKHOLDERS’ EQUITY

Stock Based Compensation

Stock-based compensation by award type (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Restricted stock units (RSUs)(1)	$	57,495	$	101,266	$	112,357	$	156,935
Stock options	2,784		13,117		6,491		24,911
Performance-based awards	4,253		3,157		9,316		6,448
Employee stock purchase plan	1,462		2,961		4,229		5,782
Market-based RSUs	1,415		1,254		2,485		2,507
Total stock-based compensation	$	67,409	$	121,755	$	134,878	$	196,583

Stock-based compensation was included in the following line items in the accompanying condensed consolidated statements of operations and condensed consolidated balance sheets (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Revenue - subscription and transaction fees	$	486	$	—	$	856	$	—
Cost of revenue	2,388		2,298		4,934		4,299
Research and development	26,160		26,981		53,526		47,831
Sales and marketing(1)	12,789		69,522		26,674		98,779
General and administrative	20,322		20,641		41,302		41,152
Restructuring	3,355		—		3,355		—
Total amount charged to loss from operations	65,500		119,442		130,647		192,061
Property and equipment (capitalized internal-use software)	1,909		2,313		4,231		4,522
Total stock-based compensation	$	67,409	$	121,755	$	134,878	$	196,583

1 In October 2022, the Company entered into separation and advisory agreements with its former Chief Revenue Officer (the CRO Agreements). Pursuant to the CRO Agreements, the former CRO will serve the Company as an advisor through September 2024.

Upon execution of the CRO Agreements, the Company recognized $52.2 million of stock-based compensation expense related to the former CRO's RSUs.

Unamortized stock-based compensation by award type:

	Unrecognized compensation (in thousands)		Weighted-average recognition period (in years)
RSUs	$	529,954	3.1
Performance-based awards	19,987		3.2
Market-based RSUs	9,698		1.6
Stock options	7,958		1.2
Employee stock purchase plan	1,526		0.5
Total unamortized stock-based compensation	$	569,124

Share Repurchase Program

In January 2023, the Company's board of directors authorized the repurchase of up to $300.0 million of the Company's outstanding shares of common stock (the Share Repurchase Program). As of December 31, 2023, the Company completed the repurchase of shares with an aggregate value equal to the full authorized amount under the Share Repurchase Program.

The Company repurchased and subsequently retired 2,722,655 shares for $196.7 million and 2,882,634 shares for $212.7 million under the Share Repurchase Program during the three and six months ended December 31, 2023, respectively, including an immaterial amount of excise tax. The total price of the shares repurchased and related transaction costs are reflected as a reduction of common stock and an increase to accumulated deficit on the Company's condensed consolidated balance sheets.

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Other Income, Net

6 Months Ended

Dec. 31, 2023

Other Income, Nonoperating [Abstract]

Other Income, Net

OTHER INCOME, NET

Other income, net consisted of the following for the periods presented (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Interest expense	$	(4,753)	$	(3,562)	$	(9,491)	$	(6,411)
Lower of cost or market adjustment on card receivables sold and held for sale	—		—		—		(1,545)
Interest income	33,781		20,910		68,134		32,375
Other	(109)		(326)		(416)		(1,449)
Total other income, net	$	28,919	$	17,022	$	58,227	$	22,970

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Income Taxes

6 Months Ended

Dec. 31, 2023

Income Tax Disclosure [Abstract]

Income Taxes

INCOME TAXES

The Company’s provision for income taxes during the interim periods is determined using an estimate of the Company’s annual effective tax rate, which is adjusted for certain discrete tax items during the interim period. The Company's income tax provision was approximately $1.7 million and $2.2 million for the three and six months ended December 31, 2023, respectively, and income tax benefit was approximately $0.4 million and $0.5 million for three and six months ended December 31, 2022, respectively.

The Company’s effective tax rate differs from the federal statutory rate primarily due to its federal, state and foreign valuation allowance positions. The income tax provision during the three and six months ended December 31, 2023 consisted primarily of an estimated cash tax liability associated with the capitalization of R&D costs for federal and certain state tax purposes for the year ending June 30, 2024, partially offset by a reduction to the net deferred tax liability as a result of the Company's current year losses.

The Company has subsidiaries in the U.S, Canada, and Australia and may be subject to income tax audits in those jurisdictions. The Company records liabilities related to uncertain tax positions, which provide adequate reserves for income tax uncertainties in all open tax years. Due to the Company’s history of tax losses, all years remain open to tax audit. The Company’s management evaluates the realizability of the Company’s deferred tax assets based on all available evidence, both positive and negative. The realization of net deferred tax assets is dependent on the Company’s ability to generate sufficient future taxable income during the foreseeable future.

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Commitments and Contingencies

6 Months Ended

Dec. 31, 2023

Commitments and Contingencies Disclosure [Abstract]

Commitments and Contingencies

COMMITMENTS AND CONTINGENCIES

During the three and six months ended December 31, 2023 there have been no material changes to the Company's contractual obligations, commitments or litigation from those disclosed in Note 15 to the financial statements in the 2023 10-K.

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Restructuring

6 Months Ended

Dec. 31, 2023

Restructuring and Related Activities [Abstract]

Restructuring

RESTRUCTURING

On December 5, 2023, the Company announced a restructuring plan (Restructuring Plan) intended to right-size our organization, enhance profitability, and reallocate resources towards the most impactful initiatives. The Restructuring Plan included a reduction of the Company's global workforce and closure of its office in Sydney, Australia. The Company incurred the majority of the charges relating to the Restructuring Plan in the three months ended December 31, 2023. The Company expects the Restructuring Plan to be substantially completed by June 30, 2024, subject to local law and consultation requirements.

During the three and six months ended December 31, 2023, the Company recorded restructuring expenses of $25.1 million, which includes $3.4 million of stock-based compensation expense, as a separate line item in the accompanying condensed consolidated statements of operations. The following table summarizes the restructuring liability that is included in other accruals and current liabilities and accounts payable on the accompanying condensed consolidated balance sheets:

	Severance and termination benefits		Contract termination		Other		Total restructuring liability
Balance, at June 30, 2023	$	—	$	—	$	—	$	—
Charges	20,975		343		417		21,735
Cash payments	(8,239)		(72)		—		(8,311)
Balance, at December 31, 2023	$	12,736	$	271	$	417	$	13,424

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Net Loss Per Share Attributable To Common Stockholders

6 Months Ended

Dec. 31, 2023

Earnings Per Share [Abstract]

Net Loss Per Share Attributable To Common Stockholders

NET LOSS PER SHARE ATTRIBUTABLE TO COMMON STOCKHOLDERS

Potentially dilutive securities, which were excluded from the diluted net loss per share calculations because they would have been antidilutive were as follows as of the dates presented (in thousands):

	December 31,
	2023	2022
RSUs	5,203	4,644
Stock options	2,189	3,156
Performance-based awards	285	—
Market-based RSUs	115	—
Employee stock purchase plan	6	—
Total	7,798	7,800

In addition, approximately 8.5 million shares underlying the conversion option of the Notes are not considered in the calculation of diluted net loss per share as they would be anti-dilutive. Such number of shares issuable under the Notes is subject to adjustment up to approximately 12.7 million shares if certain corporate events occur prior to the maturity date of the Notes or if the Company issues a notice of redemption. The

Company’s current intent is to settle conversions of the Notes through a combination settlement, which involves a repayment of the principal portion in cash with any excess of the conversion value over the principal amount settled in shares of common stock. The Company uses the "as-if converted" method for calculating any potential dilutive effect of the conversion option on diluted earnings per share, if applicable. As of December 31, 2023, the Conversion Condition was not triggered for either the 2025 Notes or the 2027 Notes.

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Pay vs Performance Disclosure - USD ($) $ in Thousands	3 Months Ended				6 Months Ended
	Dec. 31, 2023	Sep. 30, 2023	Dec. 31, 2022	Sep. 30, 2022	Dec. 31, 2023	Dec. 31, 2022
Pay vs Performance Disclosure
Net loss	$ (40,421)	$ (27,861)	$ (95,076)	$ (81,640)	$ (68,282)	$ (176,716)

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Insider Trading Arrangements

3 Months Ended

6 Months Ended

Dec. 31, 2023

shares

Dec. 31, 2023

shares

Trading Arrangements, by Individual

Material Terms of Trading Arrangement

Individual	Action	Date	Trading Arrangement		Total Shares to be Sold		Expiration Date
			Rule 10b5-1 (1)	Non-Rule 10b5-1 (2)
Germaine Cota	Adopt	12/7/2023	X		17,926	(3)	8/23/2024
René Lacerte	Terminate	11/20/2023	X		487,383	(4)	5/31/2025
John Rettig	Terminate	11/21/2023	X		74,173	(4)	6/14/2024

(1) Intended to satisfy the affirmative defense of Rule 10b5-1(c). The Rule 10b5-1 plan included a representation from the participant to the broker administering the plan that such person was not in possession of any material nonpublic information regarding us or our securities subject to the Rule 10b5-1 plan at the time the Rule 10b5-1 plan was entered into. This representation was made as of the date of adoption of the Rule 10b5-1 plan, and speaks only as of that date. In making this representation, there is no assurance with respect to any material nonpublic information of which the participant was unaware, or with respect to any material nonpublic information acquired by the participant or us after the date of the representation.

(2) Not intended to satisfy the affirmative defense of Rule 10b5-1(c).

(3) Includes certain shares to be received upon the vesting and settlement of restricted stock units. Ms. Cota's plan includes, but the listed figure does not reflect, shares to be purchased under our Employee Stock Purchase Plan.

(4) Includes certain shares to be received upon the vesting and settlement of restricted stock units and performance-based restricted stock units.

Non-Rule 10b5-1 Arrangement Adopted

false

Non-Rule 10b5-1 Arrangement Terminated

false

Germaine Cota [Member]

Trading Arrangements, by Individual

Name

Germaine Cota

Rule 10b5-1 Arrangement Adopted

true

Adoption Date

12/7/2023

Arrangement Duration

260 days

Aggregate Available

17,926

17,926

Rene Lacerte [Member]

Trading Arrangements, by Individual

Name

René Lacerte

Rule 10b5-1 Arrangement Terminated

true

Termination Date

11/20/2023

Aggregate Available

487,383

487,383

John Rettig [Member]

Trading Arrangements, by Individual

Name

John Rettig

Rule 10b5-1 Arrangement Terminated

true

Termination Date

11/21/2023

Aggregate Available

74,173

74,173

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The Company and Its Significant Accounting Policies (Policies)

6 Months Ended

Dec. 31, 2023

Accounting Policies [Abstract]

Basis of Presentation and Principles of Consolidation

Basis of Presentation and Principles of Consolidation

The accompanying unaudited condensed consolidated financial statements include the accounts of the Company and were prepared in conformity with U.S. generally accepted accounting principles (GAAP) and applicable rules and regulations of the Securities and Exchange Commission (SEC) regarding interim financial reporting. The unaudited condensed consolidated financial statements have been prepared on the same basis as the annual consolidated financial statements and reflect all normal and recurring adjustments that are, in the opinion of management, necessary to state fairly the Company’s financial position, results of operations, comprehensive loss, changes in stockholders’ equity, and cash flows for the periods presented. The results of operations for the three and six months ended December 31, 2023 are not necessarily indicative of the results to be expected for the fiscal year ending June 30, 2024 or for any other future annual or interim period. The unaudited condensed consolidated balance sheet as of June 30, 2023 included herein was derived from the audited financial statements as of that date, but does not include all disclosures including certain notes required by GAAP on an annual reporting basis. All intercompany accounts and transactions have been eliminated.

These condensed consolidated financial statements should be read in conjunction with the audited consolidated financial statements and notes included in the Company’s Annual Report on Form 10-K for the fiscal year ended June 30, 2023 (2023 10-K).

Segment Reporting

Segment Reporting

The Company operates as one operating segment because its chief operating decision maker, who is the Chief Executive Officer, reviews its financial information on a consolidated basis for purposes of making decisions regarding allocating resources and assessing performance. The Company's long-lived assets are mainly located in the United States (U.S.) and revenue is mainly generated in the U.S. Long-lived assets outside the U.S. are not material as of December 31, 2023 and June 30, 2023.

Reclassification

Reclassification

Certain accounts in the prior period condensed consolidated statements of cash flows were reclassified to conform with the current year presentation.

Use of Estimates

Use of Estimates

The preparation of condensed consolidated financial statements in conformity with GAAP requires management to make various estimates and assumptions that affect the amounts reported and disclosed in the condensed consolidated financial statements and the accompanying notes. Management regularly assesses these estimates, including, but not limited to useful lives of long-lived assets; capitalization of internal-use software costs; incremental borrowing rates for right-of-use operating lease assets and operating lease

liabilities; the estimate of losses on accounts receivable, acquired card receivables and other financial assets; accrual for rewards; variable consideration used in revenue recognition for certain contracts; benefit periods used to amortize deferred costs; reserve for losses on funds held for customers; inputs used to value certain stock-based compensation awards; and valuation of deferred tax assets. The Company evaluates these estimates and assumptions and adjusts them accordingly. Actual results could differ from those estimates, and such differences may be material to the condensed consolidated financial statements.

Cash, Cash Equivalents, Restricted Cash and Restricted Cash Equivalents

Cash, Cash Equivalents, Restricted Cash and Restricted Cash Equivalents

Cash and cash equivalents consist of cash in banks, highly liquid investments with maturities of three months or less at the time of purchase.

Restricted cash consists of (i) amounts restricted under deposit account control agreements, (ii) minimum cash balances that are required to be maintained by certain banks, (iii) cash collateral required by the Company’s lessors to satisfy letter of credit requirements under its lease agreements, (iv) cash collateral required by a bank in connection with the Company’s money transmission activities, and (v) cash in bank and cash deposits held by payment processing companies included in funds held for customers.

Restricted cash equivalents consist of highly liquid investments with maturities of three months or less at the time of purchase that are included in funds held for customers.

Except for the restricted cash included in funds held for customers, the current and non-current portion of the restricted cash is included in prepaid expenses and other current assets and in other assets, respectively, in the accompanying condensed consolidated balance sheets.

Concentrations of Credit Risk

Concentrations of Credit Risk

Financial instruments that potentially subject the Company to concentrations of credit risk consist principally of cash, cash equivalents, restricted cash, restricted cash equivalents, short-term investments, accounts receivable, and acquired card receivables (collectively referred to as Financial Assets). The Company maintains its cash, cash equivalents, restricted cash, restricted cash equivalents and short-term investments with large multinational financial institutions that may at times exceed federally insured limits. In connection with recent instability in the U.S. banking system, the Company's management has taken incremental precautions to safeguard its assets and evaluate the nature and extent of its financial partnerships. Management believes that the financial institutions with which the Company does business are financially sound with minimal credit risk. Management further believes the associated risk of concentration for the Company’s investments is mitigated by holding a diversified portfolio of highly rated investments consisting of money market funds and short-term debt securities.

Foreign Currency

Foreign Currency

The functional currency of the Company's foreign subsidiaries is the U.S. dollar, which is the Company's reporting currency. Gains and losses from the remeasurement of transactions denominated in foreign currencies other than the functional currency of the foreign subsidiaries are included in other income, net in the accompanying condensed consolidated statements of operations

Significant Accounting Policies

Significant Accounting Policies

There have been no changes to the Company’s significant accounting policies described in the 2023 10-K, except as noted below:

Restructuring

Restructuring

The Company records a liability for involuntary employee termination benefits when management has committed to a plan that establishes the terms of the arrangement and that plan has been communicated to employees. Costs to terminate a contract before the end of the term are recognized on the termination date, and costs that will continue to be incurred in a contract for the remaining term without economic benefit are recognized as of the cease-use date.

New Accounting Pronouncements Not Yet Adopted

New Accounting Pronouncements Not Yet Adopted

In November 2023, the Financial Accounting Standards Board (FASB) issued Accounting Standards Update (ASU) 2023-07, Reportable Segments (Topic 280): Improvements to Reportable Segment Disclosures, which expands annual and interim disclosure requirements for reportable segments, primarily through enhanced disclosures about significant segment expenses, including public entities with a single operating or reportable segment. The updated standard is effective for our annual periods beginning in fiscal 2025 and interim periods beginning in the first quarter of fiscal 2026. Early adoption is permitted. This ASU will result in the required additional disclosures being included in our consolidated financial statements retrospectively to all periods presented, once adopted.

In December 2023, the FASB issued ASU 2023-09, Income Taxes (Topic 740): Improvements to Income Tax Disclosures, which expands disclosures in an entity’s income tax rate reconciliation table and regarding cash taxes paid both in the U.S. and foreign jurisdictions. The updated standard will be effective for annual periods beginning in fiscal 2026. This ASU will result in the required additional disclosures being included in our consolidated financial statements, once adopted.

Fair Value Measurement

The Company measures and reports its cash equivalents, short-term investments, funds held for customers that are invested in money market funds and marketable debt securities, and contingent consideration at fair value. Fair value is defined as the exchange price that would be received for an asset or an exit price paid to transfer a liability in the principal or most advantageous market for the asset or liability in an orderly transaction between market participants on the measurement date. Valuation techniques used to measure fair value must maximize the use of observable inputs and minimize the use of unobservable inputs.

The fair value hierarchy defines a three-level valuation hierarchy for disclosure of fair value measurements as follows:

Level 1 — Inputs are unadjusted quoted prices in active markets for identical assets or liabilities.

Level 2 — Inputs other than quoted prices included within Level 1 that are observable, unadjusted quoted prices in markets that are not active, or other inputs that are observable or can be corroborated by observable market data for substantially the full term of the related assets or liabilities.

Level 3 — Unobservable inputs that are supported by little or no market activity for the related assets or liabilities and typically reflect management’s estimate of assumptions that market participants would use in pricing the assets or liabilities.

In determining fair value, the Company utilizes quoted market prices, or valuation techniques that maximize the use of observable inputs and minimize the use of unobservable inputs to the extent possible, and also considers counterparty credit risk in its assessment of fair value.

Our financial instruments not measured and recorded at fair value, includes cash, restricted cash, acquired cards receivables, interest receivable, incentive receivables and borrowings from revolving credit facility, are carried at amortized cost, which approximates their fair value. If these financial instruments were measured at fair value in the financial statements, cash would be classified as Level 1; restricted cash, interest receivables, incentive receivables and borrowings from revolving credit facility would be classified as Level 2 and the acquired cards receivables would be classified as Level 3 in the fair value hierarchy.

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Revenue (Tables)

6 Months Ended

Dec. 31, 2023

Revenue from Contract with Customer [Abstract]

Schedule of Revenue from Subscription and Transaction Fees Disaggregated by Customer Category

The table below shows the Company’s revenue from subscription and transaction fees, which are disaggregated by sales channel, and revenue from interest on funds held for customers (in thousands).

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Small-to-midsize businesses, accounting firms, spending businesses and other	$	269,845	$	220,406	$	530,049	$	425,227
Financial institutions	5,147		10,689		10,085		20,479
Total subscription and transaction fees	274,992		231,095		540,134		445,706
Interest on funds held for customers	43,503		28,911		83,346		44,224
Total revenue	$	318,495	$	260,006	$	623,480	$	489,930

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Fair Value Measurement (Tables)

6 Months Ended

Dec. 31, 2023

Fair Value Disclosures [Abstract]

Summary of Fair Value of Assets and Liabilities Measured on Recurring Basis

The following tables set forth the fair value of assets and liabilities that were measured at fair value on a recurring basis based on the three-tier fair value hierarchy as of the dates presented (in thousands):

	December 31, 2023
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents:
Money market funds	$	993,163	$	—	$	—	$	993,163
Corporate bonds	—		41,644		—		41,644
Certificates of deposit	—		2,097		—		2,097
U.S. agency securities	—		4,965		—		4,965
	993,163		48,706		—		1,041,869
Short-term investments:
Corporate bonds	—		424,434		—		424,434
U.S. treasury securities	—		372,197		—		372,197
Asset-backed securities	—		71,724		—		71,724
Certificates of deposit	—		58,811		—		58,811
U.S. agency securities	—		45,455		—		45,455
	—		972,621		—		972,621
Funds held for customers:
Restricted cash equivalents:
Money market funds	1,449,575		—		—		1,449,575
Corporate bonds	—		283,988		—		283,988
U.S. treasury securities	—		139,414		—		139,414
	1,449,575		423,402		—		1,872,977
Short-term investments:
Corporate bonds	—		338,855		—		338,855
U.S. treasury securities	—		182,430		—		182,430
Certificates of deposit	—		86,490		—		86,490
Asset-backed securities	—		30,771		—		30,771
U.S. agency securities	—		13,839		—		13,839
	—		652,385		—		652,385
Total assets measured at fair value	$	2,442,738	$	2,097,114	$	—	$	4,539,852
Liabilities
Contingent consideration(1)	$	—	$	—	$	(6,500)	$	(6,500)
Total liabilities measured at fair value	$	—	$	—	$	(6,500)	$	(6,500)

(1) The Company used the probability-weighted discounted cash flow method to estimate the contingent consideration. The significant inputs used in the fair value measurement of the contingent consideration are the probability of payout and discount rate. As these inputs are not based on observable market data, the liability represents a Level 3 measurement within the fair value hierarchy.

	June 30, 2023
	Level 1		Level 2		Level 3		Total
Assets
Cash equivalents:
Money market funds	$	1,131,621	$	—	$	—	$	1,131,621
Corporate bonds	—		45,301		—		45,301
U.S. treasury securities	44,856		—		—		44,856
Certificates of deposit	—		2,578		—		2,578
	1,176,477		47,879		—		1,224,356
Short-term investments:
Corporate bonds	—		479,483		—		479,483
U.S. treasury securities	408,368		—		—		408,368
U.S. agency securities	—		57,967		—		57,967
Asset-backed securities	—		51,193		—		51,193
Certificates of deposit	—		46,099		—		46,099
	408,368		634,742		—		1,043,110
Funds held for customers:
Restricted cash equivalents:
Money market funds	713,469		—		—		713,469
	713,469		—		—		713,469
Short-term investments:
Corporate bonds	—		433,920		—		433,920
Certificates of deposit	—		233,291		—		233,291
U.S. treasury securities	81,074		—		—		81,074
Asset-backed securities	—		70,661		—		70,661
U.S. agency securities	—		27,458		—		27,458
	81,074		765,330		—		846,404
Total assets measured at fair value	$	2,379,388	$	1,447,951	$	—	$	3,827,339
Liabilities
Contingent consideration(1)	$	—	$	—	$	(12,035)	$	(12,035)
Total liabilities measured at fair value	$	—	$	—	$	(12,035)	$	(12,035)

(1) The Company used the probability-weighted discounted cash flow method to estimate the contingent consideration. The significant inputs used in the fair value measurement of the contingent consideration are the probability of payout and discount rate. As these inputs are not based on observable market data, the liability represents a Level 3 measurement within the fair value hierarchy.

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Short-Term Investments and Funds Held for Customers (Tables)

6 Months Ended

Dec. 31, 2023

Investments, Debt and Equity Securities [Abstract]

Summary of Funds Held For Customers

The following table summarizes the assets underlying short-term investments and funds held for customers as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Short-term investments:
Available-for-sale debt securities	$	972,621	$	1,043,110
Total short-term investments	972,621		1,043,110
Funds held for customers:
Restricted cash	1,125,392		1,793,088
Restricted cash equivalents	1,872,977		713,469
Funds receivable	12,281		12,822
Available-for-sale debt securities	652,385		846,404
Total funds held for customers	3,663,035		3,365,783
Less - income earned by the Company included in other current assets	(7,600)		(9,874)
Total funds held for customers, net of income earned by the Company	$	3,655,435	$	3,355,909

Summary of Fair Value of Funds Held For Customers Invested In Short Term Marketable Debt Securities and Funds Held for Customers

The following table summarizes the estimated fair value of available-for-sale debt securities included within funds held for customers and short-term investments as of the dates presented (in thousands):

	December 31, 2023
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Short-term investments:
Corporate bonds	$	424,195	$	730	$	(491)	$	424,434
U.S. treasury securities	372,372		170		(345)		372,197
Asset-backed securities	71,536		217		(29)		71,724
Certificates of deposit	58,811		—		—		58,811
U.S. agency securities	45,460		20		(25)		45,455
Total short-term investments	$	972,374	$	1,137	$	(890)	$	972,621
Funds held for customers:
Corporate bonds	$	338,702	$	158	$	(5)	$	338,855
Certificates of deposit	86,490		—		—		86,490
U.S. agency securities	13,849		—		(10)		13,839
Asset-backed securities	30,824		—		(53)		30,771
U.S. treasury securities	182,375		102		(47)		182,430
Total funds held for customers	$	652,240	$	260	$	(115)	$	652,385

	June 30, 2023
	Amortized cost		Gross unrealized gains		Gross unrealized losses		Fair value
Short-term investments:
Corporate bonds	$	481,658	$	207	$	(2,382)	$	479,483
U.S. treasury securities	409,586		42		(1,260)		408,368
U.S. agency securities	58,166		—		(199)		57,967
Asset-backed securities	51,321		8		(136)		51,193
Certificates of deposit	46,099		—		—		46,099
Total short-term investments	$	1,046,830	$	257	$	(3,977)	$	1,043,110
Funds held for customers:
Corporate bonds	$	433,936	$	18	$	(34)	$	433,920
Certificates of deposit	233,290		1		—		233,291
Asset-backed securities	70,993		—		(332)		70,661
U.S. agency securities	27,484		5		(31)		27,458
U.S. treasury securities	81,309		1		(236)		81,074
Total funds held for customers	$	847,012	$	25	$	(633)	$	846,404

Summary of Fair Value of Available-for-Sale Debt Securities

The following table summarizes fair value of the Company's available-for-sale debt securities by remaining contractual maturity as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Due within one year	$	1,337,185	$	1,543,379
Due in 1 year through 5 years	287,821		346,135
Total	$	1,625,006	$	1,889,514

Summary of Gross Unrealized Losses And Fair Values

The following table shows gross unrealized losses and fair values for those investments that were in an unrealized loss position as of the dates presented (in thousands):

	December 31, 2023
	Less than 12 months				12 months or longer				Total
	Fair value		Unrealized losses		Fair value		Unrealized losses		Fair value		Unrealized losses
Short-term investments:
Corporate bonds	$	119,582	$	(280)	$	45,813	$	(211)	$	165,395	$	(491)
U.S. treasury securities	54,361		(95)		31,095		(250)		85,456		(345)
Asset-backed securities	10,783		(14)		1,638		(15)		12,421		(29)
U.S. agency securities	45,651		(25)		—		—		45,651		(25)
Total short-term investments	$	230,377	$	(414)	$	78,546	$	(476)	$	308,923	$	(890)
Funds held for customers:
Corporate bonds	$	19,511	$	(5)	$	—	$	—	$	19,511	$	(5)
U.S. agency securities	13,838		(10)		—		—		13,838		(10)
Asset-backed securities	23,151		(29)		7,620		(24)		30,771		(53)
U.S. treasury securities	45,226		(47)		—		—		45,226		(47)
Total funds held for customers	$	101,726	$	(91)	$	7,620	$	(24)	$	109,346	$	(115)

	June 30, 2023
	Less than 12 months				12 months or longer				Total
	Fair value		Unrealized losses		Fair value		Unrealized losses		Fair value		Unrealized losses
Short-term investments:
Corporate bonds	$	213,373	$	(1,421)	$	83,189	$	(961)	$	296,562	$	(2,382)
U.S. treasury securities	199,440		(976)		14,286		(284)		213,726		(1,260)
Asset-backed securities	35,719		(103)		2,707		(33)		38,426		(136)
U.S. agency securities	57,967		(199)		—		—		57,967		(199)
Total short-term investments	$	506,499	$	(2,699)	$	100,182	$	(1,278)	$	606,681	$	(3,977)
Funds held for customers:
Corporate bonds	$	34,530	$	(34)	$	—	$	—	$	34,530	$	(34)
Asset-backed securities	59,128		(258)		11,533		(74)		70,661		(332)
U.S. agency securities	22,494		(31)		—		—		22,494		(31)
U.S. treasury securities	74,888		(236)		—		—		74,888		(236)
Total funds held for customers	$	191,040	$	(559)	$	11,533	$	(74)	$	202,573	$	(633)

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Acquired Card Receivables (Tables)

6 Months Ended

Dec. 31, 2023

Acquired Card Receivables [Abstract]

Summary of Acquired Card Receivables by Class

Below is a summary of the acquired card receivables by class (i.e., past due status) as of the dates presented (in thousands):

	December 31, 2023		June 30, 2023
Current and less than 30 days past due	$	524,440	$	463,704
30 ~ 59 days past due	5,570		2,507
60 ~ 89 days past due	5,584		4,544
90 ~ 119 days past due	2,511		3,196
Over 119 days past due	384		197
Total	$	538,489	$	474,148

Summary of Change in Allowance for Credit Losses

Below is a summary of the changes in allowance for credit losses presented (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Balance, beginning	$	18,513	$	7,541	$	15,498	$	5,414
Initial allowance for credit losses on purchased card receivables with credit deterioration	—		—		—		10
Provision for expected credit losses	14,354		8,520		26,329		15,103
Charge-off amounts	(12,118)		(4,379)		(21,908)		(9,412)
Recoveries collected	760		266		1,590		833
Balance, end of period	$	21,509	$	11,948	$	21,509	$	11,948

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Debt and Borrowings (Tables)

6 Months Ended

Dec. 31, 2023

Debt Disclosure [Abstract]

Schedule Of Debt

Debt and borrowings consisted of the following (in thousands):

	December 31, 2023		June 30, 2023
Current liabilities:
Borrowings from revolving credit facility (including unamortized debt premium)(1)	$	135,021	$	135,046
Non-current liabilities:
Convertible senior notes:
2027 Notes, principal	575,000		575,000
2025 Notes, principal	1,150,000		1,150,000
Less: unamortized debt issuance costs	(16,792)		(20,218)
Convertible senior notes, net	1,708,208		1,704,782
Total	$	1,843,229	$	1,839,828

(1) Unamortized debt issuance costs balance for the Revolving Credit Facility was $0.1 million and $0.2 million as of December 31, 2023 and June 30, 2023, respectively, and is included in "Other assets" on the condensed consolidated balance sheets.

Convertible Debt

As of December 31, 2023 and June 30, 2023, the Notes consisted of the following (in thousands):

	December 31, 2023				June 30, 2023
	2027 Notes		2025 Notes		2027 Notes		2025 Notes
Principal	$	575,000	$	1,150,000	$	575,000	$	1,150,000
Less: unamortized issuance costs	(8,840)		(7,952)		(10,188)		(10,030)
Net carrying amount	$	566,160	$	1,142,048	$	564,812	$	1,139,970

XML

Stockholders' Equity (Tables)

6 Months Ended

Dec. 31, 2023

Equity [Abstract]

Summary of Stock Based Compensation Cost from Stock Options, RSUs and ESPP

Stock-based compensation by award type (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Restricted stock units (RSUs)(1)	$	57,495	$	101,266	$	112,357	$	156,935
Stock options	2,784		13,117		6,491		24,911
Performance-based awards	4,253		3,157		9,316		6,448
Employee stock purchase plan	1,462		2,961		4,229		5,782
Market-based RSUs	1,415		1,254		2,485		2,507
Total stock-based compensation	$	67,409	$	121,755	$	134,878	$	196,583

Stock-based compensation was included in the following line items in the accompanying condensed consolidated statements of operations and condensed consolidated balance sheets (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Revenue - subscription and transaction fees	$	486	$	—	$	856	$	—
Cost of revenue	2,388		2,298		4,934		4,299
Research and development	26,160		26,981		53,526		47,831
Sales and marketing(1)	12,789		69,522		26,674		98,779
General and administrative	20,322		20,641		41,302		41,152
Restructuring	3,355		—		3,355		—
Total amount charged to loss from operations	65,500		119,442		130,647		192,061
Property and equipment (capitalized internal-use software)	1,909		2,313		4,231		4,522
Total stock-based compensation	$	67,409	$	121,755	$	134,878	$	196,583

1 In October 2022, the Company entered into separation and advisory agreements with its former Chief Revenue Officer (the CRO Agreements). Pursuant to the CRO Agreements, the former CRO will serve the Company as an advisor through September 2024.

Upon execution of the CRO Agreements, the Company recognized $52.2 million of stock-based compensation expense related to the former CRO's RSUs.

Unamortized stock-based compensation by award type:

	Unrecognized compensation (in thousands)		Weighted-average recognition period (in years)
RSUs	$	529,954	3.1
Performance-based awards	19,987		3.2
Market-based RSUs	9,698		1.6
Stock options	7,958		1.2
Employee stock purchase plan	1,526		0.5
Total unamortized stock-based compensation	$	569,124

XML

Other Income, Net (Tables)

6 Months Ended

Dec. 31, 2023

Other Income, Nonoperating [Abstract]

Schedule of Other Income, Net

Other income, net consisted of the following for the periods presented (in thousands):

	Three Months Ended December 31,				Six Months Ended December 31,
	2023		2022		2023		2022
Interest expense	$	(4,753)	$	(3,562)	$	(9,491)	$	(6,411)
Lower of cost or market adjustment on card receivables sold and held for sale	—		—		—		(1,545)
Interest income	33,781		20,910		68,134		32,375
Other	(109)		(326)		(416)		(1,449)
Total other income, net	$	28,919	$	17,022	$	58,227	$	22,970

XML

Restructuring (Tables)

6 Months Ended

Dec. 31, 2023

Restructuring and Related Activities [Abstract]

Summary of Restructuring Liabilities

The following table summarizes the restructuring liability that is included in other accruals and current liabilities and accounts payable on the accompanying condensed consolidated balance sheets:

	Severance and termination benefits		Contract termination		Other		Total restructuring liability
Balance, at June 30, 2023	$	—	$	—	$	—	$	—
Charges	20,975		343		417		21,735
Cash payments	(8,239)		(72)		—		(8,311)
Balance, at December 31, 2023	$	12,736	$	271	$	417	$	13,424

XML

Net Loss Per Share Attributable To Common Stockholders (Tables)

6 Months Ended

Dec. 31, 2023

Earnings Per Share [Abstract]

Summary of Potentially Dilutive Securities Excluded from Diluted Net Loss Per Share Calculation

Potentially dilutive securities, which were excluded from the diluted net loss per share calculations because they would have been antidilutive were as follows as of the dates presented (in thousands):

	December 31,
	2023	2022
RSUs	5,203	4,644
Stock options	2,189	3,156
Performance-based awards	285	—
Market-based RSUs	115	—
Employee stock purchase plan	6	—
Total	7,798	7,800

XML

The Company and Its Significant Accounting Policies - Segment Reporting (Details)	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023 Segment	Dec. 31, 2022
Accounting Policies [Abstract]
Number of operating segments			1
External customer revenue, percentage	0.03	0.03	0.03	0.03

XML

The Company and Its Significant Accounting Policies - Concentrations of Credit Risk (Details) $ in Millions	3 Months Ended		6 Months Ended
	Dec. 31, 2023 USD ($) Customer	Dec. 31, 2022 Customer	Dec. 31, 2023 USD ($) Customer	Dec. 31, 2022 Customer	Jun. 30, 2023 USD ($)
Organization Consolidation Basis Of Presentation Business Description And Accounting Policies [Line Items]
Allowance for potential credit losses related to accounts receivable and acquired card receivables | $	$ 21.7		$ 21.7		$ 15.9
Revenue Benchmark | Customer Concentration Risk
Organization Consolidation Basis Of Presentation Business Description And Accounting Policies [Line Items]
Number of customers exceed 10% of revenue | Customer	0	0	0	0
Revenue Benchmark | Customer Concentration Risk | No Customer
Organization Consolidation Basis Of Presentation Business Description And Accounting Policies [Line Items]
Concentration percentage	10.00%	10.00%	10.00%	10.00%

XML

Revenue - Schedule of Revenue from Subscription and Transaction Fees Disaggregated by Customer Category (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Disaggregation Of Revenue [Line Items]
Total revenue	$ 318,495	$ 260,006	$ 623,480	$ 489,930
Subscription and transaction fees
Disaggregation Of Revenue [Line Items]
Total revenue	274,992	231,095	540,134	445,706
Subscription and transaction fees | Small-to-midsize businesses, accounting firms, spending businesses and other
Disaggregation Of Revenue [Line Items]
Total revenue	269,845	220,406	530,049	425,227
Subscription and transaction fees | Financial institutions
Disaggregation Of Revenue [Line Items]
Total revenue	5,147	10,689	10,085	20,479
Interest on funds held for customers
Disaggregation Of Revenue [Line Items]
Total revenue	$ 43,503	$ 28,911	$ 83,346	$ 44,224

XML

Revenue - Additional Information (Details) - USD ($) $ in Millions	3 Months Ended	6 Months Ended
	Dec. 31, 2023	Dec. 31, 2023	Jun. 30, 2023
Disaggregation Of Revenue [Line Items]
Deferred revenue, recognized	$ 6.5	$ 16.7
Aggregate amount of transaction price allocated to performance obligations	110.0	110.0
Unbilled revenue	$ 16.5	$ 16.5	$ 14.0
Percentage expected to be amended	0.44	0.44
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date: 2024-01-01
Disaggregation Of Revenue [Line Items]
Aggregate amount of transaction price allocated to performance obligations, percentage	84.00%	84.00%
Revenue, remaining performance obligation, expected timing of satisfaction, period	2 years	2 years
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date: 2026-01-01
Disaggregation Of Revenue [Line Items]
Aggregate amount of transaction price allocated to performance obligations, percentage	16.00%	16.00%
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date: 2026-01-01 | Minimum
Disaggregation Of Revenue [Line Items]
Revenue, remaining performance obligation, expected timing of satisfaction, period	3 years	3 years
Revenue, Remaining Performance Obligation, Expected Timing of Satisfaction, Start Date: 2026-01-01 | Maximum
Disaggregation Of Revenue [Line Items]
Revenue, remaining performance obligation, expected timing of satisfaction, period	5 years	5 years

XML

Fair Value Measurement - Summary of Fair Value of Assets and Liabilities Measured on Recurring Basis (Details) - Fair Value, Recurring - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Assets
Cash equivalents:	$ 1,041,869	$ 1,224,356
Short-term investments:	972,621	1,043,110
Total assets measured at fair value	4,539,852	3,827,339
Liabilities
Contingent consideration	(6,500)	(12,035)
Total liabilities measured at fair value	(6,500)	(12,035)
Money market funds
Assets
Cash equivalents:	993,163	1,131,621
Corporate bonds
Assets
Cash equivalents:	41,644	45,301
Short-term investments:	424,434	479,483
U.S. treasury securities
Assets
Cash equivalents:		44,856
Short-term investments:	372,197	408,368
U.S. agency securities
Assets
Cash equivalents:	4,965
Short-term investments:	45,455	57,967
Asset-backed securities
Assets
Short-term investments:	71,724	51,193
Certificates of deposit
Assets
Cash equivalents:	2,097	2,578
Short-term investments:	58,811	46,099
Restricted cash equivalents: | Corporate bonds
Assets
Funds held for customers:	283,988
Restricted cash equivalents: | U.S. treasury securities
Assets
Funds held for customers:	139,414
Restricted cash equivalents: | Restricted cash equivalents:
Assets
Funds held for customers:	1,872,977	713,469
Restricted cash equivalents: | Restricted cash equivalents: | Money market funds
Assets
Funds held for customers:	1,449,575	713,469
Short-term investments
Assets
Funds held for customers:	652,385	846,404
Short-term investments | Corporate bonds
Assets
Funds held for customers:	338,855	433,920
Short-term investments | U.S. treasury securities
Assets
Funds held for customers:	182,430	81,074
Short-term investments | U.S. agency securities
Assets
Funds held for customers:	13,839	27,458
Short-term investments | Asset-backed securities
Assets
Funds held for customers:	30,771	70,661
Short-term investments | Certificates of deposit
Assets
Funds held for customers:	86,490	233,291
Level 1
Assets
Cash equivalents:	993,163	1,176,477
Short-term investments:	0	408,368
Total assets measured at fair value	2,442,738	2,379,388
Liabilities
Contingent consideration	0	0
Total liabilities measured at fair value	0	0
Level 1 | Money market funds
Assets
Cash equivalents:	993,163	1,131,621
Level 1 | Corporate bonds
Assets
Cash equivalents:	0	0
Short-term investments:	0	0
Level 1 | U.S. treasury securities
Assets
Cash equivalents:		44,856
Short-term investments:	0	408,368
Level 1 | U.S. agency securities
Assets
Cash equivalents:	0
Short-term investments:	0	0
Level 1 | Asset-backed securities
Assets
Short-term investments:	0	0
Level 1 | Certificates of deposit
Assets
Cash equivalents:	0	0
Short-term investments:	0	0
Level 1 | Restricted cash equivalents: | Corporate bonds
Assets
Funds held for customers:	0
Level 1 | Restricted cash equivalents: | U.S. treasury securities
Assets
Funds held for customers:	0
Level 1 | Restricted cash equivalents: | Restricted cash equivalents:
Assets
Funds held for customers:	1,449,575	713,469
Level 1 | Restricted cash equivalents: | Restricted cash equivalents: | Money market funds
Assets
Funds held for customers:	1,449,575	713,469
Level 1 | Short-term investments
Assets
Funds held for customers:	0	81,074
Level 1 | Short-term investments | Corporate bonds
Assets
Funds held for customers:	0	0
Level 1 | Short-term investments | U.S. treasury securities
Assets
Funds held for customers:	0	81,074
Level 1 | Short-term investments | U.S. agency securities
Assets
Funds held for customers:	0	0
Level 1 | Short-term investments | Asset-backed securities
Assets
Funds held for customers:	0	0
Level 1 | Short-term investments | Certificates of deposit
Assets
Funds held for customers:	0	0
Level 2
Assets
Cash equivalents:	48,706	47,879
Short-term investments:	972,621	634,742
Total assets measured at fair value	2,097,114	1,447,951
Liabilities
Contingent consideration	0	0
Total liabilities measured at fair value	0	0
Level 2 | Money market funds
Assets
Cash equivalents:	0	0
Level 2 | Corporate bonds
Assets
Cash equivalents:	41,644	45,301
Short-term investments:	424,434	479,483
Level 2 | U.S. treasury securities
Assets
Cash equivalents:		0
Short-term investments:	372,197	0
Level 2 | U.S. agency securities
Assets
Cash equivalents:	4,965
Short-term investments:	45,455	57,967
Level 2 | Asset-backed securities
Assets
Short-term investments:	71,724	51,193
Level 2 | Certificates of deposit
Assets
Cash equivalents:	2,097	2,578
Short-term investments:	58,811	46,099
Level 2 | Restricted cash equivalents: | Corporate bonds
Assets
Funds held for customers:	283,988
Level 2 | Restricted cash equivalents: | U.S. treasury securities
Assets
Funds held for customers:	139,414
Level 2 | Restricted cash equivalents: | Restricted cash equivalents:
Assets
Funds held for customers:	423,402	0
Level 2 | Restricted cash equivalents: | Restricted cash equivalents: | Money market funds
Assets
Funds held for customers:	0	0
Level 2 | Short-term investments
Assets
Funds held for customers:	652,385	765,330
Level 2 | Short-term investments | Corporate bonds
Assets
Funds held for customers:	338,855	433,920
Level 2 | Short-term investments | U.S. treasury securities
Assets
Funds held for customers:	182,430	0
Level 2 | Short-term investments | U.S. agency securities
Assets
Funds held for customers:	13,839	27,458
Level 2 | Short-term investments | Asset-backed securities
Assets
Funds held for customers:	30,771	70,661
Level 2 | Short-term investments | Certificates of deposit
Assets
Funds held for customers:	86,490	233,291
Level 3
Assets
Cash equivalents:	0	0
Short-term investments:	0	0
Total assets measured at fair value	0	0
Liabilities
Contingent consideration	(6,500)	(12,035)
Total liabilities measured at fair value	(6,500)	(12,035)
Level 3 | Money market funds
Assets
Cash equivalents:	0	0
Level 3 | Corporate bonds
Assets
Cash equivalents:	0	0
Short-term investments:	0	0
Level 3 | U.S. treasury securities
Assets
Cash equivalents:		0
Short-term investments:	0	0
Level 3 | U.S. agency securities
Assets
Cash equivalents:	0
Short-term investments:	0	0
Level 3 | Asset-backed securities
Assets
Short-term investments:	0	0
Level 3 | Certificates of deposit
Assets
Cash equivalents:	0	0
Short-term investments:	0	0
Level 3 | Restricted cash equivalents: | Corporate bonds
Assets
Funds held for customers:	0
Level 3 | Restricted cash equivalents: | U.S. treasury securities
Assets
Funds held for customers:	0
Level 3 | Restricted cash equivalents: | Restricted cash equivalents:
Assets
Funds held for customers:	0	0
Level 3 | Restricted cash equivalents: | Restricted cash equivalents: | Money market funds
Assets
Funds held for customers:	0	0
Level 3 | Short-term investments
Assets
Funds held for customers:	0	0
Level 3 | Short-term investments | Corporate bonds
Assets
Funds held for customers:	0	0
Level 3 | Short-term investments | U.S. treasury securities
Assets
Funds held for customers:	0	0
Level 3 | Short-term investments | U.S. agency securities
Assets
Funds held for customers:	0	0
Level 3 | Short-term investments | Asset-backed securities
Assets
Funds held for customers:	0	0
Level 3 | Short-term investments | Certificates of deposit
Assets
Funds held for customers:	$ 0	$ 0

XML

Fair Value Measurement - Additional Information (Details) - USD ($) $ in Millions	Dec. 31, 2023	Sep. 24, 2021	Nov. 30, 2020
2027 Senior Notes
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Debt instrument, aggregate principal amount	$ 575.0	$ 575.0
Debt stated percentage	0.00%	0.00%
Debt instrument, fair value estimated	$ 479.7
2025 Senior Notes
Fair Value Assets And Liabilities Measured On Recurring And Nonrecurring Basis [Line Items]
Debt instrument, aggregate principal amount	$ 1,150.0		$ 1,150.0
Debt stated percentage	0.00%		0.00%
Debt instrument, fair value estimated	$ 1,080.0

XML

Short-Term Investments and Funds Held for Customers - Summary of Funds Held for Customers (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Short-term investments:
Available-for-sale debt securities	$ 972,621	$ 1,043,110
Funds held for customers:
Total funds held for customers	3,663,035	3,365,783
Less - income earned by the Company included in other current assets	(7,600)	(9,874)
Funds held for customers	3,655,435	3,355,909
Restricted cash
Funds held for customers:
Total funds held for customers	1,125,392	1,793,088
Restricted cash equivalents:
Funds held for customers:
Total funds held for customers	1,872,977	713,469
Funds receivable
Funds held for customers:
Total funds held for customers	12,281	12,822
Available-for-sale debt securities
Funds held for customers:
Total funds held for customers	$ 652,385	$ 846,404

XML

Short-Term Investments and Funds Held for Customers - Summary of Fair Value of Funds Held For Customers (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Short-term investments:
Amortized cost	$ 972,374	$ 1,046,830
Gross unrealized gains	1,137	257
Gross unrealized losses	(890)	(3,977)
Short-term investments	972,621	1,043,110
Funds held for customers:
Amortized cost	652,240	847,012
Gross unrealized gains	260	25
Gross unrealized losses	(115)	(633)
Fair value	652,385	846,404
Certificates of deposit
Funds held for customers:
Amortized cost		233,290
Gross unrealized gains		1
Gross unrealized losses		0
Fair value		233,291
Corporate bonds
Short-term investments:
Amortized cost	424,195	481,658
Gross unrealized gains	730	207
Gross unrealized losses	(491)	(2,382)
Short-term investments	424,434	479,483
Funds held for customers:
Amortized cost	338,702	433,936
Gross unrealized gains	158	18
Gross unrealized losses	(5)	(34)
Fair value	338,855	433,920
U.S. treasury securities
Short-term investments:
Amortized cost	372,372	409,586
Gross unrealized gains	170	42
Gross unrealized losses	(345)	(1,260)
Short-term investments	372,197	408,368
Funds held for customers:
Amortized cost	182,375	81,309
Gross unrealized gains	102	1
Gross unrealized losses	(47)	(236)
Fair value	182,430	81,074
Asset-backed securities
Short-term investments:
Amortized cost	71,536	51,321
Gross unrealized gains	217	8
Gross unrealized losses	(29)	(136)
Short-term investments	71,724	51,193
Funds held for customers:
Amortized cost	30,824	70,993
Gross unrealized gains	0	0
Gross unrealized losses	(53)	(332)
Fair value	30,771	70,661
Certificates of deposit
Short-term investments:
Amortized cost	58,811	46,099
Gross unrealized gains	0	0
Gross unrealized losses	0	0
Short-term investments	58,811	46,099
Funds held for customers:
Amortized cost	86,490
Gross unrealized gains	0
Gross unrealized losses	0
Fair value	86,490
U.S. agency securities
Short-term investments:
Amortized cost	45,460	58,166
Gross unrealized gains	20	0
Gross unrealized losses	(25)	(199)
Short-term investments	45,455	57,967
Funds held for customers:
Amortized cost	13,849	27,484
Gross unrealized gains	0	5
Gross unrealized losses	(10)	(31)
Fair value	$ 13,839	$ 27,458

XML

Short-Term Investments and Funds Held for Customers - Additional Information (Details)	3 Months Ended		6 Months Ended
	Dec. 31, 2023 USD ($) InvestmentPosition	Dec. 31, 2022 USD ($)	Dec. 31, 2023 USD ($) InvestmentPosition	Dec. 31, 2022 USD ($)	Jun. 30, 2023 USD ($)
Debt Securities, Available-for-Sale [Line Items]
Accrued interest receivable	$ 5,200,000		$ 5,200,000		$ 4,300,000
Amortized cost	652,240,000		652,240,000		847,012,000
Fair value	$ 652,385,000		$ 652,385,000		846,404,000
Number of unrealized loss investment positions | InvestmentPosition	130		130
Number of investment positions | InvestmentPosition	440		440
Short-term investments realized gains or losses	$ 0	$ 0	$ 0	$ 0
Accrued Interest Receivable
Debt Securities, Available-for-Sale [Line Items]
Amortized cost	3,700,000		3,700,000		6,900,000
Fair value	$ 3,700,000		$ 3,700,000		$ 6,900,000

XML

Short-Term Investments and Funds Held for Customers - Summary of Fair Value of Available-for-Sale Debt Securities (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Investments, Debt and Equity Securities [Abstract]
Due within one year	$ 1,337,185	$ 1,543,379
Due in 1 year through 5 years	287,821	346,135
Total	$ 1,625,006	$ 1,889,514

XML

Short-Term Investments and Funds Held for Customers - Summary of Gross Unrealized Losses And Fair Values (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Short-term investments:
Fair value, less than 12 months	$ 230,377	$ 506,499
Unrealized losses, less than 12 months	(414)	(2,699)
Fair value, 12 months or longer	78,546	100,182
Unrealized losses, 12 months or longer	(476)	(1,278)
Fair value	308,923	606,681
Unrealized losses	(890)	(3,977)
Funds held for customers:
Fair value, less than 12 months	101,726	191,040
Unrealized losses, less than 12 months	(91)	(559)
Fair value, 12 months or longer	7,620	11,533
Unrealized losses, 12 months or longer	(24)	(74)
Fair value	109,346	202,573
Unrealized losses	(115)	(633)
Corporate bonds
Short-term investments:
Fair value, less than 12 months	119,582	213,373
Unrealized losses, less than 12 months	(280)	(1,421)
Fair value, 12 months or longer	45,813	83,189
Unrealized losses, 12 months or longer	(211)	(961)
Fair value	165,395	296,562
Unrealized losses	(491)	(2,382)
Funds held for customers:
Fair value, less than 12 months	19,511	34,530
Unrealized losses, less than 12 months	(5)	(34)
Fair value, 12 months or longer	0	0
Unrealized losses, 12 months or longer	0	0
Fair value	19,511	34,530
Unrealized losses	(5)	(34)
U.S. treasury securities
Short-term investments:
Fair value, less than 12 months	54,361	199,440
Unrealized losses, less than 12 months	(95)	(976)
Fair value, 12 months or longer	31,095	14,286
Unrealized losses, 12 months or longer	(250)	(284)
Fair value	85,456	213,726
Unrealized losses	(345)	(1,260)
Funds held for customers:
Fair value, less than 12 months	45,226	74,888
Unrealized losses, less than 12 months	(47)	(236)
Fair value, 12 months or longer	0	0
Unrealized losses, 12 months or longer	0	0
Fair value	45,226	74,888
Unrealized losses	(47)	(236)
Asset-backed securities
Short-term investments:
Fair value, less than 12 months	10,783	35,719
Unrealized losses, less than 12 months	(14)	(103)
Fair value, 12 months or longer	1,638	2,707
Unrealized losses, 12 months or longer	(15)	(33)
Fair value	12,421	38,426
Unrealized losses	(29)	(136)
Funds held for customers:
Fair value, less than 12 months	23,151	59,128
Unrealized losses, less than 12 months	(29)	(258)
Fair value, 12 months or longer	7,620	11,533
Unrealized losses, 12 months or longer	(24)	(74)
Fair value	30,771	70,661
Unrealized losses	(53)	(332)
U.S. agency securities
Short-term investments:
Fair value, less than 12 months	45,651	57,967
Unrealized losses, less than 12 months	(25)	(199)
Fair value, 12 months or longer	0	0
Unrealized losses, 12 months or longer	0	0
Fair value	45,651	57,967
Unrealized losses	(25)	(199)
Funds held for customers:
Fair value, less than 12 months	13,838	22,494
Unrealized losses, less than 12 months	(10)	(31)
Fair value, 12 months or longer	0	0
Unrealized losses, 12 months or longer	0	0
Fair value	13,838	22,494
Unrealized losses	$ (10)	$ (31)

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Acquired Card Receivables - Additional Information (Details) - USD ($) $ in Millions	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Acquired Card Receivables [Abstract]
Acquired card receivable as collateral	$ 191.4		$ 191.4
Authorized transactions but not cleared	15.8		$ 15.8
Grace period to payment on acquired card receivables			5 days
Acquired card receivables, minimum number of past due days to accrue fees			90 days
Unused credit available	2,100.0		$ 2,100.0
Card receivables acquired during the period	$ 4,300.0	$ 3,300.0	$ 8,300.0	$ 6,000.0

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Acquired Card Receivables - Summary of Acquired Card Receivables by Class (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Financing Receivable, Past Due [Line Items]
Total	$ 538,489	$ 474,148
Current and less than 30 days past due
Financing Receivable, Past Due [Line Items]
Total	524,440	463,704
30 ~ 59 days past due
Financing Receivable, Past Due [Line Items]
Total	5,570	2,507
60 ~ 89 days past due
Financing Receivable, Past Due [Line Items]
Total	5,584	4,544
90 ~ 119 days past due
Financing Receivable, Past Due [Line Items]
Total	2,511	3,196
Over 119 days past due
Financing Receivable, Past Due [Line Items]
Total	$ 384	$ 197

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Acquired Card Receivables - Summary of Change in Allowance for Credit Losses (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Allowance For Credit Losses [Roll Forward]
Balance, beginning	$ 18,513	$ 7,541	$ 15,498	$ 5,414
Initial allowance for credit losses on purchased card receivables with credit deterioration	0	0	0	10
Provision for expected credit losses	14,354	8,520	26,329	15,103
Charge-off amounts	(12,118)	(4,379)	(21,908)	(9,412)
Recoveries collected	760	266	1,590	833
Balance, end of period	$ 21,509	$ 11,948	$ 21,509	$ 11,948

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Debt and Borrowings - Schedule of Debt (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Debt Instrument [Line Items]
Less: unamortized debt issuance costs	$ (16,792)	$ (20,218)
Convertible senior notes, net	1,708,208	1,704,782
Total	1,843,229	1,839,828
Line of Credit
Debt Instrument [Line Items]
Borrowings from revolving credit facility	135,021	135,046
Unamortized debt issuance costs	100	200
2027 Senior Notes
Debt Instrument [Line Items]
Non-current liabilities	575,000	575,000
Total	566,160	564,812
2025 Senior Notes
Debt Instrument [Line Items]
Non-current liabilities	1,150,000	1,150,000
Total	$ 1,142,048	$ 1,139,970

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Debt and Borrowings - Additional Information (Details) $ / shares in Units, shares in Millions			3 Months Ended		6 Months Ended
	Sep. 24, 2021 USD ($) $ / shares shares	Nov. 30, 2020 USD ($) $ / shares shares	Dec. 31, 2023 USD ($) $ / shares	Dec. 31, 2022 USD ($)	Dec. 31, 2023 USD ($) Tradingday $ / shares shares	Dec. 31, 2022 USD ($)	Jun. 30, 2023 USD ($)
Debt Instrument [Line Items]
Amortization of debt discount and issuance costs					$ 3,523,000	$ 3,483,000
2021 Revolving Credit Agreement
Debt Instrument [Line Items]
Debt instrument, effective interest rate percentage			8.31%		8.31%
2027 Senior Notes
Debt Instrument [Line Items]
Debt instrument, aggregate principal amount	$ 575,000,000		$ 575,000,000		$ 575,000,000
Debt stated percentage	0.00%		0.00%		0.00%
Debt instrument, maturity date	Apr. 01, 2027
Debt issuance costs	$ 14,900,000
Debt initial conversion rate	0.0024108
Initial conversion price per share | $ / shares	$ 414.80
Notes issued upon conversion (in shares) | shares	1.4
Debt instrument threshold percentage of conversion price					130.00%
Number of trading days for conversion of notes | Tradingday					20
Number of consecutive trading days for conversion of notes | Tradingday					30
Debt convertible date	Jan. 01, 2027
Debt instrument denomination of principal amount for conversion into common stock	$ 1,000
Number of business day period for conversion of notes					5 days
Number of consecutive trading day period in consideration for conversion of notes					5 days
Threshold percentage of stock price trigger in measurement period					98.00%
Debt conversion rate in make whole					1.2656
Debt conversion price per share in make whole | $ / shares			$ 272.00		$ 272.00
Debt default threshold principal amount percentage					100.00%
Proceeds from issuance of convertible senior notes, net of discounts and issuance costs	$ 560,100,000
Debt instrument, effective interest rate percentage			0.48%		0.48%
Cost of capped call					$ 125,800,000
Capped call, initial strike price (dollars per share) | $ / shares			$ 414.80		$ 414.80
Capped call, initial cap price (dollars per share) | $ / shares			$ 544.00		$ 544.00
Cap calls cover subject to anti-dilution adjustments to common stock (in shares) | shares					8.5
Principal			$ 575,000,000		$ 575,000,000		$ 575,000,000
2027 Senior Notes | Redeem On or After October 5, 2024
Debt Instrument [Line Items]
Redemption period, start date					Oct. 05, 2024
Debt instrument threshold percentage of conversion price					130.00%
Number of trading days for conversion of notes | Tradingday					20
Number of consecutive trading days for conversion of notes | Tradingday					30
Redemption price percentage of principal amount redeemed					100.00%
Sinking fund					$ 0
2025 Senior Notes
Debt Instrument [Line Items]
Debt instrument, aggregate principal amount		$ 1,150,000,000	$ 1,150,000,000		$ 1,150,000,000
Debt stated percentage		0.00%	0.00%		0.00%
Debt instrument, maturity date		Dec. 01, 2025
Debt issuance costs		$ 20,600,000
Debt initial conversion rate		0.0062159
Initial conversion price per share | $ / shares		$ 160.88
Notes issued upon conversion (in shares) | shares		7.1
Debt instrument threshold percentage of conversion price					130.00%
Number of trading days for conversion of notes | Tradingday					20
Number of consecutive trading days for conversion of notes | Tradingday					30
Debt convertible date		Sep. 01, 2025
Debt instrument denomination of principal amount for conversion into common stock		$ 1,000			$ 1,000
Number of business day period for conversion of notes					5 days
Number of consecutive trading day period in consideration for conversion of notes					5 days
Threshold percentage of stock price trigger in measurement period					98.00%
Debt conversion rate in make whole					2.9525
Debt conversion price per share in make whole | $ / shares			$ 109.07		$ 109.07
Debt default threshold principal amount percentage					100.00%
Proceeds from issuance of convertible senior notes, net of discounts and issuance costs		$ 1,130,000,000
Debt instrument, effective interest rate percentage				0.36%		0.36%
Cost of capped call					$ 125,800,000
Capped call, initial strike price (dollars per share) | $ / shares			160.88		$ 160.88
Capped call, initial cap price (dollars per share) | $ / shares			$ 218.14		$ 218.14
Cap calls cover subject to anti-dilution adjustments to common stock (in shares) | shares					8.5
Principal			$ 1,150,000,000		$ 1,150,000,000		1,150,000,000
2025 Senior Notes | Redeem On or After December 5, 2023
Debt Instrument [Line Items]
Redemption period, start date					Dec. 05, 2023
Debt instrument threshold percentage of conversion price					130.00%
Number of trading days for conversion of notes | Tradingday					20
Number of consecutive trading days for conversion of notes | Tradingday					30
Redemption price percentage of principal amount redeemed					100.00%
Sinking fund					$ 0
2027 and 2025 Convertible Senior Notes
Debt Instrument [Line Items]
Amortization of debt discount and issuance costs			1,700,000	$ 1,700,000	$ 3,400,000	$ 3,400,000
Debt instrument, weighted average remaining term					2 years 4 months 24 days
Principal			$ 1,700,000,000		$ 1,700,000,000		$ 1,700,000,000

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Debt and Borrowings - Schedule of Notes (Details) - USD ($) $ in Thousands	Dec. 31, 2023	Jun. 30, 2023
Debt Instrument [Line Items]
Total	$ 1,843,229	$ 1,839,828
2027 Senior Notes
Debt Instrument [Line Items]
Principal	575,000	575,000
Less: unamortized issuance costs	(8,840)	(10,188)
Total	566,160	564,812
2025 Senior Notes
Debt Instrument [Line Items]
Principal	1,150,000	1,150,000
Less: unamortized issuance costs	(7,952)	(10,030)
Total	$ 1,142,048	$ 1,139,970

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Debt and Borrowings - Revolving Credit Facility- Additional Information (Details) - 2021 Revolving Credit Agreement - USD ($) $ in Thousands	1 Months Ended	6 Months Ended
	Aug. 31, 2022	Dec. 31, 2023	Aug. 01, 2022
Debt Instrument [Line Items]
Line of credit facility maturity month and year	2024-06
Line of credit facility, maximum borrowing capacity			$ 225,000
Line of credit facility, unused capacity, commitment fee percentage	0.50%
Line of credit, outstanding amount threshold			$ 75,000
Benchmark adjustment rate			0.28%
Remaining weighted-average amortization period		4 months 24 days
Utilization Period Two
Debt Instrument [Line Items]
Line of credit facility, minimum utilization			$ 135,000
Line of credit, minimum utilization percentage			60.00%
Secured Overnight Financing Rate (SOFR)
Debt Instrument [Line Items]
Debt instrument floor rate	0.25%
Variable Rate Component One | Secured Overnight Financing Rate (SOFR)
Debt Instrument [Line Items]
Debt instrument basis spread on variable rate	2.75%
Variable Rate Component Two | Secured Overnight Financing Rate (SOFR)
Debt Instrument [Line Items]
Debt instrument basis spread on variable rate	2.65%
Variable Rate Component Three | Secured Overnight Financing Rate (SOFR)
Debt Instrument [Line Items]
Debt instrument basis spread on variable rate	2.65%

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Stockholders' Equity - Summary of Stock-Based Compensation By Award Type (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2022	Dec. 31, 2021
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Share-based compensation expense	$ 67,409	$ 121,755	$ 134,878	$ 196,583
RSUs
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Share-based compensation expense	57,495	101,266	112,357	156,935
Stock options
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Share-based compensation expense	2,784	13,117	6,491	24,911
Performance-based awards
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Share-based compensation expense	4,253	3,157	9,316	6,448
Employee stock purchase plan
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Share-based compensation expense	1,462	2,961	4,229	5,782
Market-based RSUs
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Share-based compensation expense	$ 1,415	$ 1,254	$ 2,485	$ 2,507

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Stockholders' Equity - Summary of Stock Based Compensation from Stock Options, RSUs and ESPP (Details) - USD ($) $ in Thousands	1 Months Ended	3 Months Ended		6 Months Ended
	Oct. 31, 2022	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Total amount charged to loss from operations		$ 65,500	$ 119,442		$ 130,647	$ 192,061
Property and equipment (capitalized internal-use software)		1,909	2,313		4,231	4,522
Total stock-based compensation		67,409	121,755		134,878	196,583
Stock-based compensation, CRO agreement	$ 52,200
Revenue - subscription and transaction fees | Subscription and transaction fees
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Total amount charged to loss from operations		486	0	$ 856	0
Cost of revenue
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Total amount charged to loss from operations		2,388	2,298		4,934	4,299
Research and development
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Total amount charged to loss from operations		26,160	26,981		53,526	47,831
Sales and marketing
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Total amount charged to loss from operations		12,789	69,522		26,674	98,779
General and administrative
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Total amount charged to loss from operations		20,322	20,641		41,302	41,152
Restructuring
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Total amount charged to loss from operations		$ 3,355	$ 0		$ 3,355	$ 0

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Stockholder's Equity - Unamortized Stock-based Compensation Expense (Details) $ in Thousands	6 Months Ended
	Dec. 31, 2023 USD ($)
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 569,124
RSUs
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 529,954
Weighted-average period over which unrecognized compensation cost is expected to be recognized	3 years 1 month 6 days
Performance-based awards
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 19,987
Weighted-average period over which unrecognized compensation cost is expected to be recognized	3 years 2 months 12 days
Market-based RSUs
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 9,698
Weighted-average period over which unrecognized compensation cost is expected to be recognized	1 year 7 months 6 days
Stock options
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 7,958
Weighted-average period over which unrecognized compensation cost is expected to be recognized	1 year 2 months 12 days
Employee stock purchase plan
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 1,526
Weighted-average period over which unrecognized compensation cost is expected to be recognized	6 months

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Stockholder's Equity - Restricted Stock Units (RSUs) (Details) $ in Thousands	6 Months Ended
	Dec. 31, 2023 USD ($)
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 569,124
RSUs
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 529,954
Weighted-average period over which unrecognized compensation cost is expected to be recognized	3 years 1 month 6 days
Performance-based awards
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 19,987
Weighted-average period over which unrecognized compensation cost is expected to be recognized	3 years 2 months 12 days
Market-based RSUs
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 9,698
Weighted-average period over which unrecognized compensation cost is expected to be recognized	1 year 7 months 6 days
Stock options
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 7,958
Weighted-average period over which unrecognized compensation cost is expected to be recognized	1 year 2 months 12 days
Employee stock purchase plan
Employee Service Share Based Compensation Allocation Of Recognized Period Costs [Line Items]
Unamortized stock-based compensation expense	$ 1,526
Weighted-average period over which unrecognized compensation cost is expected to be recognized	6 months

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Stockholder's Equity - Share Repurchase Program (Details) - USD ($) $ in Thousands	3 Months Ended	6 Months Ended
	Dec. 31, 2023	Dec. 31, 2023	Jan. 31, 2023
Equity [Abstract]
Share repurchase program, authorized amount			$ 300,000
Treasury stock, acquired (in shares)	2,722,655	2,882,634
Treasury stock, retired (in shares)	2,722,655	2,882,634
Treasury stock, value (in dollars)	$ 196,700	$ 212,700

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Other Income, Net - Schedule of Other Income (Expenses), Net (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Other Income, Nonoperating [Abstract]
Interest expense	$ (4,753)	$ (3,562)	$ (9,491)	$ (6,411)
Lower of cost or market adjustment on card receivables sold and held for sale	0	0	0	(1,545)
Interest income	33,781	20,910	68,134	32,375
Other	(109)	(326)	(416)	(1,449)
Total other income, net	$ 28,919	$ 17,022	$ 58,227	$ 22,970

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Income Taxes (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Income Tax Disclosure [Abstract]
Provision for (benefit from) income taxes	$ 1,666	$ (365)	$ 2,189	$ (471)

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Restructuring (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2023	Dec. 31, 2022
Restructuring and Related Activities [Abstract]
Restructuring	$ 25,091	$ 0	$ 25,091	$ 0
Restructuring expenses, stock-based compensation expense	$ 3,400		$ 3,400

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Restructuring - Summary of Restructuring Liabilities (Details) $ in Thousands	6 Months Ended
	Dec. 31, 2023 USD ($)
Restructuring Reserve [Roll Forward]
Beginning balance	$ 0
Charges	21,735
Cash payments	(8,311)
Ending balance	13,424
Severance and termination benefits
Restructuring Reserve [Roll Forward]
Beginning balance	0
Charges	20,975
Cash payments	(8,239)
Ending balance	12,736
Contract termination
Restructuring Reserve [Roll Forward]
Beginning balance	0
Charges	343
Cash payments	(72)
Ending balance	271
Other
Restructuring Reserve [Roll Forward]
Beginning balance	0
Charges	417
Cash payments	0
Ending balance	$ 417

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Net Loss Per Share Attributable To Common Stockholders - Summary of Potentially Dilutive Securities Excluded from Diluted Net Loss Per Share Calculation (Details) - shares shares in Thousands	6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	7,798	7,800
RSUs
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	5,203	4,644
Stock options
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	2,189	3,156
Performance-based awards
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	285	0
Market-based RSUs
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	115	0
Employee stock purchase plan
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	6	0

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Net Loss Per Share Attributable To Common Stockholders - Additional Information (Details) - shares shares in Thousands	6 Months Ended
	Dec. 31, 2023	Dec. 31, 2022
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	7,798	7,800
Notes | Maximum
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares subject to adjustment	12,700
Shares Underlying Conversion Option in Notes
Antidilutive Securities Excluded From Computation Of Earnings Per Share [Line Items]
Number of shares not considered in calculation of diluted net loss per share	8,500