10-Q

UNITED STATES 

SECURITIES AND EXCHANGE COMMISSION 

Washington, D.C. 20549

FORM 10-Q

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

For the quarterly period ended February 28, 2023

o TRANSITION REPORT UNDER SECTION 13 OR 15(d) OF THE EXCHANGE ACT

For the transition period from _______ to _______

SEC File No. 001-37954

SHIFTPIXY, INC.

(Exact name of registrant as specified in its charter)

Wyoming	47-4211438
(State or other jurisdiction of incorporation or organization)	(I.R.S. Employer Identification No.)
13450 W Sunrise Blvd, Suite 650, Sunrise FL	33323
(Address of principal executive offices)	(Zip Code)

Registrant’s telephone number: (888) 798-9100

N/A

(Former name, former address and former three months, if changed since last report)

Securities registered under Section 12(b) of the Act:

Title of each class	Trading Symbol(s)	Name of each exchange on which registered
Common Stock, par value $0.0001 per share	PIXY	The Nasdaq Stock Market LLC

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

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition 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

The number of shares of the registrant’s only class of common stock, $0.0001 par value was 10,055,515 as of April 11, 2023.

1

TABLE OF CONTENTS

PART I — FINANCIAL INFORMATION
Item 1.	Condensed Consolidated Financial Statements	1
	Condensed Consolidated Balance Sheets as of February 28, 2023 (Unaudited) and August 31, 2022	1
	Condensed Consolidation Statements of Operations for the Three and Six Months ended February 28, 2023 and February 28, 2022 (Unaudited)	3
	Condensed Consolidated Statements of Stockholders' Deficit for the Three and Six Months ended February 28, 2023 and February 28, 2022 (Unaudited)	4
	Condensed Consolidated Statements of Cash Flows for the Six Months ended February 28, 2023 and February 28, 2022 (Unaudited)	6
	Notes to the Condensed Consolidated Financial Statements	7
Item 2.	Management’s Discussion and Analysis of Financial Condition and Results of Operations	32
Item 3.	Quantitative and Qualitative Disclosure about Market Risk	45
Item 4.	Controls and Procedures	45
PART II — OTHER INFORMATION
Item 1.	Legal Proceedings	47
Item 1A.	Risk Factors
Item 2.	Unregistered Sales of Equity Securities and Use of Proceeds	47
Item 3.	Defaults Upon Senior Securities	47
Item 4.	Mine Safety Disclosures	47
Item 5.	Other Information	47
Item 6.	Exhibits	48
Signatures		49

Item 1. Condensed Consolidated Financial Statements

ShiftPixy, Inc. 

Condensed Consolidated Balance Sheets

	February 28, 2023		August 31, 2022
	(Unaudited)
ASSETS
Current assets
Cash	$	818,000	$	618,000
Accounts receivable	745,000		279,000
Unbilled accounts receivable	2,172,000		2,105,000
Prepaid expenses	198,000		696,000
Other current assets	293,000		187,000
Cash and marketable securities held in Trust Account (See Notes 2 and 4)	—		116,969,000
Total current assets	4,226,000		120,854,000
Fixed assets, net	2,769,000		2,769,000
Right-of-use operating lease	3,767,000		4,076,000
Deposits and other assets	1,019,000		919,000
Total assets	$	11,781,000	$	128,618,000
LIABILITIES AND STOCKHOLDERS' DEFICIT
Current liabilities
Accounts payable and other accrued liabilities	$	16,546,000	$	17,122,000
Payroll related liabilities	20,926,000		16,055,000
Accrued workers’ compensation costs	439,000		567,000
Current liabilities of discontinued operations	1,628,000		1,362,000
Class A common shares of SPAC mandatory redeemable 0 shares and 11,500,000 shares as of February 28, 2023 and August 31, 2022 (See Notes 2 and 4)	—		116,969,000
Total current liabilities	39,539,000		152,075,000
Non-current liabilities
Operating lease liability, non-current	3,237,000		3,541,000
Accrued workers’ compensation costs	913,000		1,227,000
Non-current liabilities of discontinued operations	3,810,000		3,269,000
Total liabilities	47,499,000		160,112,000
Commitments and contingencies
Stockholders’ deficit
Preferred stock, 50,000,000 authorized shares; $0.0001 par value: 0 and 8,600,000 shares issued and outstanding as of February 28, 2023 and August 31, 2022.	—		1,000
Common stock, 750,000,000 authorized shares; $0.0001 par value; 9,976,536 and 513,349 shares issued as of February 28, 2023 and August 31, 2022.	6,000		5,000
Additional paid-in capital	168,193,000		151,731,000
Accumulated deficit	(203,917,000)		(192,725,000)
Total ShiftPixy, Inc. Stockholders' deficit	(35,718,000)		(40,988,000)
Non-controlling interest in consolidated subsidiary (See Note 4)	—		9,494,000
Total stockholders' deficit	(35,718,000)		(31,494,000)
Total liabilities and stockholders' deficit	$	11,781,000	$	128,618,000

The accompanying notes are an integral part of these condensed consolidated financial statements.

2

ShiftPixy, Inc. 

Condensed Consolidated Statements of Operations 

(Unaudited)

	For the Three Months Ended				For the Six Months Ended
	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
Revenues (See Note 2)	$	4,579,000	$	10,437,000	$	9,844,000	$	19,378,000
Cost of revenues	4,095,000		10,498,000		8,941,000		18,743,000
Gross profit	484,000		(61,000)		903,000		635,000
Operating expenses:
Salaries, wages, and payroll taxes	2,598,000		3,653,000		4,857,000		7,543,000
Commissions	7,000		28,000		17,000		56,000
Professional fees	870,000		1,677,000		2,065,000		3,414,000
Software development	119,000		1,073,000		179,000		2,234,000
Depreciation and amortization	150,000		130,000		299,000		253,000
General and administrative	1,765,000		2,354,000		3,516,000		4,693,000
Total operating expenses	5,509,000		8,915,000		10,933,000		18,193,000
Operating loss	(5,025,000)		(8,976,000)		(10,030,000)		(17,558,000)
Other (expense) income:
Interest expense	(239,000)		(1,000)		(457,000)		(2,000)
Other income	642,000		13,000		642,000		16,000
Expensed SPAC offering costs	—		(515,000)		—		(515,000)
Total other expense	403,000		(503,000)		185,000		(501,000)
Net loss attributable to ShiftPixy, Inc	(4,622,000)		(9,479,000)		(9,845,000)		(18,059,000)
Loss from discontinued operations, net of tax	(607,000)		(18,000)		(807,000)		(151,000)
Non-controlling interest	(540,000)		—		(540,000)		—
Net Loss	(5,769,000)		(9,497,000)		(11,192,000)		(18,210,000)
Preferred stock preferential dividend	—		—		(127,145,000)		—
Deemed dividend from change in fair value from warrants modification	—		(7,731,000)		—		(7,731,000)
Net loss attributable to common shareholders	$	(5,769,000)	$	(17,228,000)	$	(138,337,000)	$	(25,941,000)
Net loss per share attributable to ShiftPixy shareholder, , basic and diluted
Continuing operations - basic and diluted	$	(0.53)	$	(55.13)	$	(14.29)	$	(76.77)
Discontinued operations - basic and diluted	(0.06)		(0.06)		(0.08)		(0.45)
Net  loss per common share – basic and diluted	$	(0.59)	$	(55.19)	$	(14.37)	$	(77.22)
Weighted average common shares outstanding – basic and diluted	9,703,645		312,155		9,625,660		335,934

The accompanying notes are an integral part of these condensed consolidated financial statements.

3

ShiftPixy, Inc. 

Condensed Consolidated Statements of Stockholders' Deficit 

For the Six Months Ended February 28, 2023

(Unaudited)

	Preferred Stock Issued			Common Stock Issued			Additional Paid-In Capital		Accumulated Deficit		Total Stockholders’ Deficit ShiftPixy, Inc.		Noncontrolling interest		Total Stockholders' Deficit
	Shares	Amount		Shares	Amount
Balance, Balance, September 1, 2022	8,600,000	$	1,000	513,349	$	5,000	$	151,731,000	$	(192,725,000)	$	(40,988,000)	$	9,494,000	$	(31,494,000)
Fair Market value increase of preferred stock prior to reverse stock split	—	—		—	—		127,145,000		—		127,145,000		—		$	127,145,000
Preferential dividend of preferred stock	—	—		—	—		(127,145,000)		—		(127,145,000)		—		$	(127,145,000)
Common stock issued on exercised prefunded warrants	—	—		124,204	—		1,000		—		1,000		—		$	1,000
Common stock issued for private placement, net of offering costs	—	—		416,667	—		4,387,000		—		4,387,000		—		$	4,387,000
Common stock issued on conversion of preferred stocks into common stock	(8,600,000)	(1,000)		8,600,000	1,000		—		—		—		—		$	—
Stock-based compensation expense	—	—		—	—		500,000		—		500,000		—		$	500,000
Warrant modification expense	—	—		—	—		106,000		—		106,000		—		$	106,000
Additional shares issued due to reverse stock split	—	—		16,976	—		—		—		—		—		$	—
Net proceeds of ATM, net of offering expenses	—	—		305,340	—		1,434,000		—		1,434,000		—		$	1,434,000
Deconsolidation of VIE	—	—		—	—		10,034,000		—		10,034,000		(9,494,000)		$	540,000
Net loss	—	—		—	—		—		(11,192,000)		(11,192,000)		—		$	(11,192,000)
Balance, February 28, 2023	—	$	—	9,976,536	$	6,000	$	168,193,000	$	(203,917,000)	$	(35,718,000)	$	—	$	(35,718,000)

ShiftPixy, Inc.

Condensed Consolidated Statements of Deficit

For the Three Months Ended February 28, 2023

(Unaudited)

	Preferred Stock Issued			Common Stock Issued			Additional Paid-In Capital		Accumulated Deficit		Total Stockholders’ Deficit ShiftPixy, Inc.		Noncontrolling interest		Total Shareholders' Equity
	Shares	Amount		Shares	Amount
Balance, Balance, December 1, 2022	—	$	—	9,671,196	6,000		$	156,480,000	$	(198,148,000)	$	(41,662,000)	$	9,494,000	$	(32,168,000)
Proceeds of ATM, net of offering expenses	—	—		305,340	—		1,434,000		—		$	1,434,000	—		$	1,434,000
Stock-based compensation expense	—	—		—	—		245,000		—		245,000		—		$	245,000
Deconsolidation of VIE	—	—		—	—		10,034,000		—		10,034,000		$	(9,494,000)	$	540,000
Net loss	—	—		—	—		—		(5,769,000)		(5,769,000)		—		$	(5,769,000)
Balance, February 28, 2022	—	$	—	9,976,536	$	6,000	$	168,193,000	$	(203,917,000)	$	(35,718,000)	$	—	$	(35,718,000)

accompanying notes are an integral part of these condensed consolidated financial statements.

ShiftPixy, Inc. 

4

Condensed Consolidated Statements of Stockholders' Deficit 

For the Six Months Ended February 28, 2022

(Unaudited)

	Preferred Stock Issued			Common Stock Issued			Additional Paid-In Capital		Accumulated Deficit		Total Stockholders’ Deficit ShiftPixy, Inc.		Noncontrolling interest		Total Stockholders' Deficit
	Shares	Amount		Shares	Amount
Balance, Balance, September 1, 2021	—	$	—	25,863,099	$	3,000	$	142,786,000	$	(149,338,000)	$	(6,549,000)	$	47,472,000	$	40,923,000
Cumulative effect adjustment for ASC 842 lease accounting adoption	—	—		—	—		—		608,000		608,000		—		$	608,000
Common stock issued for private placement, net of offering cost	—	—		2,850,000	—		4,183,000		—		4,183,000		—		$	4,183,000
Common stock issued on exercised warrants, net of offering costs	—	—		4,948,453	—		5,409,000		—		5,409,000		—		$	5,409,000
Prefunded warrants from private placement, net of offering costs	—	—		—	—		6,861,000		—		6,861,000		—		$	6,861,000
Stock-based compensation expense	—	—		—	—		747,000		—		747,000		—		$	747,000
Excess of proceeds from the sale of private placement warrants to Sponsor	—	—		—	—		(13,270,000)		—		(13,270,000)		—		$	(13,270,000)
Withdrawal of SPAC registrations under Form S-1	—	—		—	—		—		—		—		(37,978,000)		$	(37,978,000)
Net loss	—	—		—	—		—		(18,210,000)		(18,210,000)		—		$	(18,210,000)
Balance, February 28, 2022	—	$	—	33,661,552	$	3,000	$	146,716,000	$	(166,940,000)	$	(20,221,000)	$	9,494,000	$	(10,727,000)

ShiftPixy, Inc.

Condensed Consolidated Statements of Stockholders' Deficit 

For the Three Months Ended February 28, 2022

(Unaudited)

	Preferred Stock Issued			Common Stock Issued			Additional Paid-In Capital		Accumulated Deficit		Total Stockholders’ Deficit ShiftPixy, Inc.		Noncontrolling interest		Total Shareholders' Equity
	Shares	Amount		Shares	Amount
Balance, December 1, 2021	—	$	—	28,713,099	$	3,000	$	140,968,000	$	(158,051,000)	$	(17,080,000)	$	47,472,000	$	30,392,000
ASC 842 adoption catch up adjustment	—	—		—	—		—		608,000		$	608,000	—		$	608,000
Common stock issued on exercised warrants, net of offering costs	—	—		4,948,453	—		5,409,000		—		5,409,000		—		$	5,409,000
Stock-based compensation expense	—	—		—	—		339,000		—		339,000		$	—	$	339,000
Withdrawal of SPAC													$	(37,978,000)	$	(37,978,000)
Net loss	—	—		—	—		—		(9,497,000)		(9,497,000)		$	—	$	(9,497,000)
Balance, February 28, 2022	—	$	—	33,661,552	$	3,000	$	146,716,000	$	(166,940,000)	$	(20,221,000)	$	9,494,000	$	(10,727,000)

The accompanying notes are an integral part of these condensed consolidated financial statements.

5

ShiftPixy, Inc.

Condensed Consolidated Statements of Cash Flows

(Unaudited)

	For the Six Months Ended
	February 28, 2023		February 28, 2022
OPERATING ACTIVITIES
Net loss	$	(11,192,000)	$	(18,210,000)
Loss from discontinued operations	(807,000)		(151,000)
Non-controlling interest	(540,000)		—
Net loss attributed to ShiftPixy, Inc.	(9,845,000)		(18,059,000)
Adjustments to reconcile net loss to net cash used in operations of ShiftPixy, Inc:
Depreciation and amortization	299,000		253,000
Stock-based compensation	500,000		747,000
Warrant modification expense	106,000		—
Stock-based compensation - shares for services accrued to directors	113,000		—
Expensed SPAC offering cost	—		515,000
Amortization of operating lease	85,000		217,000
Changes in operating assets and liabilities:
Accounts receivable	(466,000)		117,000
Unbilled accounts receivable	(67,000)		126,000
Prepaid expenses and other current assets	392,000		(573,000)
Deposits - workers' compensation	—		414,000
Deposits and other assets	—		—
Other long-term assets	(100,000)		—
Accounts payable and other accrued liabilities	(769,000)		3,065,000
Payroll related liabilities	4,871,000		3,297,000
Accrued workers’ compensation costs	(442,000)		(452,000)
Total adjustment	4,522,000		7,726,000
Net cash used in operations of ShiftPixy, Inc	(5,323,000)		(10,333,000)
Net cash provided by non- controlling activities	—		—
Net cash provided by discontinued operating activities	—		—
Net cash used in operations of ShiftPixy, Inc.	(5,323,000)		(10,333,000)
INVESTING ACTIVITIES
Investment of IHC IPO proceeds into Trust Account	—		(116,732,000)
Redemption of Trust Account	117,574,000		—
Purchase of fixed assets	(299,000)		(461,000)
Net cash provided by (used in) investing activities	117,275,000		(117,193,000)
FINANCING ACTIVITIES
Deferred offering costs	—		(3,502,000)
Proceeds from initial public offering of IHC	—		116,725,000
Payment to IHC shareholders	(117,574,000)		—
Proceeds from prefunded warrant exercises	1,000		5,409,000
Proceeds from private placement, net of offering costs	4,387,000		4,183,000
Proceeds from At-The-Market Offering, net of offering costs	1,434,000		—
Proceeds from private placement prefunded warrants, net of offering costs	—		6,861,000
Net cash (used in) provided by financing activities	(111,752,000)		129,676,000
Net increase in cash	200,000		2,150,000
Cash - beginning of period	618,000		1,199,000
Cash - end of period	$	818,000	$	3,349,000
Supplemental Disclosure of Cash Flows Information:
Cash paid for interest	$	102,000	$	2,000
Cash paid for income taxes	$	—	$	—
Non-cash Investing and Financing Activities:
Deconsolidation of VIE	$	9,494,000	$	—
Deferred offering costs SPACs	$	—	$	37,978,000
Change in fair value due to warrant modification	$	—	$	13,728,000
Operating lease assets and liabilities s from adoption of ASC 842	$	—	$	7,687,000
Increase in marketable securities in trust account and Class A mandatory redeemable common shares	$	801,000	$	—
Transfer of preferred shares to common shares	$	1,000	$	—

6

ShiftPixy, Inc. 

Notes to the Condensed Consolidated Financial Statements 

(Unaudited)

Note 1: Nature of Operations

ShiftPixy, Inc. (the "Company") was incorporated on June 3, 2015, in the State of Wyoming. The Company is a specialized Human Capital service provider that provides solutions for large, contingent, part-time workforce demands, primarily in the restaurant and hospitality service trades. The Company’s historic focus has been on the quick service restaurant industry in Southern California, but the Company has expanded into other geographic areas and industries that employ temporary or part-time labor sources, notably including the healthcare industry.

The Company functions as an employment administrative services (“EAS”) provider primarily through its wholly owned subsidiary, ReThink Human Capital Management, Inc. (“HCM”), as well as a staffing provider through another of its wholly owned subsidiaries, ShiftPixy Staffing, Inc. (“Staffing”). These subsidiaries provide a variety of services to our clients typically as a co-employer through HCM and a direct employer through Staffing, including the following: administrative services, payroll processing, human resources consulting, and workers’ compensation administration and coverage (as permitted and/or required by state law). The Company has built a human resources information systems (“HRIS”) platform to assist in customer acquisition that simplifies the onboarding of new clients into the Company’s closed proprietary operating and processing information system (the “ShiftPixy Ecosystem”). The Company expects this HRIS platform to facilitate additional value-added services in future reporting periods.

In January 2020, the Company sold the assets of Shift Human Capital Management Inc. (“SHCM”), a wholly owned subsidiary of the Company, pursuant to which the Company assigned the majority of the Company’s billable clients at the time of the sale to a third party for cash. The continuing impact of this transaction on the Company’s financial statements is described below in Note 3, Discontinued Operations.

Effective September 1, 2022, the Company filed articles of amendment to the Company’s articles of incorporation to effect a one-for-one hundred (1:100) reverse split of the Company’s issued and outstanding shares of Common Stock. The reverse split became effective on NASDAQ, September 1, 2022. All share related numbers in this Report on Form 10-Q give effect to this reverse split.

Note 2: Summary of Significant Accounting Policies

Basis of Presentation

The accompanying unaudited condensed consolidated financial statements of the Company have been prepared in accordance with accounting principles generally accepted in the United States of America (“GAAP”) and the rules of the Securities and Exchange Commission (“SEC”) applicable to interim reports of companies filing as a small reporting company. Accordingly, they do not include all of the information and footnotes required by GAAP for complete financial statements. In the opinion of management, all adjustments (consisting of normal recurring accruals) considered necessary for fair presentation have been included. The results of unaudited condensed operations for the three and six months end February 28, 2023 are not necessarily indicative of the results that may be expected for the full year ending August 31, 2023.

For further information, refer to the consolidated financial statements and footnotes thereto included in the Company’s Annual Report on Form 10-K for the fiscal year ended August 31, 2022 (“Fiscal 2022”), filed with the SEC on December 13, 2022, as amended by Forms 10-K/A, filed with the SEC on December 14, 2022, February 3, 2023 and February 9, 2023, respectively.

Principles of Consolidation

The unaudited condensed consolidated financial statements include the accounts of ShiftPixy, Inc., and its wholly owned subsidiaries. The unaudited condensed consolidated financial statements also include the accounts of Industrial Human Capital, Inc. ("IHC"), which was a special purpose acquisition company, or "SPAC," for which our wholly owned subsidiary, ShiftPixy Investments, Inc., served as the financial sponsor (as described below), and which SPAC was deemed to be controlled by us as a result of the Company's 15% equity ownership stake, the overlap of three of our executive officers for a period of time as executive officers of IHC, and significant influence that the Company exercised over the funding and acquisition of new operations for an initial business combination ("IBC"). (See Note 2, Variable Interest Entity). All intercompany balances have been eliminated in consolidation. As of February 7, 2023, IHC was not a part of the Company's operations, and consolidation. IHC was dissolved on November 14, 2022, and the Trustee released all the redemption funds from the Trust Account, See Note 4, to IHC shareholders on December 1, 20122, effectively liquidating the Trust. On February 7, 2023, three creditors of IHC

7

filed an involuntary petition for liquidation under Chapter 7 against IHC in the US Bankruptcy Court for the Southern District of Florida. See Note 4, Pursuant to ASC 810-10-15, consolidation is precluded where control does not rest for a non-controlling interest in legal reorganization or bankruptcy. In addition, IHC did not meet the criteria of a VIE, see Note 4.

Use of Estimates

The preparation of financial statements in conformity with GAAP requires the Company to make estimates and assumptions that affect certain reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates. Significant estimates include:

•Assumption as a going concern; management assumes that the Company will continue as a going concern, which contemplates continuity of operations, realization of assets and liquidation of all liabilities in the normal course of business

•Liability for legal contingencies

•Useful lives of property and equipment

•Deferred income taxes and related valuation allowance

•Valuation of illiquid non-controlling interest in SPAC shares transferred and

•Projected development of workers’ compensation claims.

These significant accounting estimates or assumptions bear the risk of change due to the fact that there are uncertainties attached to these estimates or assumptions are difficult to measure of value.

Management regularly reviews the key factors and assumptions to develop the estimates utilizing currently available information, changes in facts and circumstances, historical experience, and reasonable assumptions. After such valuation, if deemed appropriate, those estimates are adjusted accordingly.

Liquidity, Capital Resources And Going Concern

Under the existing accounting guidance, management must evaluate whether there are conditions or events, considered in the aggregate, that raise substantial doubt about the Company’s ability to continue as a going concern within one year after the date the condensed consolidated financial statements are issued. This evaluation initially does not take into consideration the potential mitigating effect of management’s plans that have not been fully implemented as of the date the unaudited condensed consolidated financial statements are issued. When substantial doubt is determined to exist, management evaluates whether the mitigating effect of its plans sufficiently alleviates substantial doubt about the Company’s ability to continue as a going concern. The mitigating effect of management’s plans; however, is only considered if both (1) it is probable that the plans will be effectively implemented within one year after the date the unaudited condensed consolidated financial statements are issued, and (2) it is probable that the plans, when implemented, may mitigate the relevant conditions or events that raise substantial doubt about the entity’s ability to continue as a going concern within one year after the date the condensed consolidated financial statements are issued.

As of February 28, 2023, the Company had cash of $0.8 million and a working capital deficit of $35.3 million. During the six months ended February 28, 2023, the Company used approximately $5.3 million of cash from its continuing operations and incurred recurring losses, resulting in an accumulated deficit of $203.9 million. As of February 28, 2023, the Company is delinquent with respect to remitting payroll tax payments to the IRS. The Company has been in communication with the IRS regarding amounts owing in relation to Employee Retention Credits due. In addition, some clients have filed suits against the Company, demanding that the Company take action to file for additional Employee Retention Credits for certain tax periods. Until the matter is concluded and the taxes are paid, the IRS could, subject to its standard processes and the Company’s rights to respond, implement collection actions, including such actions as levying against Company bank accounts, to recover the amounts that it calculates to be due and owing.

Historically, the Company's principal source of financing has come through the sale of the Company's common stock, including in certain instances, warrants and issuance of convertible notes. In September 2022, the Company raised approximately $5 million ($4.4 million, net of costs) in connection with the underwriting of a private placement offering, see Note 5, Stockholders' Deficit.

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On January 31, 2023, the Company entered into an At-The-Market "(ATM") Issuance Sales Agreement and filed a registration statement on Form S-3 and prospectus supplement with the Securities and Exchange Commission, for an offering of up to $8.2 million in shares of its common stock, see Note 5, Stockholders Deficit. For the three months ended February 28, 2023, the Company received $1.9 million gross proceeds ($1.4 million net of costs) from the sale of 305,340 shares of the Company’s common stock. As of February 28, 2023, approximately $6.3 million remains available for the sale of shares of the Company's common stock under the ATM.

The Company's plans and expectations for the next twelve months include raising additional capital to help fund expansion of the Company's operations and strengthening of the Company's sales force strategy by focusing on staffing services as the key driver to improve the Company's margin and the continued support and functionality improvement of the Company's information technology (“IT”) and HRIS platform. This expanded go-to-market strategy will focus on building a national account portfolio managed by a newly-formed regional team of senior sales executives singularly focused on sustained quarterly revenue growth and gross profit margin expansion. The Company expects to continue to invest in the Company's HRIS platform, ShiftPixy Labs, and other growth initiatives, all of which have required and will continue to require significant cash expenditures.

The Company expects to raise capital from additional sales of its securities during this fiscal year either through its ATM, registered public offerings or private placements, the proceeds of which the Company intends to use to fund its operations and growth initiatives. There can be no assurance that we will meet the requirements to be able to sell securities on terms that the Company is seeking. Although management believes that its current cash position, along with its anticipated revenue growth and proceeds from future sales of its securities, when combined with prudent expense management, will not alleviate substantial doubt, there is no assurance that about its ability to continue as a going concern and to fund its operations for at least one year from the date these financials are available (even with the absence of any funded debt outstanding on its balance sheet). If these sources do not provide the capital necessary to fund the Company’s operations during the next twelve months, it may need to curtail certain aspects of its operations or expansion activities, consider the sale of additional assets, or consider other means of financing. The Company can give no assurance that it will be successful in implementing its business plan and obtaining financing on advantageous terms, or that any such additional financing will be available. If the Company is not successful in obtaining the necessary financing, we do not currently have the cash resources to meet our operating commitments for the next twelve months. These consolidated financial statements do not include any adjustments for this uncertainty.

Revenue and Direct Cost Recognition

The Company’s revenues are primarily disaggregated into fees for providing staffing solutions and EAS/HCM services. The Company enters into contracts with its clients for Staffing or EAS based on a stated rate and price in the contract. Contracts generally have a term of 12 months, however are cancellable at any time by either party with 30 days’ written notice. The performance obligations in the agreements are generally combined into one performance obligation, as they are considered a series of distinct services, and are satisfied over time because the client simultaneously receives and consumes the benefits provided as the Company performs the services. Payments for the Company’s services are typically made in advance of, or at the time that the services are provided. The Company does not have significant financing components or significant payment terms for its customers and consequently has no material credit losses. The Company uses the output method based on a stated rate and price over the payroll processed to recognize revenue, as the value to the client of the goods or services transferred to date appropriately depicts the Company's performance towards complete satisfaction of the performance obligation.

Staffing Solutions

The Company records gross billings as revenues for its staffing solutions clients. The Company is primarily responsible for fulfilling the staffing solutions services and has discretion in establishing price. The Company includes the payroll costs in revenues with a corresponding increase to cost of revenues for payroll costs associated with these services. As a result, we are the principal in this arrangement for revenue recognition purposes.

EAS Solutions / HCM

EAS solutions revenue is primarily derived from the Company’s gross billings, which are based on (i) the payroll cost of the Company’s worksite employees (“WSEs”) and (ii) a mark-up computed as a percentage of payroll costs for payroll taxes and workers’ compensation premiums.

Gross billings are invoiced to each EAS client concurrently with each periodic payroll of the Company’s WSEs, which coincides with the services provided and which is typically a fixed percentage of the payroll processed. Revenues, which exclude the payroll cost component of gross billings and therefore consist solely of markup, are recognized ratably over the

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payroll period as WSEs perform their services at the client worksite. Although the Company assumes responsibility for processing and remitting payroll and payroll related obligations, it does not assume employment-related responsibilities such as determining the amount of the payroll and related payroll obligations. As a result, the Company records revenue on a “net” basis in this arrangement for revenue recognition purposes. Revenues that have been recognized but not invoiced for EAS clients are included in unbilled accounts receivable on the Company’s condensed consolidated balance sheets were $2.2 million and $2.1 million, as of February 28, 2023 and August 31, 2022, respectively.

Consistent with the Company’s revenue recognition policy for EAS clients, direct costs do not include the payroll cost of its WSEs. The cost of revenue associated with the Company’s revenue generating activities is primarily comprised of all other costs related to its WSEs, such as the employer portion of payroll-related taxes, employee benefit plan premiums and workers’ compensation insurance costs.

The fees collected from the worksite employers for benefits (i.e. zero-margin benefits pass-through), workers’ compensation and state unemployment taxes are presented in revenues and the associated costs of benefits, workers’ compensation and state unemployment taxes are included in operating expenses for EAS clients, as the Company does retain risk and acts as a principal with respect to this aspect of the arrangement. With respect to these fees, the Company is primarily responsible for fulfilling the service and has discretion in establishing price.

Disaggregation of Revenue

The Company’s primary revenue streams include HCM and staffing services. The Company’s disaggregated revenues for the three and six months ended February 28, 2023 and February 28, 2022, respectively, were as follows:

	For the Three Months Ended				For the Six Months Ended
Revenue (in thousands):	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
HCM1	$	1,558	$	1,588	$	2,970	$	3,333
Staffing	3,021		8,849		6,874		16,045
	$	4,579	$	10,437	$	9,844	$	19,378

1 HCM revenue is presented net, $12 million and $23.6 million gross billings less WSE payroll costs of $10.4 million and $20.6 million for the three and six months ended February 28, 2023 and $12.6 million and $25.5 million, respectively Gross billings less WSE payroll costs for the three and six months ended February 2022, was $11 million and $22.2 million, respectively.

For the three and six months ended February 28, 2023 and February 28, 2022, respectively, the following geographical regions represented more than 10% of total revenues:

	For the Three Months Ended				For the Six Months Ended
Region:	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
California	43.6	%	53.5	%	46.3	%	53.9	%
Washington	11.1	%	12.5	%	11.7	%	13.1	%
New Mexico	12.9	%	8	%	11.7	%	7.2	%

Incremental Cost of Obtaining a Contract

Pursuant to the “practical expedients” provided under Accounting Standards Update "ASU" No 2014-09, the Company expenses sales commissions when incurred because the terms of its contracts are cancellable by either party upon 30 days' notice. These costs are recorded in commissions in the Company’s unaudited condensed consolidated statements of operations.

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Segment Reporting

Prior to August 31, 2021, the Company operated as one reportable segment under Accounting Standards Codification "ASC" 280, Segment Reporting. The chief operating decision maker regularly reviews the financial information of the Company at a consolidated level in deciding how to allocate resources and in assessing performance. During Fiscal 2021, the Company entered into new business lines and geographic areas that, to date, are not material. However, with the migration to Staffing during the fiscal quarter ending May 31, 2021, the Company is beginning to manage the business on a segmented basis and therefore intends to report such information once systems and processes are updated accordingly. Reporting and monitoring activities on a segment basis will allow the chief operating decision maker to evaluate operating performance more effectively. However, the Company is working on its systems to properly allocate to its business segments. However, the CEO is actively involved in the day to day business and is aware of the overall segment information.

Cash and Cash Equivalents

The Company considers all highly liquid investments with an original maturity of three months or less when purchased as cash equivalents. The Company had no cash equivalent as of February 28, 2023 and August 31, 2022.

Marketable Securities Held in Trust Account

As of August 31, 2022, substantially all of the assets held in the Trust Account were invested in U.S. Treasury securities with maturities of 180 days or less. These funds are restricted for use and may only be used for purposes of completing an initial business combination ("IBC") or redemption of the public common shares of IHC. On December 1, 2022, the Company distributed $117.6 million to the shareholders of IHC. There were no assets held in the Trust Account as of February 28, 2023.

Concentration of Credit Risk

The Company maintains cash with a commercial bank, which is insured by the Federal Deposit Insurance Corporation (“FDIC”). At various times, the Company has deposits in this financial institution in excess of the amount insured by the FDIC. The Company has not experienced any losses related to these balances and believes its credit risk to be minimal. As of February 28, 2023 and August 31, 2022, there was $1 million $0.6 million, respectively, of cash on deposit in excess of the amounts insured by the FDIC.

The following represents clients who have ten percent of total accounts receivable as of February 28, 2023 and August 31, 2022, respectively.

	As of
	February 28, 2023		August 31, 2022
Clients:	(Unaudited)
Client 1	71.5	%	—	%
Client 2	15.7	%	39.2	%
Client 3	6.3	%	15.4	%
Client 4	5.8	%	22.0	%

Fixed Assets

Fixed assets are recorded at cost, less accumulated depreciation and amortization. Expenditures for major additions and improvements are capitalized and minor replacements, maintenance, and repairs are charged to expense as incurred. When fixed assets are retired or otherwise disposed of, the cost and accumulated depreciation are removed from the accounts and any resulting gain or loss is included in the results of operations for the respective period. Leasehold improvements are amortized over the shorter of the useful life or the initial lease term.

Fixed assets are recorded at cost and are depreciated over the estimated useful lives of the related assets using the straight-line method. The estimated useful lives of property and equipment for purposes of computing depreciation are as follows:

Equipment:	5 years
Furniture & Fixtures:	5 - 7 years
Leasehold improvements	Shorter of useful life or the remaining lease term, typically 5 years

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Depreciation and amortization expense for the three and six months are $0.2 million and $0.3 million for February 28, 2023 and $0.1 million and $0.3 million for February 28, 2022, respectively and is included on the unaudited condensed consolidated statements of operations and included in operating expenses.

Computer Software Development

Software development costs relate primarily to software coding, systems interfaces and testing of the Company’s proprietary employer information systems and are accounted for in accordance with Accounting Standards Codification "ASC" 350-40, Internal Use Software.

Internal software development costs are capitalized from the time the internal use software is considered probable of completion until the software is ready for use. Business analysis, system evaluation and software maintenance costs are expensed as incurred. The capitalized computer software development costs are reported under the section fixed assets, net in the consolidated balance sheets and are amortized using the straight-line method over the estimated useful life of the software, generally three to five years from when the asset is placed in service.

The Company determined that there were no material capitalized internal software development costs for the three and six months ended February 28, 2023 and August 31, 2022 All capitalized software recorded was purchased from third party vendors. Capitalized software development costs are amortized using the straight-line method over the estimated useful life of the software, generally three to five years from when the asset is placed in service.

The Company incurred research and development costs of $0.1 million and $0.2 million for the three and six months ended February 28, 2023, respectively. During the three and six months ended February 28, 2022 the Company incurred research and development costs of approximately $1.1 million and $2.2 million, respectively. All costs were related to internally developed or externally contracted software and related technology for the Company’s HRIS platform and related mobile application. In addition, there were no software costs were capitalized for the three and six ended February 28, 2023 and February 28, 2022, respectively.

Lease Recognition

The Financial Accounting Standards Board "FASB" established Topic 842, Leases, by issuing ASU No. 2016-02 "ASC 842", which required lessees to recognize leases on the balance sheet and disclose key information about leasing arrangements. Topic 842 was subsequently amended by ASU No. 2018-01, Land Easement Practical Expedient for Transition to Topic 842; ASU No. 2018-10, Codification Improvements to Topic 842, Leases; and ASU No. 2018-11, Targeted Improvements. The standard established a right-of-use asset model (“ROU”) that required a lessee to recognize an ROU operating lease asset and lease liability on the condensed balance sheets for all leases with a term longer than 12 months. Leases are classified as finance or operating, with classification affecting the pattern and classification of expense recognition in the unaudited condensed consolidated statement of operations.

Impairment and Disposal of Long-Lived Assets

The Company periodically evaluates its long-lived assets for impairment in accordance with ASC 360-10, Property, Plant, and Equipment. ASC 360-10 requires that an impairment loss be recognized for assets to be disposed of or held-for-use when the carrying amount of an asset is deemed not to be recoverable. If events or circumstances were to indicate that any of the Company's long-lived assets might be impaired, the Company would assess recoverability based on the estimated undiscounted future cash flows to be generated from the applicable asset. In addition, the Company may record an impairment loss to the extent that the carrying value of the asset exceeds the fair value of the asset. Fair value is generally determined using an estimate of discounted future net cash flows from operating activities or upon disposal of the asset. The Company assessed impairment for the periods presented and no impairment charges were deemed necessary.

Workers’ Compensation

Everest Program

Until July 2018, a portion of the Company’s workers’ compensation risk was covered by a retrospective rated policy through Everest National Insurance Company, which calculates the final policy premium based on the Company’s loss experience during the term of the policy and the stipulated formula set forth in the policy. The Company funds the policy premium based on standard premium rates on a monthly basis and based on the gross payroll applicable to workers covered by the policy. During the policy term and thereafter, periodic adjustments may involve either a return of previously paid premiums or a payment of additional premiums by the Company or a combination of both. If the Company’s losses under that policy exceed the expected losses under that policy, then the Company could receive a demand for additional premium payments. The

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Company is currently engaged in litigation regarding such a demand for additional premium payments, which we believe to be without merit, See Note 8, Contingencies, Everest Litigation, below.

Sunz Program

From July 2018 through February 28, 2021, the Company’s workers’ compensation program for its WSEs was provided primarily through an arrangement with United Wisconsin Insurance Company and administered by Sunz Insurance Solutions, LLC (“Sunz”). Under this program, the Company has financial responsibility for the first $0.5 million of claims per occurrence. The Company provides and maintains a loss fund that is earmarked to pay claims and claims related expenses. The workers’ compensation insurance carrier establishes monthly funding requirements comprised of premium costs and funds to be set aside for payment of future claims (“claim loss funds”). The level of claim loss funds is primarily based upon anticipated WSE payroll levels and expected workers’ compensation loss rates, as determined by the insurance carrier. Monies funded into the program for incurred claims expected to be paid within one year are recorded as Deposit - workers’ compensation, a short-term asset, while the remainder of claim funds are included in Deposit - workers’ compensation, a long-term asset in our condensed consolidated balance sheets. The Company is currently engaged in litigation regarding demands by Sunz for additional claims loss funds, which we believe to be without merit, as discussed at Note 8, Contingencies, Sunz Litigation, below.

Under the Everest and Sunz programs, the Company utilized a third party to estimate its loss development rate, which was based primarily upon the nature of WSEs’ job responsibilities, the location of WSEs, the historical frequency and severity of workers’ compensation claims, and an estimate of future cost trends. Each reporting period, changes in the assumptions resulting from changes in actual claims experience and other trends are incorporated into its workers’ compensation claims cost estimates.

There were no workers compensation deposits related to theses programs as of February 28, 2023 and as of August 31, 2022, respectively.

Current Program

Effective March 1, 2021, the Company migrated its clients to a guaranteed cost program. Under this program, the Company’s financial responsibility is limited to the cost of the workers’ compensation premium. The Company funds the workers’ compensation premium based on standard premium rates on a monthly basis and based on the gross payroll applicable to workers covered by the policy. Any final adjustments to the premiums are based on the final audited exposure multiplied by the applicable rates, classifications, experience modifications and any other associated rating criteria.

With regard to the prior programs, which continue until fully concluded, the Company’s estimate of incurred claim costs expected to be paid within one year is included in short-term liabilities, while its estimate of incurred claim costs expected to be paid beyond one year is included in long-term liabilities on its consolidated balance sheets. As of February 28, 2023 and August 31, 2022, the Company had short term accrued workers’ compensation costs of $0.4 million and $0.6 million, and long-term accrued workers’ compensation costs of $0.9 million and $1.2 million, respectively.

The Company retained workers’ compensation asset reserves and workers’ compensation related liabilities for former WSEs of clients transferred to Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure Employer Services, Inc. (“Vensure”), in connection with the Vensure Asset Sale described in Note 3, Discontinued Operations, below. As of February 28, 2023, the retained workers’ compensation assets and liabilities are presented as a discontinued operation net asset or liability. As of February 28, 2023 and August 31, 2022, the Company had $1.6 million and $1.4 million in short-term liabilities, and $3.8 million and $3.3 million in long-term liabilities, respectively. The Company had no related worker's compensation assets as of February 28, 2023 and as of August 31, 2022, respectively.

Because the Company bears the financial responsibility for claims up to the level noted above, such claims, which are the primary component of its workers’ compensation costs, are recorded in the period incurred. Workers’ compensation insurance includes ongoing health care and indemnity coverage whereby claims are paid over numerous years following the date of injury. Accordingly, the accrual of related incurred costs in each reporting period includes estimates, which take into account the ongoing development of claims and therefore requires a significant level of judgment. In estimating ultimate loss rates, the Company utilizes historical loss experience, exposure data, and actuarial judgment, together with a range of inputs that are primarily based upon the WSE’s job responsibilities, their location, the historical frequency and severity of workers’ compensation claims, and an estimate of future cost trends. For each reporting period, changes in the actuarial assumptions resulting from changes in actual claims experience and other trends are incorporated into the Company’s workers’ compensation claims cost estimates. The estimated incurred claims are based upon: (i) the level of claims processed during each quarter; (ii) estimated completion rates based upon recent claim development patterns under the plan; and (iii) the number of participants in the plan.

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The Company has had very limited and immaterial COVID-19 related claims between March 2020 through the date of this Quarterly Report, although there is a possibility of additional workers’ compensation claims being made by furloughed WSEs as a result of the employment downturn caused by the pandemic. On May 4, 2020, the State of California indicated that workers who become ill with COVID-19 would have a potential claim against workers’ compensation insurance for their illnesses. There is a possibility that additional workers’ compensation claims could be made by employees required to work by their employers during the COVID-19 pandemic, which could have a material impact on the Company's workers’ compensation liability estimates. While the Company has not seen significant additional expenses as a result of any such potential claims to date, which would include claims for reporting periods after February 28, 2023, we continue to monitor closely all workers’ compensation claims made in relation to the COVID-19 pandemic.

Fair Value of Financial Instruments

Accounting Standard Codification "ASC" 820, Fair Value Measurement, requires entities to disclose the fair value of financial instruments, both assets and liabilities recognized and not recognized on the balance sheet, for which it is practical to estimate fair value. ASC 820 defines fair value of a financial instrument as the amount at which the instrument could be exchanged in a current transaction between willing parties. As of February 28, 2023 and August 31, 2022, the carrying value of certain financial instruments (cash, accounts receivable and payable) approximated fair value due to the short-term nature of the instruments. Notes Receivable is valued at the Company's estimate of expected collections value as described below, See Note 3, Discontinued Operations.

The Company measures fair value under a framework that utilizes a hierarchy prioritizing the inputs to relevant valuation techniques. The hierarchy gives the highest priority to unadjusted quoted prices in active markets for identical assets or liabilities (Level 1 measurements) and the lowest priority to unobservable inputs (Level 3 measurements). The three levels of inputs used in measuring fair value are:

•Level 1: Inputs to the valuation methodology are unadjusted quoted prices for identical assets or liabilities in active markets that the Company has the ability to access.

•Level 2: Inputs to the valuation methodology include

◦Quoted prices for similar assets or liabilities in active markets

◦Quoted prices for identical or similar assets or liabilities in inactive markets

◦Inputs other than quoted prices that are observable for the asset or liability

◦Inputs that are derived principally from or corroborated by observable market data by correlation or other means; and

◦If the asset or liability has a specified (contractual) term, the Level 2 input must be observable for substantially the full term of the asset or liability

•Level 3: Inputs to the valuation methodology are unobservable and significant to the fair value measurement

Funds held in Trust Account represent U.S. treasury bills that was restricted for use and may only be used for purposes of completing an IBC or redemption of the public shares of common stock of the SPACs as set forth in their respective trust agreements. The funds held in trust are included within Level 1 of the fair value hierarchy and included in cash and marketable securities held in Trust Account in the accompanying condensed consolidated balance sheets. The Trustee distributed all the funds in the Trust Account to the shareholders of IHC on December 1, 2022.

When the Company changes its valuation inputs for measuring financial assets and liabilities at fair value, either due to changes in current market conditions or other factors, it could be required to transfer those assets or liabilities to another level in the hierarchy based on the new inputs used. The Company recognizes these transfers at the end of the reporting period that the transfers occur. The development and determination of the unobservable inputs for Level 3 fair value measurements and the fair

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value calculations are the responsibility of the Company’s chief financial officer and are approved by the chief executive officer. There were no transfers out of Level 3 for the three and six months ended February 28, 2023 and August 31, 2022.

Advertising Costs

The Company expenses all advertising as incurred. The Company incurred advertising costs totaling $0.5 million and $0.9 million for the three and six months ended February 28, 2023 and $0.4 million and $0.9 million for the three and six months ended February 28, 2022, respectively.

Income Taxes

The Company accounts for income taxes pursuant to ASC 740, Income Taxes. Under ASC 740, deferred income taxes are provided on a liability method whereby deferred tax assets are recognized for deductible temporary differences and operating loss carryforwards and deferred tax liabilities are recognized for taxable temporary differences. Temporary differences are the differences between the reported amounts of assets and liabilities and their tax bases. Deferred tax assets are reduced by a valuation allowance when, in the opinion of management, it is more likely than not that some portion or all of the deferred tax assets will not be realized. The provision for income taxes represents the tax expense for the period, if any, and the change during the period in deferred tax assets and liabilities. Deferred tax assets and liabilities are adjusted for the effects of changes in tax laws and rates on the date of enactment. ASC 740 also provides criteria for the recognition, measurement, presentation and disclosure of uncertain tax positions. Under ASC 740, the impact of an uncertain tax position on the income tax return may only be recognized at the largest amount that is more-likely-than-not to be sustained upon audit by the relevant taxing authority. A full valuation allowance was recorded as of February 28, 2023 and August 31, 2022, respectively,

Income (Loss) Per Share

Basic net income or net (loss) per common share is computed by dividing net income or net (loss) attributable to common shareholders by the weighted-average number of shares of common stock outstanding during the reporting period. Common stock outstanding for purposes of net income or net (loss) per share calculations include options, warrants, shares of common stock to be issued to directors for services provided and Preferred Option. Diluted net income or and net (loss) per share is computed similar to basic income or net (loss) per share except that the denominator is increased to include additional common stock equivalents available upon exercise of stock options, warrants, shares of common stock to be issued to directors for services provided and Preferred Option using the treasury stock method. Dilutive common stock equivalents include the dilutive effect of in-the-money stock equivalents, which are calculated based on the average share price for each period using the treasury stock method, excluding any common stock equivalents if their effect would be anti-dilutive. In periods in which a net loss has been incurred, all potentially dilutive common stock shares are considered anti-dilutive and thus are excluded from the calculation. Securities that are excluded from the calculation of weighted average dilutive common stock, because their inclusion would have been antidilutive, are:

For the Three and Six Months Ended	February 28, 2023	February 28, 2022	February 28, 2023	February 28, 2022
Options (See Note 5)	10,003	17,695	10,003	17,695
Warrants (See Note 5)	1,252,749	271,137	1,252,749	224,402
Shares of common stock to be issued to the directors for services provided, (See Note 7)	59,040	—	59,040	—
Preferred Option (Note 5)	37,570	—	37,570	—
Total potentially dilutive shares	1,359,362	288,832	1,359,362	242,097

For the table above, “Options” represent all options granted under the Company’s 2017 Stock Option/Stock Issuance Plan (the "Plan"), as described in Note 5, Stock Based Compensation, below.

Stock-Based Compensation

As of February 28, 2023, the Company has one stock-based compensation plan under which the Company may issue awards, as described in Note 5, Stock Based Compensation, below. The Company accounts for the Plan under the recognition and measurement principles of ASC 718, Compensation-Stock Compensation, which requires all stock-based payments to

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employees, including grants of employee stock options, to be recognized in the unaudited condensed consolidated statements of operations at their fair values.

The grant date fair value is determined using the Black-Scholes-Merton (“Black-Scholes”) pricing model. For all employee stock options, the Company recognizes expense on an accelerated basis over the employee’s requisite service period (generally the vesting period of the equity grant).

The Company’s option pricing model requires the input of highly subjective assumptions, including the expected stock price volatility and expected term. The expected volatility is based on the historical volatility of the Company’s common stock since the Company's initial public offering. Any changes in these highly subjective assumptions significantly impact stock-based compensation expense.

The Company elects to account for forfeitures as they occur. As such, compensation cost previously recognized for an unvested award that is forfeited because of the failure to satisfy a service condition is revised in the period of forfeiture.

The methods and assumptions used in the determination of the fair value of stock-based awards are consistent with those described in the Company's Annual Report on Form 10-K for the year ending August 31, 2022, filed with the SEC on December 13, 2022, and the amendments thereto on Forms 10-K/A filed with the SEC on December 14, 2022, February 3, 2023 and February 9, 2023, respectively, which include a detailed description of the Company's stock-based compensation awards, including information related to vesting terms, service and performance conditions, payout percentages, and process for estimating the fair value of stock options granted.

Recently Adopted Accounting Standards

June 2016, the FASB issued ASU 2016-13, “Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments” (“ASU 2016-13”). This standard requires an impairment model (known as the current expected credit loss (“CECL”) model) that is based on expected losses rather than incurred losses. Under the new guidance, each reporting entity should estimate an allowance for expected credit losses, which is intended to result in more timely recognition of losses. This model replaces multiple existing impairment models in current. GAAP, which generally requires a loss to be incurred before it is recognized. The new standard applies to trade receivables arising from revenue transactions such as contract assets and accounts receivable. Under ASC 606, revenue is recognized when, among other criteria, it is probable that an entity will collect the consideration it is entitled to when goods or services are transferred to a customer. When trade receivables are recorded, they become subject to the CECL model and estimates of expected credit losses on trade receivables over their contractual life will be required to be recorded at inception based on historical information, current conditions, and reasonable and supportable forecasts. For the three months ended February 28, 2023, the Company adopted this guidance, and it was not material to the results of operations.

Recent Accounting Standards

As of February 28, 2023, there were no new accounting standards that would need to be disclosed.

Variable Interest Entity

The Company has been involved in the formation of various entities considered to be Variable Interest Entities (“VIEs”). The Company evaluates the consolidation of these entities as required pursuant to ASC Topic 810 relating to the consolidation of VIEs. These VIEs are SPACs.

The Company’s determination of whether it is the primary beneficiary of a VIE is based in part on an assessment of whether or not the Company and its related parties are exposed to the majority of the risks and rewards of the entity. Typically, the Company is entitled to substantially all or a portion of the economics of these VIEs. The Company is the primary beneficiary of the VIE entities.

Through November 30, 2022, only one of the four SPAC companies existed, See Note 4 Special Purpose Acquisition Company Sponsorship that has more information regarding the remaining SPAC company. There are no SPAC companies as of February 7, 2022.

In connection with the IPO in October 2021, the Company purchased, through its wholly owned subsidiary, ShiftPixy Investments, Inc. ("Investments" or the "Sponsor"), 4,639,102 private placement warrants ("Placement Warrants") at a price of $1.00 per warrant, for an aggregate purchase price of $4,639,102, and the Company currently own 2,110,000 Founder Shares of IHC common stock, representing approximately 15% of the issued and outstanding common stock of IHC. Before the closing of the IPO, the Sponsor transferred 15,000 Founder Shares to IHC's independent directors, reducing its shareholdings from

16

2,125,000 to 2,110,000. Each Placement Warrant was identical to the warrants sold in the IPO, except as described in the IPO registration statement and prospectus. Following the completion of IHC's IPO, the Company determined that IHC was a Variable Interest Entity ("VIE") in which the Company had a variable interest because IHC did not have enough equity at risk to finance its activities without additional subordinated financial support. The Company had also determined that IHC's public stockholders did not have substantive rights, and their equity interest constitutes temporary equity, outside of permanent equity, in accordance with ASC 480-10-S99-3A, at such time. As such, the Company concluded that they were the primary beneficiary of IHC as a VIE, as the Company had the right to receive benefits or the obligation to absorb losses of the entity, as well as the power to direct a majority of the activities that significantly impact IHC's economic performance. Since the Company was the primary beneficiary, IHC to be consolidated into the Company's unaudited condensed consolidated financial through February 7, 2023. See Note 4, for the dissolution of IHC and entire amount from the Trust Account to IHC shareholders on December 1, 2022. As of December, 1, 2021, the Company determined that IHC was not a VIE. The Company did not have the power to direct the operations of IHC since IHC was dissolved on November 14, 2022 and the assets of the Trust Account was distributed to its shareholders on December 1, 2022. The Company lost its voting rights, and there is no possibility of recouping its investment. As a result, the Company determined that IHC will not be consolidated into the unaudited condensed financial statements as of December 1, 2022 See Note 4 regarding three of IHC creditors forcing them into bankruptcy. As a result of the deconsolidation of the VIE on February 7, 2023, the Company recorded the elimination of $9.4 million of the non-controlling interest to additional paid-in capital as it was originally recorded. The net liabilities of IHC were $0.6 million as of February 7, 2023 that resulted in the Company recording $0.6 million to other income and $0.5 million to non-controlling or, 85% of its non- ownership interest in IHC.

Subject to Possible Redemption

The Company previously accounts for its common stock holdings in its sponsored SPACs (which were consolidated in the Company's unaudited condensed consolidated financial statements) through February 7, 2023, which was previously subject to possible redemption in accordance with the guidance in ASC Topic 480 “Distinguishing Liabilities from Equity.” Shares of common stock subject to mandatory redemption are classified as a liability instrument and are measured at fair value. Conditionally redeemable shares of common stock (including shares of common stock that feature redemption rights that are either within the control of the holder or subject to redemption upon the occurrence of uncertain events not solely within the Company’s control) are classified as temporary equity. At all other times, shares of common stock are classified as shareholders’ equity. Each sponsored SPAC's shares of common stock feature certain redemption rights that are considered to be outside of the SPAC's control and subject to occurrence of uncertain future events. However, since the common stock subject to redemption were paid to IHC shareholders on December 1. 2022, the fair market value as of August 31, 2022 was classified as a current liability. The Company has recorded increases or decreases in the carrying amount of the redeemable common stock are affected by charges against additional paid in-capital and accumulated deficit.

Note 3: Discontinued Operations

On January 3, 2020, the Company entered into an asset purchase agreement with Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure, pursuant which was the assigned client contracts was significant to its revenues for the three months ended November 30, 2019, including 100% of the Company's existing PEO business. In connection with this transaction, the Company had a Note Receivable to be paid over four years.

For Fiscal 2020, the Company estimated the value of the Note Receivable at fair value as discussed in Note 2, Summary of Significant Accounting Policies, above. The Company recorded the Note Receivable based on the Company's estimate of expected collections which, in turn, was based on additional information obtained through discussions with Vensure and evaluation of the Company's records. On March 12, 2021, the Company received correspondence from Vensure proposing approximately $10.7 million of working capital adjustments under the terms of the Vensure Asset Sale agreement which, if accepted, would have had the impact of eliminating any sums owed to the Company under the Note Receivable. As indicated in the reconciliation table below, the Company has recorded $2.6 million of working capital adjustments, subject to final review and acceptance, and has provided for an additional reserve of $2.9 million for potential claims. By letter dated April 6, 2021, the Company disputed Vensure’s proposed adjustments and maintains that the amount Vensure owes the Company pursuant to the Note Receivable is as much as $9.5 million. The Company assessed the collectability of this note receivable during the reporting of its Fiscal Year End as of August 31, 2022, and determined that it was probable that all contractually required payments will not be collected and recorded a reserve on collectability of approximately $4 million. The disputes between the Company and Vensure regarding working capital adjustments under the Vensure Asset Sale agreement are currently the subject of litigation pending in the Delaware Chancery Court, as discussed at Note 8, Contingencies, Vensure Litigation, below.

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The following reconciliation of the gross proceeds to the net proceeds from the Vensure Asset Sale is presented in the condensed consolidated balance sheets as of February 28, 2023 and August 31, 2022.

	As of
	February 28, 2023 (Unaudited)		August 31, 2022
Gross proceeds	$	19,166,000	$	19,166,000
Cash received at closing – asset sale	(9,500,000)		(9,500,000)
Cash received at closing – working capital	(166,000)		(166,000)
Gross note receivable	$	9,500,000	$	9,500,000
Less:  Transaction reconciliation – estimated working capital adjustments	(2,604,000)		(2,604,000)
Adjusted Note Receivable	6,896,000		6,896,000
Reserve for estimated potential claims	(2,892,000)		(2,892,000)
Reserve for potential collectability concerns	$	(4,004,000)	$	(4,004,000)
Long-term note receivable, estimated net realizable value	$	—	$	—

As of February 28, 2023 and August 31, 2022, as discussed above, the note receivables asset has been impaired to adjust the net realizable value of the long-term note receivable to zero and zero, respectively.

The Vensure Asset Sale generated a gain of $15.6 million for during the fiscal year end August 31, 2020. The Company expected a minimal tax impact from the Vensure Asset Sale as it utilized its net operating losses accumulated since inception to offset the gain resulting from discontinued operations tax provision with a corresponding offset to the valuation allowance.

The Vensure Asset Sale met the criteria of discontinued operations set forth in ASC 205 and as such the Company has reclassified its discontinued operations for all periods presented and has excluded the results of its discontinued operations from continuing operations for all periods presented.

The terms of the Vensure Asset Sale call for adjustments to the Note Receivable either for: (i) working capital adjustments or (ii) in the event that the gross wages of the business transferred is less than the required amount.

(i) Working capital adjustments: Through February 28, 2023, the Company has identified $2.6 million of likely working capital adjustments, including $88,000 related to lower net assets transferred at closing, and $2.5 million of cash remitted to the Company’s bank accounts, net of cash remitted to Vensure’s bank accounts. Under the terms of the Vensure Asset Sale, a reconciliation of the working capital was to have been completed by April 15, 2020. Due to operational difficulties and quarantined staff caused by the outbreak of COVID-19, Vensure requested a postponement of the working capital reconciliation that was due in Fiscal 2020. Although Vensure provided the Company with its working capital reconciliation on March 12, 2021, it failed to provide adequate documentation to support its calculations. Accordingly, the working capital adjustment recorded as of February 28, 2023, represents the Company’s estimate of the reconciliation adjustment by using Vensure’s claims and the limited supporting information Vensure provided as a starting point, and then making adjustments for amounts in dispute based upon the Company's internal records and best estimates. There is no assurance that the working capital change identified as of February 28, 2023, represents the final working capital adjustment.

(ii) Gross billings adjustment: Under the terms of the Vensure Asset Sale, the proceeds of the transaction are reduced if the actual gross wages of customers transferred for Calendar 2020 are less than 90% of those customers’ Calendar 2019 gross wages. The Company has prepared an estimate of the Calendar 2020 gross wages based on a combination of factors including reports of actual transferred client billings in early Calendar 2020, actual gross wages of continuing customers of the Company, publicly available unemployment reports for the Southern California markets and the relevant COVID-19 impacts on employment levels, and other information. Based on the information available, the Company estimated that it would receive additional consideration below the required threshold and reduced the contingent consideration by $1.4 million. Vensure has not identified any such adjustments to date. Based on the information available, the Company reclassified the previously recorded gross wages claim to a general potential claims reserve for Fiscal 2021. No additional adjustments were made during the three and six months ended February 28, 2023 and February 28, 2022.

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The carrying amounts of the classes of assets and liabilities from the Vensure Asset Sale included in discontinued operations are as follows:

	As of
	February 28, 2023		August 31, 2022
	(Unaudited)
Deposits – workers’ compensation	—		—
Total current assets	—		—
Deposits – workers’ compensation	—		—
Total assets	$	—	$	—
Accrued workers’ compensation cost	1,628,000		1,362,000
Total current liabilities	1,628,000		1,362,000
Accrued workers’ compensation cost	3,810,000		3,269,000
Total liabilities	5,438,000		4,631,000
Net liability	$	(5,438,000)	$	(4,631,000)

Reported results for the discontinued operations by period were as follows:

	For the Three Months Ended				For the Six Months Ended
	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
Revenues	$	—	$	—	$	—	$	—
Cost of revenues	607,000		18,000		807,000		151,000
Gross profit (loss)	(607,000)		(18,000)		(807,000)		(151,000)
Total operating expenses	—		—		—		—
Loss from discontinued operations	$	(607,000)	$	(18,000)	$	(807,000)	$	(151,000)

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Note 4: Special Purpose Acquisition Company ("SPAC") Sponsorship

IHC closed on its IPO effective October 2021, and its net proceeds of $116.7 million, the funds was placed in a rust account (the “Trust Account”), and was invested in U.S. government securities. Th Company owned approximately 15% of its issued and outstanding stock. Furthermore, we anticipated that IHC would operate as a separately managed, publicly traded entity following the completion of its IPO. The operations of IHC have been consolidated in the accompanying unaudited condensed financial statements through November 30, 2022.

On October 14, 2022, the stockholders of IHC approved the proposed action to file an amended and restated certificate of incorporation to extend the date by which the Company has to consummate a Business Combination from October 22, 2022, to April 22, 2023, or a such earlier date as determined by the board of directors. The Company accordingly filed the Amendment with the Secretary of State of Delaware. In connection with the meeting, however, shareholders holding 11,251,347 Public Shares exercised their right to redeem their shares for a pro rata portion of the funds in the Trust Account, leaving 248,653 of the Company’s remaining Public Shares outstanding and the Trust Account substantially below the $5 million minimum net tangible asset amount required by IHC's Amended and Restated Certificate of Incorporation to be available upon consummation of such Business Combination. IHC's efforts to secure the decisions of some shareholders to reverse their redemptions were unsuccessful, and IHC accordingly declined to fund the extension, cancelled the Amendment as filed with the Secretary of State of Delaware, and proceeded to cease operations, dissolve and unwind. The board of directors of IHC accordingly adopted resolutions to liquidate, dissolve and unwind the entity. IHC was dissolved on November 14, 2022, and the Trustee released all the redemption funds from the Trust Account to IHC shareholders on December 1, 2022, effectively liquidating the Trust. The Class A common shares subject to redemption were, however, was classified as a current liability as of August 31, 2022 and through November 30, 2022. In view of the actions taken in November and December of 2022, the Company has concluded that as of February 7, 2023, the operations of IHC shall not be included in the Company's consolidation as the IHC did not meet the criteria of a VIE. There was a net liability of $0.6 million for IHC and recorded this to other income and $0.5 million to non-controlling interest or 85% that the Company did not own of IHC.

On February 7, 2023, three creditors of IHC filed an involuntary petition for liquidation under Chapter 7 against IHC in the US Bankruptcy Court for the Southern District of Florida. The matter is proceeding, and the Company and its subsidiary, ShiftPixy Investments, Inc., are anticipated to be listed as two significant creditors of IHC. However, there can be no assurance that either the Company or ShiftPixy Investments, Inc. will recover any of the amounts owed to them by IHC from the bankruptcy estate.

Note 5: Stockholders’ Deficit

Preferred Stock

In September 2016, the founding shareholders of the Company were granted options to acquire preferred stock of the Company (the “Preferred Options”). The number of Preferred Options granted was based upon the number of shares held at the time of the grant. These Preferred Options are nontransferable and forfeited upon the sale of the related founding shares of common stock held by the option holder. Upon the occurrence of certain specified events, such founding shareholders can exercise each Preferred Option to purchase one share of preferred stock of the Company at an exercise price of $0.0001 per share. The preferred stock underlying the Preferred Options does not include any rights to dividends or preference upon liquidation of the Company and is convertible into shares of the Company’s common stock on a one-for-one basis. Upon consummation of the Vensure Asset Sale in January 2020, a total of 24,634,560 Preferred Options became exercisable and exchangeable into an equal number of shares of the Company's common stock.

On June 4, 2020, Scott W. Absher, the Company’s Chief Executive Officer, exercised 12,500,000 Preferred Options to purchase 12,500,000 shares of the Company's preferred stock for an aggregate purchase price of $1,250 per share, Immediately following the exercise of the Preferred Options, Mr. Absher elected to convert the 12,500,000 shares of preferred stock into 12,500,000 shares of common stock, which were subject to a 24-month lock-up period during which such shares could not be traded. Between July 20, 2020 and November 30, 2020, an additional 294,490 Preferred Options were exercised and converted into 294,490 shares of common stock, which are freely tradable.

On October 22, 2021, the Company’s board of directors canceled 11,790,000 Preferred Options previously issued to its co-founder, J. Stephen Holmes. As noted in Note 8, Contingencies, the trustee of the bankruptcy estate of Mr. Holmes is now asserting rights to these preferred options. Were the trustee to be successful in its claim, the Company would be obligated to issue up to 12,500,000 restricted shares of the Company's common stock to the trustee, which issuance would materially dilute the share ownership of the existing shareholders and could cause a material decline in the price per share of the Company's common stock. A total of 37,570 Preferred Options, in excess of the options claimed by the trustee of the bankruptcy estate of Mr. Holmes and issued pursuant to the September 2016 grant and triggered by the Vensure Asset Sale remain unexercised. The Preferred Options expire on December 31, 2023.

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The amount of Preferred Options, and the number of shares of preferred stock issuable upon exercise of such options, is based upon the number of shares of common stock held by the option holders at the time the Preferred Options were issued in September 2016. Accordingly, in order to confirm the original intent of the granting of up to 25,000,000 Preferred Options to Mr. Absher, it has always been the Company’s intent to adopt a second grant of an additional 12,500,000 Preferred Options to Mr. Absher, whereby each option permits the holder to acquire one share of the Company’s preferred stock for $0.0001 per share. On August 13, 2021, consistent with this intent, the Company granted 12,500,000 Preferred Options to Mr. Absher to purchase shares of Preferred Stock, par value $0.0001 for consideration of $0.0001 per share. Each Preferred Option is exercisable for a period of twenty-four months upon (i) the acquisition of a Controlling Interest (as defined below) in the Company by any single shareholder or group of shareholders acting in concert (other than Mr. Absher), or (ii) the announcement of (x) any proposed merger, consolidation, or business combination in which the Company’s Common Stock is changed or exchanged, or (y) any sale or distribution of at least 50% of the Company’s assets or earning power, other than through a reincorporation. Each share of Preferred Stock is convertible into Common Stock on a one-for-one basis. “Controlling Interest” means the ownership or control of outstanding voting shares of the Company sufficient to enable the acquiring person, directly or indirectly and individually or in concert with others, to exercise one-fifth or more of all the voting power of the Company in the election of directors or any other business matter on which shareholders have the right to vote under the Wyoming Business Corporation Act.

On July 14, 2022, the Board of the Company approved the issuance to the Company’s founder and principal shareholder, Scott Absher, of 12,500,000 shares of the Company’s Preferred Class A Stock ("Preferred Shares"), par value $0.0001 per share, in exchange for (a) the surrender by Mr. Absher of his options to acquire 12,500,000 Preferred Shares, which Preferred Options provide for exercise upon certain triggering events as described above, and as detailed in the Company's prior filings, and (b) the tender of payment by Mr. Absher of the sum of $5,000, representing four times the par value for such Preferred Shares. The Company evaluated the Preferred Shares on the same date using Level 2 inputs based on the closing market price of the Company’s common stock. The resulting allocated common share price was then discounted for a lack of marketability of shares, which yielded a fair value of $0.2322 per preferred share. The Company used the following assumptions to value the expense related to the Preferred Shares: (i) life of 10 years; (ii) risk free rate of 3.1%; (iii) volatility of 125.7%; (iv) exercise price of $0.0001 per share; and (v) a fair value of $0.3 per share of the Company’s common stock. These were recorded as compensation expense in the general and administrative expenses during the fiscal year August 31, 2022.

On August 12, 2022, the Company entered into an agreement with Mr. Absher whereby he waived claims to certain unpaid compensation due to him through July 31, 2022, totaling $0.82 million, in exchange for an option to receive 4,100,000 shares of the Company's Preferred Class A Stock. The Company evaluated the Preferred Shares on the same date using Level 2 inputs based on the closing market price of the Company’s common stock. The resulting allocated common share price was then discounted for a lack of marketability of shares, which yielded a fair value of $0.2025 per Preferred Share. The Company used the following assumptions to value the expense related to the Preferred Shares: (i) life of 10 years; (ii) risk free rate of 3.0%; (iii) volatility of 125.7%; (iv) exercise price of $0.0001 per share; and (v) a fair value of $0.23 per share of the Company’s common stock. Pursuant to Rule 144, these 4,100,000, when converted into shares of common stock are subject to a six-month holding period during which they may not be sold in the marketplace. All of the 8,600,000 preferred shares were converted into common stock on September 1, 2022, after the Company's reverse stock split had taken effect. As of November 30, 2022, there were no preferred shares options or preferred shares outstanding. As a result of this transaction, the Company recorded a preferential dividend of $127.1 million based upon the incremental value of the stock that was held prior to the reverse stock split and the date of preferred stock conversion to common stock. In addition, this had no effect on stockholders' deficit.

Prior to the shareholder vote to approve the reverse stock split, the Company on August 2, 2022, amended its Articles of Incorporation to state that only the common stock is affected if the reverse stock split is effectuated with no intention to affect the preferred stock of the company reflected. The reverse stock split was subsequently approved by the shareholders, and effectively the terms and conditions of the preferred stock were “deemed modified” and treated as an extinguishment (in accordance with ASC 470-50 and ASC 260-10-S99-2 for the disproportionate value received (the carrying value compared to the fair value received).

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On September 1, 2022, Mr. Absher converted 8,600,000 Preferred Shares to 8,600,000 shares of the Company’s common stock. Pursuant to Rule 144, these 8,000,000 shares of common stock are subject to a six-month holding period during which they may not be sold in the marketplace. All of the 8,600,000 preferred shares were converted into common shares on September 1, 2022, after the Company's reverse stock split had taken effect. Accordingly, no preferred shares are issued and outstanding as of February 28, 2023. As noted in Note 8 Contingencies, however, the trustee of the bankruptcy estate of Mr. Holmes is now asserting rights to preferred options and has attempted to convert preferred options into shares of preferred stock.

Common Stock and Warrants

As reported in our 8-K filed on September 23, 2022, on September 20, 2022, the Company entered into a Securities Purchase Agreement (the “Purchase Agreement”) with a large institutional investor (the “Purchaser”) pursuant to which the Company sold to the Purchaser an aggregate of 416,667 shares (the “Shares”) of its common stock together with warrants (the “Warrants”) to purchase up to 833,334 shares of common stock (collectively, the “Offering”). Each share of common stock and two accompanying Warrants were sold together at a combined offering price of $12.00. The Warrants are exercisable for a period of seven years commencing upon issuance at an exercise price of $12.00, subject to adjustment. The Offering closed on September 23, 2022. The net proceeds to the Company from the Offering were $4,378,000.

In connection with the Purchase Agreement, the Company and the Purchaser entered into Amendment No. 1 to Warrants (the “Warrant Amendment”). Pursuant to the Warrant Amendment, the exercise price of (i) 25,233 warrants issued on September 3, 2021, and (ii) 98,969 warrants issued on January 28, 2022, was reduced to $0.01. As a result of the change in exercise price, the Company recorded an expense of $106,000. The incremental change in the fair market values was based upon the Black- Scholes option pricing model with the following inputs. The risk free interest of 3.7%, expected volatility of 149.4%, dividend yield of 0% and expected term of 6.7 to 6.8 years.

A.G.P./Alliance Global Partners (the “Placement Agent” or "AGP") acted as the exclusive placement agent in connection with the Offering pursuant to the terms of a Placement Agent Agreement, dated September 20, 2022, between the Company and the Placement Agent (the “Placement Agent Agreement”). Pursuant to the Placement Agent Agreement, the Company paid the Placement Agent a fee equal to 7.0% of the aggregate gross proceeds from the Offering. In addition to the cash fee, the Company issued to the Placement Agent warrants to purchase up to 20,833 shares of common stock (5% of the number of shares sold in the Offering (the “Placement Agent Warrants”). The Placement Agent Warrants will be exercisable for a period commencing six months from issuance, will expire four years from the effectiveness of a registration statement for the resale of the underlying shares, and have an initial exercise price of $13.20 per share.

On January 31, 2023, the Company entered into an ATM Issuance Sales Agreement and filed a registration statement on Form S-3 and prospectus supplement for an at the market offering of up to $8.2 million in shares of its common stock from time to time and at various prices at the Company’s sole control, subject to the conditions and limitations in the sales agreement with AGP. The ATM expires on January 31, 2026. For the three months ended February 28, 2023, the Company received $1.9 million in gross proceeds ($1.4 million, net of costs) from the sale of 305,340 shares of the Company’s common stock. As of February 28, 2023, approximately $6.3 million remains available for the sale of shares of the Company's common stock under the ATM.

On May 17, 2021, we issued warrants to purchase up to an aggregate of 49,484 shares of our common stock, with an exercise price of $242.50 (the "Existing Warrants"). The Existing Warrants were immediately exercisable and expire on June 15, 2026. On January 26, 2022, we entered into a Warrant Exercise Agreement ("the Exercise Agreement") with the holder of the Existing Warrants (the "Exercising Holder"). Pursuant to the Exercise Agreement, the Exercising Holder and the Company agreed that, subject to any applicable beneficial ownership limitations, the Exercising Holder would cash exercise up to 49,484 of its Existing Warrants (the "Investor Warrants") into shares of our common stock underlying such Existing Warrants (the "Exercised Shares"). To induce the Exercising Holder to exercise the Investor Warrants, the Exercise Agreement (i) amended the Investor Warrants to reduce their exercise price per share to $120.00 and (ii) provided for the issuance of a new warrant to purchase up to an aggregate of approximately 98,969 shares of our common stock (the “January 2022 Common Warrant”), with such January 2022 Common Warrant being issued on the basis of two January 2022 Common Warrant shares for each share of the Existing Warrant that was exercised for cash. The January 2022 Common Warrant is exercisable commencing on July 28, 2022, terminates on July 28, 2027, and has an exercise price per share of $155.00. The Exercise Agreement generated aggregate proceeds to the Company of approximately $5.9 million, prior to the deduction of $0.5 million of costs consisting of placement agent commissions and offering expenses payable by the Company. As a result of the warrant modification, which reduced the exercise price of the Existing Warrants, as well as the issuance of the January 2022 Common Warrants, the Company recorded approximately (i) $0.64 million for the increased fair value of the modified warrants; and (ii) $12.6 million as the fair value of the January 2022 Common Warrants on the date of issuance. We recorded approximately $5.5 million as issuance costs that offset the $5.5 million of additional paid-in capital the received for the cash exercise of the Existing Warrants at the reduced

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exercise price, while the remaining $7.7 million was recorded as a deemed dividend on the unaudited condensed consolidated statements of operations, resulting in a reduction of income available to common shareholders in our basic earnings per share calculation.

The following table summarizes the changes in the Company’s common stock and Prefunded Warrants for the period ended February 28, 2023.

	Number of shares	Weighted average remaining life (years)	Weighted average exercise price
Warrants outstanding, August 31, 2022	522,786	7.2	$	47.99
Issued	854,166	7.1	12.00
Exercised	(124,203)	0	—
Warrants outstanding, February 28, 2023	1,252,749	6.6	33.61
Warrants exercisable, February 28, 2023	398,582	6.8	$	86.38

The following table summarizes the Company’s warrants outstanding as of February 28, 2023 (Unaudited):

	Warrants Outstanding	Weighted average Life of Outstanding Warrants in years	Exercise price
September 2022 Common Warrants(1)	833,334	6.6	$	12.00
September 2022 Underwriter Warrants	20,833	4.3	13.20
July 2022 Common Warrants(2)	348,408	7.4	26.00
Sep 2021Underwriter Warrants	3,762	6.2	175.45
May 2021Underwriter Warrants	2,474	3.2	242.50
October 2020 Common Warrants	23,000	2.6	330.00
October 2020 Underwriter Warrants	2,000	2.6	330.00
May 2020 Common Warrants	12,776	2.2	540.00
May 2020 Underwriter Warrants	1,111	2.2	540.00
March 2020 Exchange Warrants	4,237	2.6	1,017.00
Amended March 2019 Warrants	663	1.0	4,000.00
March 2019 Services Warrants	34	1.0	7,000.00
June 2018 Warrants	63	0.8	9,960.00
June 2018 Services Warrants	54	0.8	9,960.00
	1,252,749	6.6	$	34.78

(1)The September 2022 Common Warrants are exercisable commencing March 23, 2023 (six months from the date of issuance) and will terminate March 23, 2030.

(2)The July 2022 Common Warrants became exercisable effective January 19, 2023.

Note 6: Stock Based Compensation

Employee Stock Option Plan Increase

In March 2017, the Company adopted its 2017 Stock Option/Stock Issuance Plan (the “Plan”). The Plan provides incentives to eligible employees, officers, directors and consultants in the form of incentive stock options (“ISOs”), non-qualified stock options (“NQs”) (each of which is exercisable into shares of common stock) (collectively, “Options”), or shares of common stock (“Share Grants”). March 31, 2021, the Shareholders approved an increase in the number of shares of common stock issuable under the Plan from 2,500 to 30,000. On March 6, 2023, the shareholders approved an increase in the number of shares

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of common stock issuable under the Plan from 30,000 to 750,000. As of February 28, 2023, there are 749,997 shares available under the Plan.

For all options to purchase common stock granted prior to July 1, 2020, each option has a term of service vesting provision over a period of time as follows: 25% vest after a 12-month service period following the award, with the balance vesting in equal monthly installments over the succeeding 36 months. Options granted on or after July 1, 2020 typically vest over four years, with 25% of the grant vesting one year from the grant date, and the remainder in equal quarterly installments over the succeeding 12 quarters. All options granted to purchase common stock have a ten year term.

Stock grants are issued at fair value, considered to be the market price on the grant date. The fair value of option awards is estimated on the grant date using the Black-Scholes stock option pricing model.

Following its adoption of ASU 2016-9, the Company elected to account for forfeitures under the Plan as they occur. Any compensation cost previously recognized for an unvested award that is forfeited because of a failure to satisfy a service condition is reversed in the period of the forfeiture.

Stock-based compensation expense was $0.2 million and $0.5 million for the three and six months ended February 28, 2023, respectively. The Company recognized approximately $0.3 million and $0.7 million of compensation expense for the three and six months ended February 28, 2023, respectively.

The following table summarizes option activity for the six months ending February 28, 2023.

	Options Outstanding and Exercisable
	Number of Options	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price
		(In years)
Balance outstanding as of August 31, 2022	11,753	8.1	$	733.00
Forfeited	(1,750)	8.3	2.70
Balance outstanding expected to be exercisable as of February 28, 2023	10,003	7.5	$	813.70

 

As of February 28, 2023, the total unrecognized deferred share-based compensation expected to be recognized over the remaining weighted average vesting periods of 1.7 years for outstanding grants was $1,153,000. Options outstanding as of February 28, 2023 had an aggregate intrinsic value of $0. Option vesting activity from August 31, 2022, through February 28, 2023 was as follows:

Options Vested	Number of Options	Weighted Remaining Contractual Life	Weighted Average Exercise Price
		(In years)
Balance, August 31, 2022	5,269	8.1	$	1,146.00
Vested	1,560	7.8	434.00
Forfeited	(716)	8.1	293.00
Balance, February 28, 2023	6,113	7.4	$	1,064.00

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The following table summarizes information about stock options outstanding and vested as of February 28, 2023: 

	Options Outstanding				Options Vested
Exercise Prices	Number of Options Exercisable	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price		Number of Options	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price
		(In Years)				(In Years)
$50.00 - 1,000.00	9,641	7.6	$	453	5,754	7.5	$	466
$1,001.00 - $4,000.00	20	6.3	1,895		19	6.7	1,896
$4,001.00 - $8,000.00	121	6.1	5,121		120	6.2	5,120
$8,001.00 - $12,000.00	101	5.2	10,298		101	5.2	10,298
$12,001.00 - $16,000.00	109	4.4	15,584		109	4.4	15,584
$16,001.00 - $39,160.00	11	4.4	39,160		11	4.4	39,160
	10,003	7.6	$	814	6,113	7.4	$	1,064

 

Note 7: Related Parties and Certain Directors and Officers

Director Compensation

Amanda Murphy

On February 10, 2020, Amanda Murphy was appointed to our Board. Ms. Murphy was our Director of Operations at the time of her appointment. Ms. Murphy received salary compensation of $0.3 million for Fiscal 2022, respectively. On October 22, 2021, our Board approved the promotion of Ms. Murphy to the position of Chief Operating Officer, as well as an increase in her annual salary to $0.5 million, all of which were effective January 1, 2022. As of August 31, 2022, Ms. Murphy has deferred payment related to her salary increase of approximately $0.2 million. The deferred payment salary is recorded in the accrued liabilities on the condensed consolidated balance sheets.

Scott Absher

On October 22, 2021, our Board approved raising Mr. Absher’s annual salary to $1M, effective January 1, 2022, and also approved the payment of a $0.5 million bonus to Mr. Absher, 50% of which was payable upon Board approval, and the remainder of which was payable on January 1, 2022. As of August 31, 2022, Mr. Absher received payment of 50% of his bonus, or $0.3 million, in March 2022. Furthermore, as discussed in Note 5, Stockholders' Deficit on August 12, 2022, the Company entered into an agreement with Mr. Absher whereby he waived claims to certain unpaid compensation due to him through July 31, 2022, totaling $0.8 million, in exchange for an option to receive $4.1 million Company Preferred Shares. The agreement settled, the deferred payment of his incremental base salary, his outstanding personal time off or PTO as of July 31, 2022, and the remaining 50% of his approved bonus.

J. Stephen Holmes formerly served as a non-employee sales manager, advisor to and significant shareholder of the Company. The Company incurred $0.8 million in professional fees for services provided by Mr. Holmes during Fiscal 2021. On October 22, 2021, the Company severed all ties with Mr. Holmes, effective immediately, and cancelled Preferred Options that had previously been issued to him but had not been exercised. As a result of these actions, the Company no longer has any financial obligation to Mr. Holmes, and believes that he is no longer a significant shareholder of the Company, see Note 5, Stockholders’ Deficit and Note 8 Contingencies.

Related Persons to Scott Absher

Mark Absher, the brother of Scott Absher and was hired Company as Deputy General Counsel – Special Projects, for an annual salary of $0.2 million. Mr. Absher's compensation for the three and six month period ending February 28, 2023, was $60,000 and $0.12 million, respectively. His compensation for the three and six month period ending February 28, 2022, was $0 and $58,000, respectively.

David May, a member of our business development team, is the son-in-law of Mr. Absher. His compensation includes sales commissions of approximately $0.1 million for Fiscal 2022. Mr. May's compensation for the three month and six month period

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ending February 28, 2023, was $37,000 and $75,000, respectively. His compensation for the three and six month period ending February 28, 2022, was $43,000 and was $86,000, respectively.

Phil Eastvold, the Executive Producer of ShiftPixy Productions, Inc., is the son-in-law of Mr. Absher. In addition to the relocation bonus noted above, Mr. Eastvold received compensation of approximately $0.2 million and $0.2 million for Fiscal 2022. Mr. Eastvold's compensation for the three and six month period ending February 28, 2023, was $56,000 and $0.1 million, respectively. His compensation for the three and six month period ending February 28, 2022, was $56,000 and $0.1 million, respectively.

Jason Absher, a member of the Company's business development team, is the nephew of Scott Absher and the son of Mark Absher. Mr. Absher annual salary is $0.1 million, Mr. Absher's compensation for the three month period and six month period ending February 28, 2023, was $30,000 and $60,000 respectively, His compensation for the three month period and six month period ending February 28, 2022, was $30,000 and $60,000 respectively.

Connie Absher, (the spouse of Scott Absher), Elizabeth Eastvold, (the daughter of Scott and Connie Absher and spouse of Mr. Eastvold), and Hannah Absher, (the daughter of Scott and Connie Absher), are also employed by the Company. These individuals, as a group, received aggregate compensation of $0.2 million for Fiscal 2022. In addition, as noted above, Hannah Absher received a relocation bonus of approximately $18,000 during Fiscal 2021, in connection with her relocation. Neither Connie Absher nor Elizabeth Eastvold received any such relocation bonus. These individuals, as a group, received compensation for the three and six month period ending February 28, 2023, of $60,000 and $0.1 million, respectively. Compensation as a group for these individuals for the three month period and six month period ending February 28, 2022 was $56,000 and $0.1 million, respectively.

The Company has accrued stock-based compensation related to shares of common stock to be issued for services provided by three directors. Stock-based compensation expense for the three months ended February 28, 2023 and February 28, 2022 was $56,250 and $56,250, respectively. Stock-based compensation expense for the six months ended February 28, 2023 and 2022 was $0.1 million was $0.1 million, respectively. The Company has agreements with three directors to receive shares of common stock was valued at $0.1 million per year. No shares of common stock have been issued as of August 31, 2022 and February 28, 2023, respectively. As of February 28, 2023, the shares of common stock to be issued to directors was 59.040.

As of February 28, 2023 and August 30, 2022, the Company has accrued $0.7 million and $0.6 million, respectively for stock-compensation related to shares to be issued for services to certain directors.

Note 8: Commitments

Operating Leases & License Agreements

Effective August 13, 2020, the Company entered into a non-cancelable seven-year lease for office space located in Miami, Florida, to house its principal executive offices commencing October 2020, and continuing through September 2027. The lease contains escalation clauses relating to increases in real property taxes as well as certain maintenance costs. Monthly rent expense under this lease is approximately $57,000. The Company has not made payments under the lease agreement since June 2022, see Note 8 Contingencies related to the legal case with the litigation with the landlord, Courvoisier Centre.

On October 1, 2020, the Company entered into a non-cancelable 64-month lease for industrial space located in Miami, Florida, to house ghost kitchens, production facilities, and certain marketing and technical functions, including those associated with ShiftPixy Labs. The lease contains escalation clauses relating to increases in real property taxes as well as certain maintenance costs. Monthly rent expense under this lease is approximately $34,000.

On June 7, 2021, the Company entered into a non-cancelable sublease agreement with Verifone, Inc. to sublease premises consisting of approximately 8,000 square feet of office space located in Miami, Florida, that the Company anticipates using for its sales and operations workforce. The lease has a term of three years expiring on May 31, 2024. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the sublease. Monthly rent expense under this lease is approximately $26,000.

On June 21, 2021, the Company entered into a non-cancelable 77-month lease for premises for office space located in Sunrise, Florida, that the Company anticipates using primarily to house its operations personnel and other elements of its workforce. The Company lease had possession date of August 1, 2022. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the lease. Monthly rent expense under this lease is approximately $27,000.

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On May 2, 2022, the Company entered into a non-cancelable 60-month operating lease, as constituted in an amendment to a prior lease, commencing on July 1, 2022, for office space in Irvine, California, which the Company anticipates using primarily for its IT, operations personnel, and other elements of its workforce. The base rent is paid monthly and escalates annually according to a schedule outlined in the lease. The monthly rent expense under this lease is approximately $24,000. As an incentive, the landlord provided a rent abatement of 50% of the monthly rent for the first four months, with a right of recapture in the event of default.

On August 31, 2022, the Company decided to formally abandon the leases for its offices in the Courvoisier Center, including a sublease on the second floor with Verifone. The determination was based on its inability to utilize the premises as they were under extensive construction renovation by the landlord, resulting in a significant negative impact on the Company’s ability to conduct business and the health and well-being of the Company’s employees and guests. The Company formally notified the landlord of its intention to vacate the premises and has not been legally released from the Company's primary obligations under the leases. The Company received a formal complaint from the landlord, and the matter is in litigation. The Company intends to vigorously defend the lawsuit and counterclaim for relocation costs, see Note 8, Contingencies. As a result of the abandonment, the Company evaluated the ROU assets for impairment as of August 31, 2022, and recorded an impairment charge of $3.9 million, within the impairment loss line item for the year ended., Furthermore, the Company released the corresponding lease liability and evaluated the need for a loss contingency in accordance with ASC 450, recording a contingent liability of $3.8 million, included within accrued expenses of the consolidated balance sheets as of February 28, 2023 and August 31, 2022, respectively.

The components of lease expense are as follows:

	Three Months Ended February 28, 2023		Six Months Ended February 28, 2023
Operating Lease Cost	$	307,792	$	563,753

Future minimum lease and licensing payments under non-cancelable operating leases at February 28, 2023, are as follows:

	Minimum lease commitments
2024	$	1,039,000
2025	1,073,000
2026	1,032,000
2027	746,000
2028	488,000
Thereafter	256,000
Total minimum payments	$	4,634,000
Less: present value discount	563,000
Lease liability	$	4,071,000
Weighted-average remaining lease term - operating leases (months)	63
Weighted-average discount rate	5.54		%

The current portion of the operating lease liability is included within our accounts payable and other accrued liabilities in our condensed consolidated balance sheets.

Special Purpose Acquisition Company Sponsorship

On April 29, 2021, the Company announced its sponsorship, through a wholly owned subsidiary, of four SPAC IPOs. The Company purchased founder shares in each SPAC (the "Founder Shares"), through its wholly owned subsidiary, for an aggregate purchase price of $25,000 per SPAC. The number of Founder Shares issued was determined based on the expectation

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that such Founder Shares would represent 15% of the outstanding shares of each SPAC after its IPO (excluding the private placement warrants described below and their underlying securities).

The registration statement and prospectus covering the IPO of IHC, was declared effective by the SEC on October 19, 2021, and IHC units (the “IHC Units”), consisting of one share of common stock and an accompanying warrant to purchase one share of IHC common stock, began trading on the NYSE on October 20, 2021. The IHC IPO closed on October 22, 2021, raising gross proceeds for IHC of $115 million. In connection with the IHC IPO, the Company purchased, through its wholly owned subsidiary, 4,639,102 placement warrants at a price of $1.00 per warrant, for an aggregate purchase price of $4.6 million. Each private placement warrant was exercisable to purchase one whole share of common stock in IHC at $11.50 per share. In as much as IHC was dissolved on November 14, 2022, and the Trust released all the redemption funds to shareholders on December 1, 2022, effectively liquidating the Trust Account, (See Note 4: Special Purpose Acquisition Company ("SPAC") Sponsorship), the private placement warrants have been deemed worthless.

The investment amounts set forth above do not include loans that the Company's subsidiary, ShiftPixy Investments, Inc., has extended to IHC in an amount not to exceed $0.5 million, in its role as sponsor. Nor do they include sums advanced by the Company to IHC to enable it to conduct its activities. As of February 28, 2023, the Company had advanced, through its wholly owned subsidiary, an aggregate of approximately $0.9 million to the SPACs for payment of various expenses in connection with the SPAC IPOs, principally consisting of SEC registration, legal and auditing fees. The Company previously disclosed that it anticipates that the SPAC will repay these advanced expenses from when its IBC is completed. As of February 28, 2023, the Company had an outstanding balance of $0.7 million from advances, which are considered uncollectible with the dissolution of IHC.

Note 9: Contingencies

Certain conditions may exist as of the date the financial statements are issued, which may result in a loss to the Company, but which will be resolved only when one or more future events occur or fail to occur. The Company’s management assesses such contingent liabilities, and such assessment inherently involves an exercise of judgment.

During the ordinary course of business, the Company is subject to various claims and litigation. Management believes that after consulting legal counsel the outcome of such claims or litigation will not have a material adverse effect on the Company’s financial position, results of operations or cash flow. Some of the matters are detailed below.

Kadima Litigation

The Company became engaged in a dispute with its former software developer, Kadima Ventures (“Kadima”), over incomplete but paid for software development work. In May 2016, the Company entered into a contract with Kadima for the development and deployment of user features that were proposed by Kadima for an original build cost of $2.2 million to complete. This proposal was later revised upward to approximately $7.2 million to add certain features to the original proposal. As of February 28, 2023, the Company has paid approximately $11 million to Kadima, but has never been provided access to the majority of the promised software. Kadima has refused to continue development work, denied access to developed software, and refused to surrender to the Company any software that it has developed unless the Company pays an additional $12 million above the $11 million already paid. In April 2019, Kadima filed a complaint against the Company in the Superior Court of the State of Arizona, Maricopa County, alleging claims for breach of contract, promissory estoppel and unjust enrichment, and seeking damages in excess of $11 million. The Company vigorously disputed and denied each of Kadima’s claims, including that it owes any sums to Kadima, and further asserted that it is entitled, at a minimum, to a refund of a substantial portion of the sums that it has already paid, along with the release of the software modules currently being withheld. Following trial of the case, the court, on November 23, 2022, entered a minute order, finding in favor of the Company and against Kadima in the amount of $5 million plus costs and fees. The minute order was converted to a final judgment order, entered on January 4, 2023, in favor of the Company and against Kadima for $5 million in compensatory damages, plus an amount in excess of $1.8 million in prejudgment interest, plus expert witness fees of $0.3 million, plus costs, plus post judgment interest. There is no assurance that the Company will collect the money it is owed from the judgement.

Splond Litigation

On April 8, 2019, claimant, Corey Splond, filed a class action lawsuit, on behalf of himself and other similarly situated individuals in the Eighth Judicial District Court for the State of Nevada, Clark County, naming the Company and its client as defendants, and alleging violations of certain wage and hour laws. The Company denies any liability. Discovery is proceeding in the case, and no trial date has been set. Even if the plaintiff ultimately prevails, the potential damages recoverable will depend substantially upon whether the Court determines in the future that this lawsuit may appropriately be maintained as a

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class action. Further, in the event that the Court ultimately enters a judgment in favor of plaintiff, the Company believes that it would be contractually entitled to be indemnified by its client against at least a portion of any damage award.

Everest Litigation

On December 18, 2020, the Company was served with a Complaint filed in the United States District Court for the Central District of California by its former workers’ compensation insurance carrier, Everest National Insurance Company. The Complaint asserts claims for breach of contract, alleging that the Company owes certain premium payments to plaintiff under a retrospective rated policy, and seeks damages of approximately $0.6 million, which demand has since increased to approximately $1.6 million. On February 5, 2021, the Company filed an Answer to Plaintiff’s Complaint denying its claims for relief, and also filed a cross-claim against the third party claims administrator, Gallagher Bassett Services, Inc., for claims sounding in breach of contract and negligence based upon its administration of claims arising under the policy. By order dated April 7, 2021, the Court dismissed the Company’s complaint against Gallagher Bassett without prejudice to re-filing in another forum. On May 17, 2021, the Company refiled its complaint against Gallagher Basset in the Circuit Court of Cook County, Illinois. Everest subsequently filed a complaint against Gallagher Bassett in New Jersey. Discovery is underway in the cases, and the California Court has set a trial date in the Everest case of August 8, 2023, while no trial date has been set in either of the related Illinois or New Jersey cases, which are in preliminary stages. Mediation in the matter was conducted on December 14, 2022, and the matter was kept open until further notice as the parties are endeavoring to settle the case.

Sunz Litigation

On March 19, 2021, the Company was served with a Complaint filed in the Circuit Court for the 11th Judicial Circuit, Manatee County, Florida, by its former workers’ compensation insurance carrier, Sunz Insurance Solutions, LLC. The Complaint asserts claims for breach of contract, alleging that the Company owes payments for loss reserve funds totaling approximately $10 million, which represents approximately 200% of the amount of incurred and unpaid claims. The Company denies plaintiff’s allegations and is defending the lawsuit vigorously. On May 12, 2021, the Company filed a motion to dismiss the complaint, and Sunz filed an amended complaint in response. Discovery is proceeding in the matter and no trial date has been set. On June 21, 2022, the Court granted Plaintiff’s partial motion for summary judgment, holding that Defendant is liable under the contract, but further finding that the amount of damages, if any, to which Plaintiff is entitled should be determined at trial. We believe that partial summary judgment was improvidently granted, and therefore appealed the Court’s Order by filing a petition for writ of certiorari with the Court of Appeal, which appeal is now pending. On or about November 14, 2022, a court granted Sunz’ motion for summary judgment on a contractual issue—holding that the Company waived claims regarding Sunz’ management of claims to the extent that the Company did not complain about such management within 6 months of the alleged mismanagement of the claims. This ruling may limit the scope of the Company’s counterclaim. Trial in the case has been set for February 2024.

Vensure Litigation

On September 7, 2021, Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure, filed a complaint against the Company in the Court of Chancery of the State of Delaware asserting claims arising from the Asset Purchase Agreement (the “APA”) governing the Vensure Asset Sale described above. The APA provided for Vensure to purchase, through its wholly owned subsidiary, certain of the Company’s assets for total consideration of $19 million in cash, with $9.5 million to be paid at closing, and the remainder to be paid in 48 equal monthly installments (the “Installment Sum”). The Installment Sum was subject to certain adjustments to account for various post-closing payments made by the parties, and the APA provided for the following procedure to determine the final amount of the Installment Sum: (i) Within 90 days of the effective date, Vensure was required to provide the Company with a “Proposed Closing Statement”, which must detail any adjustments; (ii) Within 30 days of its receipt of Vensure’s Proposed Closing Statement, the Company had the right to challenge any of the proposed adjustments contained therein; and (iii) If the Company disputed Vensure’s Proposed Closing Statement, a 30-day period ensued for the parties to attempt to resolve the dispute, with the Company entitled to examine “such Books and Records of [Vensure] as relate to the specific items of dispute . . .”

Vensure resisted the Company’s repeated efforts to obtain the Proposed Closing Statement for over one year after the closing of the transaction. Finally, on March 12, 2021, under threat of legal action by the Company, Vensure provided its Proposed Closing Statement, in which it contended for the first time that it owes nothing to the Company, and that the Company actually owes Vensure the sum of $1.5 million. By letter dated April 6, 2021, the Company provided Vensure with its objections to the Proposed Closing Statement, which included Vensure’s gross overstatement of payments it purportedly made on the Company’s behalf, as well as its bad faith actions in obstructing the Company’s efforts to make these payments.

From April 2021 through August 2021, Vensure and the Company engaged in the “30-day negotiation period” referred to above, which was extended multiple times at Vensure’s request to provide Vensure an opportunity to provide evidence

29

supporting its assertions. Over the course of these negotiations, Vensure withdrew its claim for approximately $1.5 million from the Company, and acknowledged that Vensure owed ShiftPixy some portion of the Installment Fund. Nevertheless, in early September 2021, without warning and contrary to the dispute resolution provisions of the APA, Vensure filed suit against the Company in Delaware Chancery Court for breach of contract and declaratory judgment, seeking unspecified damages. The Company vigorously disputes and denies each of Vensure’s claims. Accordingly, on November 4, 2021, the Company filed its Answer and Counterclaim to Vensure’s Complaint, in which it not only denied Vensure’s claims, but also asserted counterclaims for breach of contract and tortious interference with contract. The counterclaim seeks damages from Vensure totaling approximately $9.5 million – the full amount due under the APA - plus an award of attorneys’ fees and expenses. The case is proceeding, and no trial date has been set.

Courvoisier Centre Litigation

On August 24, 2022, the landlord of our headquarters offices, Courvoisier Centre, LLC, filed a complaint against the Company in the Eleventh Judicial Circuit Court (Miami-Dade County, Florida) alleging breach of the lease. The Company vacated the offices and ceased payments under the lease in July of 2022, after repeatedly complaining to the landlord regarding the impact of its extensive renovations of the campus and building in which the Company's offices were situated, citing substantial impairments to the Company's ability to conduct business as well as concerns regarding the health and well-being of the Company’s employees and guests, and the Landlord’s inability and refusal to provide any adequate relief. On or about October 10, 2022, the Company filed our answer to the complaint and the Company's counterclaim. The Company intends to vigorously defend the lawsuit and seek recovery for its costs of relocation.

Certified Tire Litigation

On June 29, 2020, the Company was served with a complaint filed by its former client, Certified Tire, in the Superior Court of the State of California, Orange County, naming the Company, two of its officers, and one of its former subsidiaries as defendants. The Complaint asserts multiple causes of action, all of which stem from the former client’s claim that the Company is obligated to reimburse it for sums it paid in settlement of a separate lawsuit brought by one of its employees pursuant to Private Attorney General Act or PAGA. This underlying lawsuit alleged the Company's former client was responsible for multiple violations of the California Labor Code. The Company and the officers named as defendants deny the former client’s allegations, and the Company is defending the lawsuit vigorously based primarily on the Company's belief that the alleged violations that gave rise to the underlying lawsuit were the responsibility of Certified Tire and not the Company. Trial in the matter has been set for September 5, 2023. The Company’s dispositive motion for summary judgment was denied by the court because of its determination that factual disputes exist.

In Re John Stephen Holmes Bankruptcy Litigation

On November 8, 2022, the Chapter 7 trustee of the bankruptcy estate of John Stephen Holmes filed an action against the Company, asserting that the cancellation by the Company of Mr. Holmes' 11,790,000 preferred options on October 22, 2021, violated the automatic stay applicable to Mr. Holmes' Chapter 7 proceedings. After the Company filed a motion to dismiss the trustee's complaint, the trustee endeavored to exercise an option (for 12,500,000 preferred shares) that had been issued in the early stages of the Company but that was later superseded by a modified option that did not provide for convertibility of the preferred shares to common stock and which modified option was in effect at the time that Mr. Holmes filed for bankruptcy. The trustee insists that it has a right to exercise the option for 12,500,000 preferred shares and convert the shares to common stock, notwithstanding (a) the fact that the preferred shares were not convertible to common stock at the time Mr. Holmes filed his bankruptcy petition, (b) the lapse of more than 3 years' time during which the trustee failed to take any action in relation to the option, (c) the connection of the option to Mr. Holmes, who now competes with and is believed to have taken clients from the Company, (d) the intervening 1-for-100 reverse stock split and extensive corporate governance actions, and (e) the negative impact that the issuance of up to 12,500,000 shares would have on the Company and its shareholders. Were the trustee to be successful in its claim, the Company would be obligated to issue up to 12,500,000 restricted shares of the Company's common stock to the trustee, which issuance would materially dilute the share ownership of the existing shareholders and could cause a material decline in the price per share of the Company's common stock. The Company has asserted a number of defenses and intends to vigorously defend itself against the claim.

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Note 10: Subsequent Events

Management has evaluated events that have occurred subsequent to the date of these financial statements and has determined that, other than those listed below, no such reportable subsequent events exist through the date the financial statements were issued in accordance with FASB ASC Topic 855, "Subsequent Events."

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PART I — FINANCIAL INFORMATION

Item 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations.

The following discussion of our financial condition and results of operations should be read in conjunction with our financial statements and the related notes, and other financial information included in this Quarterly Report, as well as the information contained in our Annual Report on Form 10-K and Forms 10-K/A for the fiscal year ended August 31, 2022 (“Fiscal 2022”), filed with the SEC on December 13, 2022, December 14, 2022, February 3, 2023 and February 9, 2023, respectively.

CAUTIONARY STATEMENT REGARDING FORWARD LOOKING STATEMENTS AND INFORMATION

This Quarterly Report, the other reports, statements, and information that we have previously filed or that we may subsequently file with the SEC, and public announcements that we have previously made or may subsequently make, contain “forward-looking statements” within the meaning of the federal securities laws, including the Private Securities Litigation Reform Act of 1995, which statements involve substantial risks and uncertainties. Unless the context is otherwise, the forward-looking statements included or incorporated by reference in this Quarterly Report and those reports, statements, information and announcements address activities, events or developments that we expect or anticipate will or may occur in the future. Forward-looking statements generally relate to future events or our future financial or operating performance. In some cases, you can identify forward-looking statements because they contain words such as “may,” “might,” “will,” “should,” “expects,” “plans,” “anticipates,” “could,” “intends,” “target,” “projects,” “contemplates,” “believes,” “estimates,” “predicts,” “potential” or “continue” or the negative of these words or other similar terms or expressions that concern our expectations, strategy, plans or intentions. Forward-looking statements contained in this Quarterly Report include, but are not limited to, statements about:

• our future financial performance, including our revenue, costs of revenue and operating expenses;

• our ability to achieve and grow profitability;

• the sufficiency of our cash, cash equivalents and investments to meet our liquidity needs;

• our predictions about industry and market trends;

• our ability to expand successfully internationally;

• our ability to manage effectively our growth and future expenses, including our growth and expenses associated with our sponsorship of various special purpose acquisition companies;

• our estimated total addressable market;

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

• our ability to comply with modified or new laws and regulations applying to our business;

• the attraction and retention of qualified employees and key personnel;

• the effect that the novel coronavirus disease (“COVID-19”) or other public health issues could have on our business, financial condition and the economy in general;

• our ability to be successful in defending litigation brought against us; and

• our ability to continue to meet the listing requirements of Nasdaq.

We caution you that the forward-looking statements highlighted above do not encompass all of the forward-looking statements made in this Quarterly Report.

We have based the forward-looking statements contained in this Quarterly Report primarily on our current expectations and projections about future events and trends that we believe may affect our business, financial condition, results of operations and prospects. The outcome of the events described in these forward-looking statements is subject to risks, uncertainties and other factors described in the section entitled “Risk Factors” in this report and in our Annual Report on Form 10-K and Forms 10-K/A for Fiscal 2022, filed with the SEC on December 13, 2022, December 14, 2022, February 3, 2023 and February 9, 2023, respectively, which are expressly incorporated herein by reference, and elsewhere in this Quarterly Report. Moreover, the Company operates in a very competitive and challenging environment. New risks and uncertainties emerge from time to time, and it is not possible for us to predict all risks and uncertainties that could have an impact on the forward-looking statements contained in this Quarterly Report. We cannot assure you that the results, events and circumstances reflected in the forward-

32

looking statements will be achieved or occur, and actual results, events or circumstances could differ materially from those described in the forward-looking statements.

The forward-looking statements made in this Quarterly Report relate only to events as of the date on which the statements are made. We undertake no obligation to update any forward-looking statements made herein to reflect events or circumstances after the date of this Quarterly Report or to reflect new information or the occurrence of unanticipated events, except as required by law. We may not actually achieve the plans, intentions or expectations disclosed in our forward-looking statements and you should not place undue reliance on our forward-looking statements. Our forward-looking statements do not reflect the potential impact of any future acquisitions, mergers, dispositions, joint ventures, other strategic transactions or investments we may make or enter into.

The risks and uncertainties the Company currently face are not the only ones we face. New factors emerge from time to time, and it is not possible for us to predict which will arise. There may be additional risks not presently known to us or that that the Company currently believe are immaterial to our business. In addition, the Company cannot assess the impact of each factor 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. Our business, operating results, liquidity and financial condition could be materially affected in an adverse manner as a result of these risks.

The industry and market data contained in this Quarterly Report are based either on our management’s own estimates or, where indicated, independent industry publications, reports by governmental agencies or market research firms or other published independent sources and, in each case, are believed by our management to be reasonable estimates. However, industry and market data are subject to change and cannot always be verified with complete certainty due to limits on the availability and reliability of raw data, the voluntary nature of the data gathering process and other limitations and uncertainties inherent in any statistical survey of market shares. The Company has not independently verified market and industry data from third-party sources. In addition, consumption patterns and customer preferences can and do change. As a result, you should be aware that market share, ranking and other similar data set forth herein, and estimates and beliefs based on such data, may not be verifiable or reliable.

The ShiftPixy logo and other trademarks or service marks of ShiftPixy, Inc. appearing in this Quarterly Report on Form 10-Q are the property of ShiftPixy, Inc. This Form 10-Q also includes trademarks, trade names and service marks that are the property of other organizations. Solely for convenience, trademarks and trade names referred to in this Form 10-Q appear without the ® and ™ symbols, but those references are not intended to indicate, in any way, that the Company will not assert, to the fullest extent under applicable law, our rights, or that the applicable owner will not assert its rights, to these trademarks and trade names.

Overview

Our current business, and the primary source of our revenues to date, has been providing human resources, employment compliance, employment related insurance, payroll, and operational employment services solutions for our business clients using a comprehensive HRIS platform under a human capital fee-based business model. The Company has developed a comprehensive human resources information system or "HRIS" platform designed to provide real-time, agile business intelligence information for our clients as well as an employment marketplace designed to match client opportunities with a large workforce under a digital umbrella. Our market focus is to use this traditional approach, coupled with developed technology, to address underserved markets containing predominately lower wage employees with high turnover, beginning with light industrial, services, and food and hospitality markets. The Company provides human resources, employment compliance, insurance-related, payroll, and operational employment services solutions for our clients and shift work or gig opportunities for worksite employees (WSEs or shifters). As consideration for providing these services, the Company receive administrative or processing fees, typically as a percentage of a client’s gross payroll, process and file payroll taxes and payroll tax returns, provide workers’ compensation insurance, and provide employee benefits. Our losses were driven primarily by substantial investments in our technology platform, our SPAC sponsorships and our ShiftPixy Labs growth initiative, as well as by necessary upgrades to our back-office operations to facilitate servicing a large WSE base under a traditional staffing model.

For most of the fiscal year ending August 31, 2022, and continuing through the six months ended February 28, 2023, the Company's primary focus was on clients in the restaurant and hospitality industries, (market segments typically characterized by high employee turnover and low pay rates), and healthcare industries typically employing specialized personnel that command higher pay rates. The Company believes that these industries are better served by our HRIS platform and related mobile application, which provide payroll and human resources tracking for our clients, and which we believe result in lower operating costs, improved customer experience and revenue growth acceleration. California continued to be our largest market

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during the quarter ending February 28, 2023, accounting for approximately 43.6% of our gross billings. Washington and New Mexico represented our other significant markets during the three months ended February 28, 2023, representing approximately 23.97% of our total gross billings. (Our other locations did not contribute revenue to a material degree.) All of our clients enter into client services agreements ("CSAs") with us or one of our wholly owned subsidiaries.

The Company's business focus during the fiscal year ending August 31, 2022, and continuing into the quarter ending February 28, 2023, was to complete our HRIS platform and to expand that platform to position the Company for rapid billings growth as well as to expand our product offerings to increase our monetization of our payroll billings. Now we believe that our HRIS platform is at completion stage and our IT development cost has started to stabilize with a significant cost reduction year over year, we are focused in the maintenance and minor functionality improvements to keep our technology at a top level of excellence in functionality. To that end, we identified and began to execute on various growth strategies, and expect that our execution of these strategies, if successful, will yield significant customer growth driven by widespread adoption of our technology offerings, which we believe represents a substantial value proposition to our clients as a valuable source of agile human capital business intelligence.

The Company's revenues consisted of: (i) staffing solutions revenues equal to gross billings for staffing solutions clients; and (ii) EAS solutions revenues which consist of administrative fees calculated as a percentage of gross payroll processed, payroll taxes due on WSEs billed to the client and remitted to the taxation authority, and workers’ compensation premiums billed to the client for which we facilitate coverage for our clients. Our costs of revenues for EAS solutions revenues consist of the accrued and paid payroll taxes and our costs to provide the workers’ compensation coverage and administration related services, including premiums and loss reserves. For staffing solutions revenues, our cost of revenues also included the gross payroll paid to staffing solutions employees. A significant portion of our liabilities is for our projected workers’ compensation claims attributable to prior programs, carried as liabilities. We provided a self-funded workers’ compensation policy up to $500K and purchased reinsurance for claims in excess of that limit through February 28, 2021, after which we changed to a direct cost premium only workers’ compensation program.

We believe that our customer value proposition is to provide a combination of overall net cost savings to our clients, for which they are willing to pay increased administrative fees, as follows:

•Payroll tax compliance and management services;

•Governmental HR compliance services, such as compliance with the Affordable Care Act (“ACA”);

•Reduced client workers’ compensation premiums or enhanced coverage; and

•Access to an employee pool of potential applicants to reduce turnover costs.

We have invested heavily in a robust, cloud-based HRIS platform (the ShiftPixy “Ecosystem”) in order to:

•Reduce WSE management costs;

•Automate new WSE and client onboarding; and

•Provide value-added services for our business clients resulting in additional revenue streams to the Company.

Our cloud-based HRIS platform captures, holds, and processes HR and payroll information for clients and WSEs through an easy-to-use customized front-end interface coupled with a secure, remotely hosted database. The HRIS platform can be accessed by either a desktop computer or an easy to use smartphone application designed with legally binding HR workflows in mind. Once fully implemented, we expect to reduce the time, expense, and error rate for on-boarding WSEs into our ecosystem. This allows our HRIS platform to serve as a “gig” marketplace for WSEs and clients and for client businesses to better manage their human capital needs.

We see our technology platform as a key competitive advantage and differentiator to our competitors and one that will allow us to expand our human capital business beyond our current focus of low-wage employees and healthcare workers. We believe that providing this baseline business, coupled with a technology solution to address additional concerns such as employee scheduling and turnover, will provide a unique, cost effective solution to the HR compliance, staffing, and scheduling problems that these businesses face. We are completing additional features that we expect to generate additional revenue streams, enhance and expand our product offering, increase our client customer and WSE counts, and increase our revenues and profit per existing WSE.

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Off-Balance Sheet Arrangements

During the periods presented, we did not have, nor do we currently have, any off-balance sheet arrangements as defined in the rules and regulations of the SEC.

Critical Accounting Estimates and Policies

A critical accounting policy and related estimates are both important to the portrayal of a company’s financial condition and results of operations and requires management’s most difficult, subjective or complex judgments, often as a result of the need to make estimates about the effect of matters that are inherently uncertain. Refer to the Company's Annual Report for complete listing of the critical accounting estimates. Below summarizes a few significant accounting policies for your reference.

Our unaudited condensed consolidated financial statements are presented in accordance with U.S. GAAP, and all applicable U.S. GAAP accounting standards effective as of February 28, 2023 have been taken into consideration in preparing the unaudited consolidated financial statements. The preparation of unaudited consolidated financial statements requires estimates and assumptions that affect the reported amounts of assets, liabilities, expenses and related disclosures. Some of those estimates are subjective and complex, and, consequently, actual results could differ from those estimates. The following accounting policies and estimates have been highlighted as significant because changes to certain judgments and assumptions inherent in these policies could affect our consolidated financial statements:

•Assumption as a going concern; management assumes that the Company will continue as a going concern , which contemplates continuity of operations, realization of assets and liquidation of all liabilities in the normal course of business;

•Liability for legal contingencies;

•Useful lives of property and equipment;

•Deferred income taxes and related valuation allowance;

•Projected development of workers’ compensation claims.

Growth Initiatives

Through November, 20, 2022, the Company concluded activities associated with our SPAC-related growth initiative, and we continued to execute on our other primary growth initiative, which is designed to leverage our technology solution, knowledge, and expertise to provide for significant future revenue growth for the human capital management services we provide to our clients. Further, we have emphasized sales growth in the staffing division of our business, which has historically tended to present less risk and greater margin than the HCM division of our business. Our R&D work under our SPAC project has opened additional market opportunities into which we intend to leverage our technology.

Transformative Sales Growth Strategy

ShiftPixy's agile business development plan for organic growth has always been focused on building scalable long-term revenue creation with a goal to become the market leader in U.S. contingent labor through increasingly diverse service offerings. Our new market opportunities open doors for us with Fortune 1000 companies to rethink human capital, ShiftPixy’s novel technology and proprietary sourcing tools are designed to disrupt not only traditional thinking about staffing, but also provide a cure to toxic employee turnover and thus provide labor cost certainty.

This new and compelling go-to-market strategy is prepared to leverage the recently expanded staffing platform on the ShiftPixy Human Resources Information System (“HRIS”) that offers clients an industry-leading digital and mobile technology to handle the duties and demands of human capital management at significant scale. An enhanced value proposition will offer clients automation, acceleration, liberation, and some indemnification, which we believe will drive growth and deliver value to stakeholders while also increasing our market share. Successful execution of this sales growth plan will leave ShiftPixy strategically positioned for secular growth in the $123 billion temporary and contract employment staffing market in the U.S.

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The Company’s transformative sales growth strategy will capitalize on several economic developments in attractive vertical markets including retail, skilled trades, logistics, manufacturing, healthcare, and hospitality. A sustained surge in e-commerce is driving the need for supply chain expansions that require additional warehouses and the labor necessary to expedite delivery and returns. Likewise, a re-focus on domestic manufacturing capacity expansion for critical technology and an acute labor supply gap is anticipated to spur demand for ShiftPixy’s contingent and flexible skilled labor pool. Additional tailwinds supporting our growth strategy include positive demographic trends as the labor market prioritizes flexibility, control, and access to job opportunities anywhere and anytime.

ShiftPixy’s business development plan offers immediate solutions to critical workflow challenges for human capital acquisition, talent management, labor force retention, worker supply chain disruptions, and runaway hiring costs. ShiftPixy’s continuous improvement of its client and candidate experience elevates engagement and satisfaction for neglected contingent and temporary workers. The completion of the Company’s current sales growth strategy is expected to create one of the largest employers in the U.S. in 2023 and build the fastest growing flexible labor force to meet the demands of a fast-changing human capital market while ushering significant enterprise value creation and recurring revenue growth for our shareholders.

ShiftPixy Labs

On July 29, 2020, we announced the launch of ShiftPixy Labs, which includes the development of ghost kitchens in conjunction with our wholly owned subsidiary, ShiftPixy Labs, Inc. Through this initiative, we intend to bring various food delivery concepts to market that will combine with our HRIS platform to create an easily replicated, comprehensive food preparation and delivery solution. The initial phase of this initiative is being implemented in our dedicated kitchen facility located in close proximity to our Miami headquarters, which we are already showcasing through the distribution of video programming on social media produced and distributed by our wholly owned subsidiary, ShiftPixy Productions, Inc. If successful, we intend to replicate this initiative in similarly constructed facilities throughout the United States and in selected international locations. We also intend to provide similar services via mobile kitchen concepts, all of which will be heavily reliant on our HRIS platform and which we believe will capitalize on trends observed during the COVID-19 pandemic toward providing customers with a higher quality prepared food delivery product that is more responsive to their needs.

The idea of ShiftPixy Labs originated from discussions with our restaurant clients, combined with our observations of industry trends that appear to have accelerated during the pandemic. Beginning in calendar 2020, we recognized a significant uptick in the use of mobile applications to order take-out food either for individual pickup or third-party delivery, which grew even more dramatically as the pandemic took hold. Not surprisingly, the establishment of fulfillment kitchens for third party delivery also spread rapidly during this time period, initially among national fast food franchise chains but then among smaller quick service restaurants or "QSR".

We believe that the restaurant industry is in the midst of a food fulfillment paradigm shift that will ultimately result in the widespread use of “ghost kitchens” in a shared environment. Similar to shared office work locations, a shared kitchen can provide significant cost efficiencies and savings compared to the cost of operating multiple retail restaurant locations. Coupled with ShiftPixy’s technology stack, which includes order delivery and dispatch, we believe that the ghost kitchen solutions that emerge from ShiftPixy Labs will provide a robust and effective delivery order fulfillment option for our clients.

We have also observed the growing impact of social media platforms over the past five years, a trend which has accelerated through the pandemic. As this trend has gained steam, many social media influencers have successfully capitalized on their popularity by establishing new business concepts in a variety of industries, including within the QSR space. Some of these QSRs are identified as “virtual” restaurants with delivery-only service fulfilled by centralized ghost kitchens. We intend to capitalize on this trend by creating an extensive social media presence for ShiftPixy Labs.

Many restaurant entrepreneurs have also become successful during the pandemic by moving outside through the use of mobile food trucks, which can be used as a launching point for restaurants and ultimately expanded to traditional indoor dining locations. We have researched this phenomenon and, coupled with our experience in the restaurant industry, believe a significant business opportunity exists to assist with the fulfillment of new restaurant ideas and rapidly expand those ideas across a broad geographic footprint utilizing centralized ghost kitchen fulfillment centers. Again, we believe that ShiftPixy Labs will provide solutions that will facilitate the rapid growth of these new businesses, through a combination of centralized ghost kitchens and an available pool of human capital resources provided through our HRIS platform, as well as though other business assistance provided by our management team.

During Fiscal 2021, we established an industrial facility in Miami that we expect to be fully completed and operational during Fiscal 2023. During Fiscal 2022, we equipped this facility with ten standardized kitchen stations in both single and double kitchen configurations built within standard cargo container shells and ordered a food truck for mobile operation. We expect this facility, upon completion, to function as a state-of-the-art ghost kitchen space that will be used to incubate restaurant ideas

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through collaboration and partnerships with local innovative chefs, resulting in sound businesses that provide recurring revenue to us in a variety of ways, both through direct sales and utilization of the ShiftPixy Ecosystem, our HRIS platform, and other human capital services that we provide. To the extent that this business model is successful and can be replicated in other locations, it has the potential to contribute significant revenue to us in the future.

We may also take equity stakes in various branded restaurants that we develop and operate with our partners through ShiftPixy Labs. Such ownership interests will be held to the extent that it is consistent with our continued existence as an operating company, and to the extent that we believe such ownership interests have the potential to create significant value for our shareholders.

Workers’ Compensation Insurance

During Fiscal 2021, the Company made a strategic decision to change its approach to securing workers’ compensation coverage for our clients. This was primarily due to rapidly increasing loss development factors stemming in part from the COVID-19 pandemic. The combination of increased claims from WSEs, the inability of WSEs to obtain employment quickly and return to work after injury claims and increasing loss development factor rates from our insurance and reinsurance carriers resulted in significantly larger potential loss exposures, claims payments, and additional expense accruals. Starting on January 1, 2021, we began to migrate our clients to our new direct cost program, which we believe significantly limits our claims exposure. Effective March 1, 2021, all of our clients had migrated to the direct cost program.

For the three and six months ended February 28, 2023 and February 28, 2022, primarily all the recorded in the discounted operations as disclosed in the accompany unaudited condensed statements of operations. The claims estimate increases relating to loss reserves activity for the legacy Sunz and Everest programs. These claims estimates are the subject of ongoing litigation with our former workers’ compensation insurance providers, Sunz and Everest, as described in Note 8, Contingencies, above. We are currently re-evaluating our workers’ compensation liability estimates under our legacy Sunz and Everest programs.

Vensure Asset Sale Note Receivable Reconciliation

On January 3, 2020, the Company entered into an asset purchase agreement with Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure, pursuant which was the assigned client contracts was significant to its quarterly revenue as of November 30, 2019, including 100% of the Company's existing PEO business. In connection with this transaction, the Company had a Note Receivable to be paid over four years. the Company's third quarter of Fiscal 2022 we recorded an asset impairment to adjust the net realizable value of the long-term note receivable to zero. As of February 28, 2023, Vensure and the Company were engaged in litigation regarding the amount owed to the Company pursuant to the Note Receivable, as described in Note 8, Contingencies,

Results of Operations

The following table summarizes the condensed consolidated results of our operations for the three and six months ended February 28, 2023 and February 28, 2022.

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	For the Three Months Ended				For the Six Months Ended
	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
Revenues (See Note 2)	$	4,579,000	$	10,437,000	$	9,844,000	$	19,378,000
Cost of revenues	4,095,000		10,498,000		8,941,000		18,743,000
Gross profit (loss)	484,000		(61,000)		903,000		635,000
Operating expenses:
Salaries, wages, and payroll taxes	2,598,000		3,653,000		4,857,000		7,543,000
Commissions	7,000		28,000		17,000		56,000
Professional fees	870,000		1,677,000		2,065,000		3,414,000
Software development	119,000		1,073,000		179,000		2,234,000
Depreciation and amortization	150,000		130,000		299,000		253,000
General and administrative	1,765,000		2,354,000		3,516,000		4,693,000
Total operating expenses	5,509,000		8,915,000		10,933,000		18,193,000
Operating loss	(5,025,000)		(8,976,000)		(10,030,000)		(17,558,000)
Other (expense) income:
Interest expense	(239,000)		(1,000)		(457,000)		(2,000)
Other income	642,000		13,000		642,000		16,000
Expensed SPAC offering costs	—		(515,000)		—		(515,000)
Total other expense	403,000		(503,000)		185,000		(501,000)
Net loss attributed to ShiftPixy, Inc.	(4,622,000)		(9,479,000)		(9,845,000)		(18,059,000)
Loss from discontinued operations, net of tax	(607,000)		(18,000)		(807,000)		(151,000)
Non-controlling interest	(540,000)		—		(540,000)		—
Net loss	$	(5,769,000)	$	(9,497,000)	$	(11,192,000)	$	(18,210,000)
Preferred stock preferential dividend and deemed dividend from changes in fair value from warrant modification	—		(7,731,000)		(127,145,000)		(7,731,000)
Net loss attributable to common shareholders	$	(5,769,000)	$	(17,228,000)	$	(138,337,000)	$	(25,941,000)
Net loss attributable to common shareholders
Continuing operations - basic and diluted	$	(0.53)	$	(55.13)	$	(14.29)	$	(76.77)
Discontinued operations - basic and diluted	(0.06)		(0.06)		(0.08)		(0.45)
Net loss per common share – basic and diluted	$	(0.59)	$	(55.19)	$	(14.37)	$	(77.22)
Weighted average common shares outstanding – basic and diluted	9,703,645		312,155		9,625,660		335,934

We report our revenues as gross billings, net of related direct labor costs for the Company's EAS/HCM clients and revenues without reduction of labor costs for staffing services clients.

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The following table presents certain information related to the gross profit (loss) components in thousands, (unaudited):

	For the Three Months Ended						For the Six Months Ended
	February 28, 2023			February 28, 2022			February 28, 2023			February 28, 2022
Gross Billings for HCM	$	11,993		$	12,594		$	23,604		$	25,510
Gross Wages for HCM	(10,435)			(11,006)			(20,635)			(22,242)
Total Net Revenue for HCM	1,558			1,588			2,969			3,333
Revenue for Staffing	3,021			8,849			6,664			16,120
Total Net Revenues (in thousands)	4,579			$	10,437		$	9,844		$	19,378
Increase (Decrease), Quarter over Quarter (in thousands)	(5,858)			8,000			(9,534)			14,500
Percentage Increase (Decrease), Quarter over Quarter	(56.1)		%	333.3		%	(49.2)		%	295.9		%
Cost of Revenues (in thousands)	4,095			$	10,498		9,248			$	18,743
Increase (Decrease), Quarter over Quarter (in millions)	(6,403)			8,100			(9,495)			14,700
Percentage Increase (Decrease), Quarter over Quarter	$	—		385.7		%	(50.7)		%	367.5		%
Gross Profit (in thousands)	$	484		$	(61)		$	903		$	635
Increase (Decrease), Quarter over Quarter (in millions)	545			(100)			268			(300)
Percentage Increase (Decrease), Quarter over Quarter	(893.4)		%	(25.0)		%	42.2		%	(33.3)		%
Gross Profit Percentage of Revenues	10.6		%	(0.6)		%	9.2		%	3.3		%

Three months ended February 28, 2023 as compared to the three months ended February 28, 2022

Net revenues for the HCM services exclude the payroll cost component of gross billings. With respect to staffing services, employer payroll taxes, employee benefit programs, and workers’ compensation insurance, we believe that we are the primary obligor, and we have latitude in establishing price, selecting suppliers, and determining the service specifications. As such, the billings for those components are included as revenue. Revenues are recognized ratably over the payroll period as WSEs perform their services at the client worksite. See also non-GAAP Financial Measures below.

Net Revenues decreased approximately $5.9 million from $10.4 million to $4.6 million and decreased $4.6 million from $14.4 million to $9.8 million for the ended February 28, 2023. The decrease was in part due to Management’s attention to the company’s SPAC transactions work in the prior year. The Company’s legacy QSR sales work was also affected by COVID market contraction for QSR operators. These unique market conditions led to the decline of future net revenues as the average number of WSEs decreased by approximately 700 employees for the three months ending February 28, 2023 as compared to February 28, 2022.

Cost of Revenues includes the Company's costs associated with employer taxes, workers’ compensation insurance premiums, and the gross wages paid for our staffing clients. Cost of revenues for the three months ended February 28, 2023, decreased by $6.4 million to $4.1 million from $10.5 million for the three months ended February 28, 2022. The decrease is correlated with the decrease in our net revenues, respectively.

Gross Profit (loss) for the three months ended February 28, 2023 was 10.6% as compared to a gross profit (loss) of (.06) %. The increase in gross profit was due to higher costs for the three months ended February 28, 2022. There were higher costs for the three months ended February 28, 2022.

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The following table presents certain information on related to our operating expenses (unaudited):

	For the Three months Ended				For the Six Months Ended
	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
Operating expenses:
Salaries, wages, and payroll taxes	$	2,598,000	$	3,653,000	$	4,857,000	$	7,543,000
Commissions	7,000		28,000		17,000		56,000
Professional fees	870,000		1,677,000		2,065,000		3,414,000
Software development	119,000		1,073,000		179,000		2,234,000
Depreciation and amortization	150,000		130,000		299,000		253,000
General and administrative	1,765,000		2,354,000		3,516,000		4,693,000
Total operating expenses	$	5,509,000	$	8,915,000	$	10,933,000	$	18,193,000

Operating expenses decreased for the three months ended February 28, 2023, by $3.6 million, compared to the three months ended February 28, 2022. The components of operating expenses change for such periods are as follows:

Salaries, wages and payroll taxes decreased for the three months ended February 28, 2023, by approximately $1.1 million, as compared to the three months ended February 28, 2022. The decrease is primarily attributable to the significant reduction in headcount through all departments.

Professional fees consist of legal fees, accounting and public company costs, board fees, and consulting fees. Professional fees for the three months ended February 28, 2023, decreased by $0.8 million, compared to three months ended February 28, 2022. The decrease is primarily due to legal fees related to the Company's litigation.

Software development consists of costs associated with research and development outsourced to third parties. Software development costs decreased by $1 million for the three months ended February 28, 2023, respectively, compared to the three months February 28, 2022. The decrease is based on the Company's substantial completion of its software development cost in the prior year.

General and administrative expenses consist of office rent and related overhead, software licenses, insurance, penalties, stock- based compensation, travel and entertainment, and other general business expenses. General and administrative expenses for the three months ended February 28, 2023, decreased by $0.8 million, compared to the three months ended February 28, 2022. The decrease was a primarily attributed to directors and insurance premiums of $1 million due premium reduction for less coverage from the failed SPAC transaction, decrease in non-cash cash stock compensation expense of $0.1 million and was offset by an increase of $0.4 million in penalties related to an increase in the Company's outstanding payroll tax liabilities and an increase in legal settlements of $0.2 million.

Other income primarily consist of net liability of IHC at the time of the deconsolidation on February 7, 2023. For the three months ended February 28, 2023, other income was $0.6M as compared to $0.01 million for the three months ended February 28, 2022.

Interest expense primarily consist of the Company's obligation to the Internal Revenue Service ("IRS") and States based upon its unpaid payroll liabilities. Interest expense for the three months ended February 28, 2023 was $0.2 million as compared to February 28, 2022 was $1,000. The increase in interest expense represents was from an increase in unpaid payroll liabilities and an increase in interest rates assessed by the IRS and various states.

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Six months ended February 28, 2023 as compared to three months ended February 28, 2022

Net Revenues decreased $4.6 million from $14.4 million to $9.8 million for the six months ended February 28, 2023. The decrease was in part due to Management’s attention to the company’s SPAC transactions work in the prior year. The Company’s legacy QSR sales work was also affected by COVID market contraction for QSR operators. These unique market conditions led to the decline of future net revenues as the average number of WSEs decreased by approximately 700 employees for the three months ending February 28, 2023 as compared to February 28, 2022.

Cost of Revenues includes the Company's costs associated with employer taxes, workers’ compensation insurance premiums, and the gross wages paid for our staffing clients. Cost of revenues for the six months ended February 28, 2023, decreased by $9.8 million to $8.9 million from $18.7 million for the six months ended February 28, 2022. The decrease is correlated with the decrease in our net revenues, respectively.

Gross Profit for the six months ended February 28, 2023 was 9.2% as compared to a gross profit of 3.3 % for the six months February 28, 2022 due to higher costs for the six months ended February 28, 2022.

Salaries, wages and payroll taxes decreased for the six months ended February 28, 2023, by approximately $1.1 million, as compared to February 28, 2022. The decrease is primarily attributable to the significant reduction in employee head count through all departments.

Professional fees consist of legal fees, accounting and public company costs, board fees, and consulting fees. Professional fees for the six months ended February 28, 2023, decreased by $0.8 million, compared to February 28, 2022. The decrease is primarily related to the Company's current active litigation.

Software development consists of costs associated with research and development outsourced to third parties. Software development costs decreased by $1.0 million, for the six months ended February 28, 2023, respectively, compared to the six months February 28, 2022. The decrease is based on the Company's substantial completion of the Company's software development cost in the prior year.

General and administrative expenses consist of office rent and related overhead, software licenses, insurance, penalties, stock- based compensation, travel and entertainment, and other general business expenses. General and administrative expenses for the six months ended February 28, 2023, decreased by $0.8 million, compared to February 28, 2022. The decrease was a result of reduced premiums for directors and insurance for less coverage from the failed SPAC transaction, a decrease in non-cash cash stock compensation decreased of $0.3 million and was offset by an increase of $0.4 million in penalties due to an increase in the Company's outstanding payroll tax liabilities and an increase in legal settlements of $0.2 million.

Other income primarily consist of primarily consist of net liability of IHC at the time of the deconsolidation on February 7, 2023. For the six months ended February 28, 2023, other income was $0.6 million as compared to $0.01 million for the six months ended February 28, 2022.

Interest expense primarily consist of the Company's obligation to the IRS and States based upon its unpaid payroll liabilities. Interest expense for the six months ended February 28, 2023 was $ 0.5 million as compared to February 28, 2022 was $2,000. The increase in interest expense represents an increase in unpaid payroll liabilities as of February 28, 2023 and an increase in interest rates assessed by the IRS and various states.

Cash Flows

The following table summarizes our sources and uses of cash for the periods presented:

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	For the Six Months Ended
	February 28, 2023		February 28, 2022
Net cash used in operations of ShiftPixy, Inc.	$	(5,323,000)	$	(10,333,000)
Net cash provided by discontinued operating activities	—		—
Net cash provided by non-controlling interest	—		—
Net cash used in operating activities	(5,323,000)		(10,333,000)
Net cash provided by (used in) investing activities	117,275,000		(117,193,000)
Net cash (used in) provided by financing activities	(111,752,000)		129,676,000
Net increase in cash	200,000		2,150,000
Cash - beginning of period	618,000		1,199,000
Cash - end of period	$	818,000	$	3,349,000

Net cash used in operations of ShiftPixy, Inc for the six months ended February 28, 2023 was $5.3 million, primarily consisting of a net loss from continuing operations of $10.4 million, a decrease in accounts payable and accrued expenses of $0.8 million, decrease in accounts receivable of $0.5 million, a decrease in workers compensation of $0.4 million offset by an increase in payroll related liabilities of $4.9 million, an increase of $0.4 million in prepaid and other liabilities, an increase in non-cash stock-based compensation expense of $0.6 million and an increase in depreciation and amortization expense of $0.3 million.

Net cash used in operations of ShiftPixy, Inc for the six months ended February 28, 2022 was $10.3 million primarily consisting of the net loss of $18.1 million, a decrease in workers compensation of $0.5 million, a decrease in prepaid and other current assets of $0.6 million, offset by an increase in payroll related liabilities of $3.3 million, an increase in accounts payable and accrued expenses of $3.1 million, an increase in non-cash stock-based compensation expense of $0.8 million and an increase in depreciation and amortization expense of $0.2 million.

Investing Activities

Net cash provided by investing activities for the six months ended February 28, 2023 was $117.2 million from the redemption of IHC Trust Account of $117.6 million and from the purchase of fixed asset of $0.3 million.. Net cash used investing activities for the six months ended February 28, 2022 was $117.2 million which was from an investment of $116.7 million from the proceeds of the initial public offering into the IHC Trust Account and for the purchase fixed assets of $0.5 million.

Financing Activities

Net cash used in financing activities for the six months ended February 28, 2023, was $111.8 million which was from the net proceeds of $4.4 million related to a private placement, $1.4 million from the net proceeds of an ATM offering and $117.6 million payment to IHC shareholders. Net cash provided by financing activities for the six months ended February 28, 2022 was $129.7 million, primarily from the net proceeds of $116.7 million for an initial public offering of IHC, $11.0 million from the net proceeds from two private placements, $5.4 million net proceeds from common stock issued on exercised warrants and payment of $3.5 million of SPAC related offering cost.

Liquidity and Capital Resources

As of February 28, 2023, the Company had cash of $0.8 million and a working capital deficit of $35.3 million. During the six months ended February 28, 2023, the Company used approximately $5.3 million of cash from its continuing operations and incurred recurring losses, resulting in an accumulated deficit of $203.9 million. As of February 28, 2023, the Company is delinquent with respect to remitting payroll tax payments to the IRS. The Company has been in communication with the IRS regarding amounts owing in relation to Employee Retention Credits due. In addition, some clients have filed suits against the Company, demanding that the Company take action to file for additional Employee Retention Credits for certain tax periods. Until the matter is concluded and the taxes are paid, the IRS could, subject to its standard processes and the Company’s rights to respond, implement collection actions, including such actions as levying against Company bank accounts, to recover the amounts that it calculates to be due and owing.

Historically, the Company's principal source of financing has come through the sale of the Company's common stock, including in certain instances, warrants and issuance of convertible notes. On September 20, 2022, the Company entered into a securities purchase agreement (the “Purchase Agreement”) with a large investor (the “Purchaser”) pursuant to which the Company sold to the Purchaser an aggregate of 416,667 shares (the “Shares”) of its common stock together with warrants (the “Warrants”) to purchase up to 833,334 shares of common stock (collectively, the “Offering”). Each share of common stock and two accompanying Warrants were sold together at a combined offering price of $12.00. The Warrants are exercisable for a period of

42

seven years commencing upon issuance at an exercise price of $12.00, subject to adjustment. The offering closed on September 23, 2022. The net proceeds to the Company from the offering were $4.4 million.

On January 31, 2023, entered into an ATM Issuance Sales Agreement for an offering for up to $8.1 million in shares of its common stock, see Note 5 to the accompany financials. For the three months ended February 28, 2023, the Company received $1.9 million in gross proceeds ($1.4 million, net of costs) from the sale of 305,340 shares of the Company’s common stock. As of February 28, 2023, approximately $6.3 million remains available for the sale of shares of the Company's common stock under the ATM.

The recurring losses, negative working capital and cash used in the Company’s operations are indicators of substantial doubt as to the Company’s ability to continue as a going concern for at least one year from issuance of these financial statements. For a discussion of our liquidity and capital resources, see Note 2, Liquidity and Capital Resources to the accompanying financial statements.

The recurring losses, negative working capital and cash used in the Company’s operations are indicators of substantial doubt as to the Company’s ability to continue as a going concern for at least one year from issuance of these financial statements. The Company's plans and expectations for the next twelve months include raising additional capital to help fund expansion of our operations and strengthening of the Company's sales force strategy by focusing on staffing services as the Company's key driver to improve the Company's margin and the continued support and functionality improvement of the Company's information technology (“IT”) and HRIS platform. This expanded go-to-market strategy will focus on building a national account portfolio managed by a newly formed regional team of senior sales executives singularly focused on sustained quarterly revenue growth and gross profit margin expansion. We expect to continue to invest in the Company's HRIS platform, ShiftPixy Labs, and other growth initiatives, all of which have required and will continue to require significant cash expenditures.

The Company also expects its ShiftPixy Labs growth initiative to generate cash flow once launched, by functioning as an incubator of food service and restaurant concepts through collaboration and partnerships with local innovative chefs. If successful, the Company believes that this initiative will produce businesses that provide recurring revenue through direct sales, as well as through utilization of the ShiftPixy Ecosystem, HRIS platform, and other human capital services that the Company provides. To the extent that this business model is successful and can be replicated in other locations, the Company believes that it has the potential to contribute significant revenue to ShiftPixy in the future. The Company may also take equity stakes in various branded restaurants that it develops and operates with its partners through ShiftPixy Labs. Such ownership interests will be held to the extent that it is consistent with the Company’s continued existence as an operating company, and to the extent that the Company believes such ownership interests have the potential to create value for its shareholders.

The Company expects to raise capital from additional sales of its securities during this fiscal year either through its ATM, registered public offerings or private placements, the proceeds of which the Company intends to use to fund its operations and growth initiatives. There can be no assurance that we will meet the requirements to be able to sell securities on terms that the Company is seeking. Management believes that its current cash position, along with its anticipated revenue growth and proceeds from future sales of its securities, when combined with prudent expense management, will alleviate substantial doubt about its ability to continue as a going concern and to fund its operations for at least one year from the date these financials are available (especially when considering the absence of any funded debt outstanding on its balance sheet). If these sources do not provide the capital necessary to fund the Company’s operations during the next twelve months, it may need to curtail certain aspects of its operations or expansion activities, consider the sale of additional assets, or consider other means of financing. The Company can give no assurance that it will be successful in implementing its business plan and obtaining financing on advantageous terms, or that any such additional financing will be available. If the Company is not successful in obtaining the necessary financing, we do not currently have the cash resources to meet our operating commitments for the next twelve months. These unaudited condensed consolidated financial statements do not include any adjustments for this uncertainty.

As noted in the accompany condensed financial statements, Note 4: Special Purpose Acquisition Company ("SPAC") Sponsorship, on February 7, 2023, three creditors of IHC filed an involuntary petition for liquidation under Chapter 7 against IHC in the US Bankruptcy Court for the Southern District of Florida. The matter is proceeding, and the Company and its subsidiary, ShiftPixy Investments, Inc., are anticipated to be listed as two of the largest creditors of IHC. However, there can be no assurance that either the Company or ShiftPixy Investments, Inc. will recover any of the amounts owed to them by IHC from the bankruptcy estate. ShiftPixy, Inc. is the largest creditor of IHC, having periodically advanced a total of approximately $2 million in cash to IHC to enable it to fund its ongoing prospective target engagement, evaluation and negotiation activities. Following the dissolution of IHC, in January of 2023, the dissolved IHC issued approximately $0.6 million to ShiftPixy, Inc., in partial satisfaction of amounts advanced by ShiftPixy, Inc. to IHC, including the return to ShiftPixy, Inc. of a recently received refund of approximately $0.5 million in premiums applicable to the cancellation of directors and officer insurance policies attributable to four of the SPACs sponsored by ShiftPixy Investments, Inc. Although the public shareholders of IHC received in excess of $117.6 million in redemption of their capital contributions to IHC, the bankruptcy trustee could elect to pursue the

43

amount received by the Company from IHC, if it can demonstrate that the payment was preferential and made outside of the ordinary course of business of IHC.

Non-GAAP Financial Measures

In addition to financial measures presented in accordance with GAAP, we monitor other non-GAAP measures that we use to manage our business, make planning decisions and allocate resources. These key financial measures provide an additional view of our operational performance over the long term and provide useful information that we use to maintain and grow our business. The presentation of these non-GAAP financial measures is used to enhance the understanding of certain aspects of our financial performance. They are not meant to be considered in isolation, superior to, or as a substitute for the directly comparable financial measures presented in accordance with GAAP.

Our revenue recognition policy differs for our EAS/HCM and staffing clients and is dependent on the respective CSA applicable to each client. During Fiscal 2021, some of our EAS clients migrated to a staffing CSA. Our policy is to report revenues as gross billings, net of related direct labor costs, for our EAS/HCM clients, and revenues without reduction for labor costs for staffing clients. For the three months ended February 28, 2023, our gross billings from HCM and staffing services totaled approximately $11.7 million and $3.8 million (total of $15.5 million), representing 75% and 25% of our gross revenue, respectively. For the three months ended November 30, 2021, our gross billings from HCM and staffing services totaled approximately $14.1million and $7.1 million (total of $21.2 million), representing 66.4% and 33.6% of our gross revenues, respectively.

Gross billings represent billings to our business clients and include WSE gross wages, employer payroll taxes, and workers’ compensation premiums as well as administrative fees for our value-added services and other charges for workforce management support. Gross billings for our HCM services are a non-GAAP measurement that we believe to represent a key revenue-based operating metric, along with number of WSEs and number of clients. Active WSEs are defined as employees on our HRIS platform that have provided services for at least one of our clients for any reported period. Our primary profitability metrics are gross profit, and our primary driver of gross profit is administrative fees.

Reconciliation of GAAP to Non-GAAP Measure

Gross Billings to Net Revenues

The following table presents a reconciliation of our Gross Billings (unaudited) to Revenues:

	For the Three Months Ended February 28,				For the Six Months Ended February 28,
($ in thousands)	2023		2022		2023		2022
Gross Billings	$	15,014	$	21,443	$	30,479	$	41,620
Less: Adjustment to Gross Billings	(10,435)		(11,006)		$	(20,635)	$	(22,242)
Revenues	$	4,579	$	10,439	$	9,844	$	19,378

44

The following table provides the key revenue and our primary gross profit driver used by management (unaudited).

	For the Three Months Ended February 28,						For the Six Months Ended February 28,
	2023			2022			2023			2022
Administrative Fees (in thousands)	$	343		$	476		$	632		$	944
Increase (Decrease), Quarter over Quarter (in millions)	$	(133)		$	(156)		$	(312)		$	250
Percentage Increase (Decrease), Quarter over Quarter	(27.9)		%	(24.7)		%	(33.0)		%	36.0		%
Administrative Fee % of Gross Billings	2.4		%	2.2		%	2.1		%	2.2		%
Average WSEs (unaudited)	2,100			2,900			2,100			2,900
Average Gross Billings per Average WSE	$	6,801		$	7,400		$	14,500		$	14,200

Average Active WSEs totaled approximately 2,100, decreased for the three months ended February 28, 2023, as compared to 2,900 WSEs for three months ending February 28, 2022 was due the decrease in net revenue was due to loss of clients.

Material Commitments

We do not have any contractual obligations for ongoing capital expenditures at this time. The Company purchased fixed assets and software necessary to conduct its operations on an as needed basis.

Contingencies

For a discussion of contingencies, see Note 8, Contingencies, to the Notes to the condensed consolidated financial statements in “Part I, Item 1. condensed consolidated financial statements” of this Quarterly Report.

New and Recently Adopted Accounting Standards

For a listing of our new and recently adopted accounting standards, see Note 2, Summary of Significant Accounting Policies, to the Notes to the condensed consolidated financial statements in “Part I, Item 1. condensed consolidated financial statements” of this Quarterly Report.

Item 3. Quantitative and Qualitative Disclosures about Market Risk

Not required for smaller reporting companies.

Item 4. Controls and Procedures.

Evaluation of Disclosure Controls and Procedures

We maintain disclosure controls and procedures that are designed to ensure that information required to be disclosed in the Company’s reports filed under the Exchange Act is recorded, processed, summarized and reported within the time periods specified in the SEC’s rules and forms, and that such information is accumulated and communicated to management, including the Chief Executive Officer (Principal Executive Officer) and the Chief Financial Officer (Principal Financial Officer), to allow for timely decisions regarding required disclosure. In designing and evaluating disclosure controls and procedures, the Company recognizes that any controls and procedures, no matter how well designed and operated, can provide only reasonable assurance of achieving the desired control objectives, and management is required to apply its judgment in evaluating the cost-benefit relationship of possible controls and procedures.

The Company conducted an evaluation under the supervision and with the participation of management, including the Principal Executive Officer and Principal Financial Officer, of the effectiveness of its disclosure controls and procedures as of February 28, 2023, as defined in Rule 13a -15(e) and Rule 15d -15(e) under the Exchange Act. This evaluation was carried out under supervision and with the participation of our Chief Executive Officer and Chief Financial Officer. Based upon that evaluation, our Chief Executive Officer and Chief Financial Officer concluded that, as of February 28, 2023, our disclosure controls and procedures were not effective due to material weaknesses in internal control over financial reporting related to the lack of

45

adequate accounting and finance personnel, as further discussed in our Annual Report on Form 10-K for the year ended August 31, 2022, as amended by Forms 10-K/A, and which the Company determined continued to exist as of February 28, 2023.

Changes in Internal Control Over Financial Reporting

During the three months ended February 28, 2023, the Company hired a Chief Financial Officer, and increased its employees in the accounting department. The Company has made an effort to increase its focus on its internal controls over financial reporting. Although these changes have occurred, more information is needed to conclude on the Company's effectiveness over internal controls. Therefore, the Company continues its assessment that there were no changes in its internal control over financial reporting that occurred during the three months ended February 28, 2023, that have materially affected, or are reasonably likely to materially affect, the Company’s internal controls over financial reporting.

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PART II — OTHER INFORMATION

Item 1. Legal Proceedings.

The Company is a party to various legal actions, in addition to the contingencies noted in item 11, above, arising in the ordinary course of business which, in the opinion of the Company, are not material in that management either expects that the Company will be successful on the merits of the pending cases or that any liabilities resulting from such cases will be immaterial or substantially covered by insurance. While it is impossible to estimate with certainty the ultimate legal and financial liability with respect to these actions, management believes that the aggregate amount of such liabilities will not be material to the results of operations, financial position or cash flows of the Company. There have been no material developments to the litigation disclosed in our Annual Report on Form 10-K and Forms 10-K/A for the fiscal year ended August 31, 2022 (“Fiscal 2022”), filed with the SEC on December 13, 2022, December 14, 2022, February 3, 2023 and February 9, 2023, respectively, except as noted in Note 8: Contingencies to the accompanying financial statements.

Item 1A. Risk Factors.

You should carefully review and consider the information regarding certain factors that could materially affect our business, financial condition or future results set forth under Part I, Item 1A, Risk Factors, contained in our Annual Report on Form 10-K and Form 10-K/A for Fiscal 2022, as filed with the SEC on December 13, 2022, December 14, 2022, February 3, 2023 and February 9, 2023, respectively, which are expressly incorporated herein by reference. There have been no material changes from the risk factors disclosed in our Annual Report on Form 10-K and Forms 10-K/A for Fiscal 2022, filed with the SEC on December 13, 2022, December 14, 2022, February 3, 2023 and February 9, 2023, respectively.

In addition, we note that our President, CEO and director, Scott W. Absher, currently owns approximately 86% of the issued and outstanding shares of the Company’s Common Stock; accordingly, he may be deemed to control the Company as a result of his voting power and otherwise has significant influence over the voting matters of the shareholders of the Company’s Common Stock, including but not limited to the power to elect directors and approve other actions that require stockholder approval. Notwithstanding Mr. Absher's share ownership percentage, no action has been taken to seek the Controlled Company Exemption available under Nasdaq Listing Rule 5615(c)(2). If the Company were to seek Controlled Company status, (a) we would not be required to comply with certain governance requirements set forth in the listing standards, including requiring a majority of independent Directors on our Board, the determination of the compensation of our executive officers solely by independent Directors, and the recommendation of nominees for Director solely by independent Directors, and (b) as a result, the Company’s stockholders would not have certain of the same protections as a stockholder of other publicly-traded companies, and the market price of the Company’s common stock could be adversely affected. The concentration of ownership with respect to the Company’s common stock also results in there being a limited trading volume, which may make it more difficult for stockholders to sell their shares and increase the price volatility of the Company’s common stock.

Item 2. Unregistered Sales of Equity Securities and Use of Proceeds.

None.

Item 3. Defaults Upon Senior Securities.

None.

Item 4. Mine Safety Disclosures.

Not applicable.

Item 5. Other Information.

Not applicable.

47

Item 6. Exhibits.

(a) Exhibits.

Exhibit No.	Document Description
31.1	CERTIFICATION OF CHIEF EXECUTIVE OFFICER PURSUANT TO SECTION 302 OF THE SARBANES-OXLEY ACT OF 2002
31.2	CERTIFICATION OF CHIEF FINANCIAL OFFICER PURSUANT TO SECTION 302 OF THE SARBANES-OXLEY ACT OF 2002.
32.1*	CERTIFICATION OF CHIEF EXECUTIVE OFFICER PURSUANT TO 18 U.S.C. SECTION 1350, AS ADOPTED PURSUANT TO SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002.
32.2*	CERTIFICATION OF CHIEF FINANCIAL OFFICER PURSUANT TO 18 U.S.C. SECTION 1350, AS ADOPTED PURSUANT TO SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002.

* Furnished herewith.

48

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 thereunto duly authorized.

	ShiftPixy, Inc., a Wyoming corporation
DATE: April 14, 2023	By:	/s/ Scott W. Absher
		Scott W. Absher
		Principal Executive Officer
DATE: April 14, 2023	By:	/s/ Douglas Beck
		Douglas Beck
		Principal Financial Officer

49

EX-31.1

EXHIBIT 31.1

CERTIFICATION

I, Scott W. Absher, certify that:

1.I have reviewed this report on Form 10-Q of ShiftPixy, 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; and

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 function):

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.

	ShiftPixy, Inc.,
DATE: April 14, 2023	By:	/s/ Scott W. Absher
		Scott W. Absher
		Principal Executive Officer

EX-31.2

EXHIBIT 31.2

CERTIFICATION

I, Douglas Beck, certify that:

1.I have reviewed this report on Form 10-Q of ShiftPixy, 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; and

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 function):

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: April 14, 2023	By:	/s/ Douglas Beck
		Douglas Beck
		Chief 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

Pursuant to 18 U.S.C. § 1350, as adopted pursuant to Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, the undersigned hereby certifies that the Quarterly Report on Form 10-Q for the period ended February 28, 2023, of ShiftPixy, Inc. (the "Company") fully complies with the requirements of Section 13(a) or Section 15(d) of the Securities Exchange Act of 1934 and that the information contained in such Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

	ShiftPixy, Inc.,
DATE: April 14, 2023	By:	/s/ Scott W. Absher
		Scott W. Absher
		Principal Executive Officer

A signed original of this written statement required by Section 906, or other document authenticating, acknowledging, or otherwise adopting the signature that appears in typed form within the electronic version of this written statement required by Section 906, has been provided to ShiftPixy, Inc., and will be retained by ShiftPixy, Inc. and furnished to the Securities and Exchange Commission or its staff upon request.

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

Pursuant to 18 U.S.C. § 1350, as adopted pursuant to Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, the undersigned hereby certifies that the Quarterly Report on Form 10-Q for the period ended February 28, 2023, of ShiftPixy, Inc. (the "Company") fully complies with the requirements of Section 13(a) or Section 15(d) of the Securities Exchange Act of 1934 and that the information contained in such Report fairly presents, in all material respects, the financial condition and results of operations of the Company.

DATE: April 14, 2023	By:	/s/ Douglas Beck
		Douglas Beck
		Chief Financial Officer

A signed original of this written statement required by Section 906, or other document authenticating, acknowledging, or otherwise adopting the signature that appears in typed form within the electronic version of this written statement required by Section 906, has been provided to ShiftPixy, Inc. and will be retained by ShiftPixy, Inc. and furnished to the Securities and Exchange Commission or its staff upon request.

XML

Cover - shares	6 Months Ended
	Feb. 28, 2023	Apr. 11, 2023
Cover [Abstract]
Document Type	10-Q
Document Quarterly Report	true
Document Period End Date	Feb. 28, 2023
Document Transition Report	false
Entity File Number	001-37954
Entity Registrant Name	SHIFTPIXY, INC.
Entity Incorporation, State or Country Code	WY
Entity Tax Identification Number	47-4211438
Entity Address, Address Line One	13450 W Sunrise Blvd
Entity Address, Address Line Two	Suite 650
Entity Address, City or Town	Sunrise
Entity Address, State or Province	FL
Entity Address, Postal Zip Code	33323
City Area Code	888
Local Phone Number	798-9100
Title of 12(b) Security	Common Stock, par value $0.0001 per share
Trading Symbol	PIXY
Security Exchange Name	NASDAQ
Entity Current Reporting Status	Yes
Entity Interactive Data Current	Yes
Entity Filer Category	Non-accelerated Filer
Entity Emerging Growth Company	true
Entity Small Business	true
Entity Ex Transition Period	false
Entity Shell Company	false
Entity Common Stock, Shares Outstanding		10,055,515
Entity Central Index Key	0001675634
Amendment Flag	false
Document Fiscal Period Focus	Q2
Document Fiscal Year Focus	2023
Current Fiscal Year End Date	--08-31

XML

Condensed Consolidated Balance Sheets - USD ($) $ in Thousands	Feb. 28, 2023	Aug. 31, 2022
Current assets
Cash	$ 818	$ 618
Accounts receivable	745	279
Unbilled accounts receivable	2,172	2,105
Prepaid expenses	198	696
Other current assets	293	187
Cash and marketable securities held in Trust Account (See Notes 2 and 4)	0	116,969
Total current assets	4,226	120,854
Fixed assets, net	2,769	2,769
Right-of-use operating lease	3,767	4,076
Deposits and other assets	1,019	919
Total assets	11,781	128,618
Current liabilities
Accounts payable and other accrued liabilities	16,546	17,122
Payroll related liabilities	20,926	16,055
Accrued workers’ compensation costs	439	567
Current liabilities of discontinued operations	1,628	1,362
Class A common shares of SPAC mandatory redeemable 0 shares and 11,500,000 shares as of February 28, 2023 and August 31, 2022 (See Notes 2 and 4)	0	116,969
Total current liabilities	39,539	152,075
Non-current liabilities
Operating lease liability, non-current	3,237	3,541
Accrued workers’ compensation costs	913	1,227
Non-current liabilities of discontinued operations	3,810	3,269
Total liabilities	47,499	160,112
Commitments and contingencies
Stockholders’ deficit
Preferred stock, 50,000,000 authorized shares; $0.0001 par value: 0 and 8,600,000 shares issued and outstanding as of February 28, 2023 and August 31, 2022.	0	1
Common stock, 750,000,000 authorized shares; $0.0001 par value; 9,976,536 and 513,349 shares issued as of February 28, 2023 and August 31, 2022.	6	5
Additional paid-in capital	168,193	151,731
Accumulated deficit	(203,917)	(192,725)
Total ShiftPixy, Inc. Stockholders' deficit	(35,718)	(40,988)
Non-controlling interest in consolidated subsidiary (See Note 4)	0	9,494
Total stockholders' deficit	(35,718)	(31,494)
Total liabilities and stockholders' deficit	$ 11,781	$ 128,618

XML

Condensed Consolidated Balance Sheets (Parenthetical) - $ / shares	Feb. 28, 2023	Aug. 31, 2022
LIABILITIES AND STOCKHOLDERS' DEFICIT
Class A common shares of SPAC mandatory redeemable (in shares)	0	11,500,000
Stockholders’ deficit
Preferred stock, shares authorized (in shares)	50,000,000	50,000,000
Preferred stock, par or stated value per share (in dollars per share)	$ 0.0001	$ 0.0001
Preferred stock, shares issued (in shares)	0	8,600,000
Preferred stock, shares outstanding (in shares)	0	8,600,000
Common stock, shares authorized (in shares)	750,000,000	750,000,000
Common stock, par or stated value per share (in dollars per share)	$ 0.0001	$ 0.0001
Common stock, shares issued (in shares)	9,976,536	513,349

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Condensed Consolidated Statements of Operations - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Feb. 28, 2023	Feb. 28, 2022	Feb. 28, 2023	Feb. 28, 2022
Income Statement [Abstract]
Revenues (See Note 2)	$ 4,579	$ 10,437	$ 9,844	$ 19,378
Cost of revenues	4,095	10,498	8,941	18,743
Gross profit	484	(61)	903	635
Operating expenses:
Salaries, wages, and payroll taxes	2,598	3,653	4,857	7,543
Commissions	7	28	17	56
Professional fees	870	1,677	2,065	3,414
Software development	119	1,073	179	2,234
Depreciation and amortization	150	130	299	253
General and administrative	1,765	2,354	3,516	4,693
Total operating expenses	5,509	8,915	10,933	18,193
Operating loss	(5,025)	(8,976)	(10,030)	(17,558)
Other (expense) income:
Interest expense	(239)	(1)	(457)	(2)
Other income	642	13	642	16
Expensed SPAC offering cost	0	(515)	0	(515)
Total other expense	403	(503)	185	(501)
Net loss attributable to ShiftPixy, Inc	(4,622)	(9,479)	(9,845)	(18,059)
Loss from discontinued operations, net of tax	(607)	(18)	(807)	(151)
Non-controlling interest	(540)	0	(540)	0
Net loss	(5,769)	(9,497)	(11,192)	(18,210)
Preferred stock preferential dividend	0	0	(127,145)	0
Deemed dividend from change in fair value from warrants modification	0	(7,731)	0	(7,731)
Net loss attributable to common shareholders	$ (5,769)	$ (17,228)	$ (138,337)	$ (25,941)
Net loss per share attributable to ShiftPixy shareholder, , basic and diluted
Continuing operations, basic (in dollars per share)	$ (0.53)	$ (55.13)	$ (14.29)	$ (76.77)
Continuing operations, diluted (in dollars per share)	(0.53)	(55.13)	(14.29)	(76.77)
Discontinued operations, basic (in dollars per share)	(0.06)	(0.06)	(0.08)	(0.45)
Discontinued operations, diluted (in dollars per share)	(0.06)	(0.06)	(0.08)	(0.45)
Net loss per common share, basic (in dollars per share)	(0.59)	(55.19)	(14.37)	(77.22)
Net loss per common share, diluted (in dollars per share)	$ (0.59)	$ (55.19)	$ (14.37)	$ (77.22)
Weighted average common shares outstanding, basic (in shares)	9,703,645	312,155	9,625,660	335,934
Weighted average common shares outstanding, diluted (in shares)	9,703,645	312,155	9,625,660	335,934

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Condensed Consolidated Statements of Stockholders' Deficit - USD ($) $ in Thousands	Total	Cumulative effect adjustment for ASC 842 lease accounting adoption	Warrants	Private Placement	At-The-Market Offering	Parent	Parent Cumulative effect adjustment for ASC 842 lease accounting adoption	Parent Warrants	Parent Private Placement	Parent At-The-Market Offering	Preferred Stock Issued	Common Stock Issued	Common Stock Issued Warrants	Common Stock Issued Private Placement	Common Stock Issued At-The-Market Offering	Additional Paid-In Capital	Additional Paid-In Capital Warrants	Additional Paid-In Capital Private Placement	Additional Paid-In Capital At-The-Market Offering	Accumulated Deficit	Accumulated Deficit Cumulative effect adjustment for ASC 842 lease accounting adoption	Noncontrolling interest
Beginning balance (in shares) at Aug. 31, 2021											0
Beginning balance at Aug. 31, 2021	$ 40,923	$ 608				$ (6,549)	$ 608				$ 0	$ 3				$ 142,786				$ (149,338)	$ 608	$ 47,472
Beginning balance (in shares) at Aug. 31, 2021												25,863,099
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Common stock issued for convertible securities (in shares)													4,948,453
Common stock issued for convertible securities			$ 5,409					$ 5,409									$ 5,409
Common stock issued, net of offering costs (in shares)														2,850,000
Common stock issued, net of offering costs				$ 4,183					$ 4,183									$ 4,183
Prefunded warrants from private placement, net of offering costs	6,861					6,861										6,861
Stock-based compensation expense	747					747										747
Excess of proceeds from the sale of private placement warrants to Sponsor	(13,270)					(13,270)										(13,270)
Withdrawal of SPAC registrations under Form S-1	(37,978)																					(37,978)
Net loss	(18,210)					(18,210)														(18,210)
Ending balance (in shares) at Feb. 28, 2022											0
Ending balance (in shares) at Feb. 28, 2022												33,661,552
Ending balance at Feb. 28, 2022	(10,727)					(20,221)					$ 0	$ 3				146,716				(166,940)		9,494
Beginning balance (in shares) at Nov. 30, 2021											0
Beginning balance at Nov. 30, 2021	30,392	$ 608				(17,080)	$ 608				$ 0	$ 3				140,968				(158,051)	$ 608	47,472
Beginning balance (in shares) at Nov. 30, 2021												28,713,099
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Common stock issued for convertible securities (in shares)													4,948,453
Common stock issued for convertible securities			5,409					5,409									5,409
Stock-based compensation expense	339					339										339
Withdrawal of SPAC registrations under Form S-1	(37,978)																					(37,978)
Net loss	(9,497)					(9,497)														(9,497)
Ending balance (in shares) at Feb. 28, 2022											0
Ending balance (in shares) at Feb. 28, 2022												33,661,552
Ending balance at Feb. 28, 2022	$ (10,727)					(20,221)					$ 0	$ 3				146,716				(166,940)		9,494
Beginning balance (in shares) at Aug. 31, 2022	8,600,000										8,600,000
Beginning balance at Aug. 31, 2022	$ (31,494)					(40,988)					$ 1	$ 5				151,731				(192,725)		9,494
Beginning balance (in shares) at Aug. 31, 2022	513,349											513,349
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Fair Market value increase of preferred stock prior to reverse stock split	$ 127,145					127,145										127,145
Preferential dividend of preferred stock	(127,145)					(127,145)										(127,145)
Common stock issued for convertible securities (in shares)											(8,600,000)	8,600,000	124,204
Common stock issued for convertible securities	0		$ 1			0		$ 1			$ (1)	$ 1					$ 1
Common stock issued, net of offering costs (in shares)														416,667	305,340
Common stock issued, net of offering costs	1,434			$ 4,387		1,434			$ 4,387							1,434		$ 4,387
Stock-based compensation expense	500					500										500
Warrant modification expense	106					106										106
Additional Shares issued due to reverse stock split (in shares)												16,976
Deconsolidation of VIE	540					10,034										10,034						(9,494)
Net loss	$ (11,192)					(11,192)														(11,192)
Ending balance (in shares) at Feb. 28, 2023	0										0
Ending balance (in shares) at Feb. 28, 2023	9,976,536											9,976,536
Ending balance at Feb. 28, 2023	$ (35,718)					(35,718)					$ 0	$ 6				168,193				(203,917)		0
Beginning balance (in shares) at Nov. 30, 2022											0
Beginning balance at Nov. 30, 2022	(32,168)					(41,662)					$ 0	$ 6				156,480				(198,148)		9,494
Beginning balance (in shares) at Nov. 30, 2022												9,671,196
Increase (Decrease) in Stockholders' Equity [Roll Forward]
Common stock issued, net of offering costs (in shares)															305,340
Common stock issued, net of offering costs					$ 1,434					$ 1,434									$ 1,434
Stock-based compensation expense	245					245										245
Deconsolidation of VIE	540					10,034										10,034						(9,494)
Net loss	$ (5,769)					(5,769)														(5,769)
Ending balance (in shares) at Feb. 28, 2023	0										0
Ending balance (in shares) at Feb. 28, 2023	9,976,536											9,976,536
Ending balance at Feb. 28, 2023	$ (35,718)					$ (35,718)					$ 0	$ 6				$ 168,193				$ (203,917)		$ 0

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Condensed Consolidated Statements of Cash Flows - USD ($)	6 Months Ended
	Feb. 28, 2023	Feb. 28, 2022
OPERATING ACTIVITIES
Net loss	$ (11,192,000)	$ (18,210,000)
Loss from discontinued operations	(807,000)	(151,000)
Non-Controlling Interest	(540,000)	0
Net loss attributable to ShiftPixy, Inc	(9,845,000)	(18,059,000)
Adjustments to reconcile net loss to net cash used in operations of ShiftPixy, Inc:
Depreciation and amortization	299,000	253,000
Stock-based compensation	500,000	747,000
Warrant modification expense	106,000	0
Stock-based compensation - shares for services accrued to directors	113,000	0
Expensed SPAC offering cost	0	515,000
Amortization of operating lease	85,000	217,000
Changes in operating assets and liabilities:
Accounts receivable	(466,000)	117,000
Unbilled accounts receivable	(67,000)	126,000
Prepaid expenses and other current assets	392,000	(573,000)
Deposits - workers' compensation	0	414,000
Deposits and other assets	0	0
Other long-term assets	(100,000)	0
Accounts payable and other accrued liabilities	(769,000)	3,065,000
Payroll related liabilities	4,871,000	3,297,000
Accrued workers’ compensation costs	(442,000)	(452,000)
Total adjustment	4,522,000	7,726,000
Net cash used in operations of ShiftPixy, Inc	(5,323,000)	(10,333,000)
Net cash provided by non- controlling activities	0	0
Net cash provided by discontinued operating activities	0	0
Net cash used in operations of ShiftPixy, Inc.	(5,323,000)	(10,333,000)
INVESTING ACTIVITIES
Investment of IHC IPO proceeds into Trust Account	0	(116,732,000)
Redemption of Trust Account	117,574,000	0
Purchase of fixed assets	(299,000)	(461,000)
Net cash provided by (used in) investing activities	117,275,000	(117,193,000)
FINANCING ACTIVITIES
Deferred offering costs	0	(3,502,000)
Proceeds from initial public offering of IHC	0	116,725,000
Payment to IHC shareholders	(117,574,000)	0
Proceeds from prefunded warrant exercises	1,000	5,409,000
Proceeds from private placement, net of offering costs	4,387,000	4,183,000
Net cash (used in) provided by financing activities	(111,752,000)	129,676,000
Net increase in cash	200,000	2,150,000
Cash - beginning of period	618,000	1,199,000
Cash - end of period	818,000	3,349,000
Supplemental Disclosure of Cash Flows Information:
Cash paid for interest	102,000	2,000
Cash paid for income taxes	0	0
Non-cash Investing and Financing Activities:
Deconsolidation of VIE	9,494,000	0
Deferred offering costs SPACs	0	37,978,000
Change in fair value due to warrant modification	0	13,728,000
Operating lease assets and liabilities s from adoption of ASC 842	0	7,687,000
Increase in marketable securities in trust account and Class A mandatory redeemable common shares	801,000	0
Transfer of preferred shares to common shares	1,000	0
At-The-Market Offering
FINANCING ACTIVITIES
Proceeds from issuance of common stock	1,434,000	0
Private Placement
FINANCING ACTIVITIES
Proceeds from issuance of common stock	$ 0	$ 6,861,000

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Nature of Operations

6 Months Ended

Feb. 28, 2023

Organization, Consolidation and Presentation of Financial Statements [Abstract]

Nature of Operations

Nature of Operations

ShiftPixy, Inc. (the "Company") was incorporated on June 3, 2015, in the State of Wyoming. The Company is a specialized Human Capital service provider that provides solutions for large, contingent, part-time workforce demands, primarily in the restaurant and hospitality service trades. The Company’s historic focus has been on the quick service restaurant industry in Southern California, but the Company has expanded into other geographic areas and industries that employ temporary or part-time labor sources, notably including the healthcare industry.

The Company functions as an employment administrative services (“EAS”) provider primarily through its wholly owned subsidiary, ReThink Human Capital Management, Inc. (“HCM”), as well as a staffing provider through another of its wholly owned subsidiaries, ShiftPixy Staffing, Inc. (“Staffing”). These subsidiaries provide a variety of services to our clients typically as a co-employer through HCM and a direct employer through Staffing, including the following: administrative services, payroll processing, human resources consulting, and workers’ compensation administration and coverage (as permitted and/or required by state law). The Company has built a human resources information systems (“HRIS”) platform to assist in customer acquisition that simplifies the onboarding of new clients into the Company’s closed proprietary operating and processing information system (the “ShiftPixy Ecosystem”). The Company expects this HRIS platform to facilitate additional value-added services in future reporting periods.

In January 2020, the Company sold the assets of Shift Human Capital Management Inc. (“SHCM”), a wholly owned subsidiary of the Company, pursuant to which the Company assigned the majority of the Company’s billable clients at the time of the sale to a third party for cash. The continuing impact of this transaction on the Company’s financial statements is described below in Note 3, Discontinued Operations.

Effective September 1, 2022, the Company filed articles of amendment to the Company’s articles of incorporation to effect a one-for-one hundred (1:100) reverse split of the Company’s issued and outstanding shares of Common Stock. The reverse split became effective on NASDAQ, September 1, 2022. All share related numbers in this Report on Form 10-Q give effect to this reverse split.

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Summary of Significant Accounting Policies

6 Months Ended

Feb. 28, 2023

Accounting Policies [Abstract]

Summary of Significant Accounting Policies

Summary of Significant Accounting Policies

Basis of Presentation

The accompanying unaudited condensed consolidated financial statements of the Company have been prepared in accordance with accounting principles generally accepted in the United States of America (“GAAP”) and the rules of the Securities and Exchange Commission (“SEC”) applicable to interim reports of companies filing as a small reporting company. Accordingly, they do not include all of the information and footnotes required by GAAP for complete financial statements. In the opinion of management, all adjustments (consisting of normal recurring accruals) considered necessary for fair presentation have been included. The results of unaudited condensed operations for the three and six months end February 28, 2023 are not necessarily indicative of the results that may be expected for the full year ending August 31, 2023.

For further information, refer to the consolidated financial statements and footnotes thereto included in the Company’s Annual Report on Form 10-K for the fiscal year ended August 31, 2022 (“Fiscal 2022”), filed with the SEC on December 13, 2022, as amended by Forms 10-K/A, filed with the SEC on December 14, 2022, February 3, 2023 and February 9, 2023, respectively.

Principles of Consolidation

The unaudited condensed consolidated financial statements include the accounts of ShiftPixy, Inc., and its wholly owned subsidiaries. The unaudited condensed consolidated financial statements also include the accounts of Industrial Human Capital, Inc. ("IHC"), which was a special purpose acquisition company, or "SPAC," for which our wholly owned subsidiary, ShiftPixy Investments, Inc., served as the financial sponsor (as described below), and which SPAC was deemed to be controlled by us as a result of the Company's 15% equity ownership stake, the overlap of three of our executive officers for a period of time as executive officers of IHC, and significant influence that the Company exercised over the funding and acquisition of new operations for an initial business combination ("IBC"). (See Note 2, Variable Interest Entity). All intercompany balances have been eliminated in consolidation. As of February 7, 2023, IHC was not a part of the Company's operations, and consolidation. IHC was dissolved on November 14, 2022, and the Trustee released all the redemption funds from the Trust Account, See Note 4, to IHC shareholders on December 1, 20122, effectively liquidating the Trust. On February 7, 2023, three creditors of IHC

filed an involuntary petition for liquidation under Chapter 7 against IHC in the US Bankruptcy Court for the Southern District of Florida. See Note 4, Pursuant to ASC 810-10-15, consolidation is precluded where control does not rest for a non-controlling interest in legal reorganization or bankruptcy. In addition, IHC did not meet the criteria of a VIE, see Note 4.

Use of Estimates

The preparation of financial statements in conformity with GAAP requires the Company to make estimates and assumptions that affect certain reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates. Significant estimates include:

•Assumption as a going concern; management assumes that the Company will continue as a going concern, which contemplates continuity of operations, realization of assets and liquidation of all liabilities in the normal course of business

•Liability for legal contingencies

•Useful lives of property and equipment

•Deferred income taxes and related valuation allowance

•Valuation of illiquid non-controlling interest in SPAC shares transferred and

•Projected development of workers’ compensation claims.

These significant accounting estimates or assumptions bear the risk of change due to the fact that there are uncertainties attached to these estimates or assumptions are difficult to measure of value.

Management regularly reviews the key factors and assumptions to develop the estimates utilizing currently available information, changes in facts and circumstances, historical experience, and reasonable assumptions. After such valuation, if deemed appropriate, those estimates are adjusted accordingly.

Liquidity, Capital Resources And Going Concern

Under the existing accounting guidance, management must evaluate whether there are conditions or events, considered in the aggregate, that raise substantial doubt about the Company’s ability to continue as a going concern within one year after the date the condensed consolidated financial statements are issued. This evaluation initially does not take into consideration the potential mitigating effect of management’s plans that have not been fully implemented as of the date the unaudited condensed consolidated financial statements are issued. When substantial doubt is determined to exist, management evaluates whether the mitigating effect of its plans sufficiently alleviates substantial doubt about the Company’s ability to continue as a going concern. The mitigating effect of management’s plans; however, is only considered if both (1) it is probable that the plans will be effectively implemented within one year after the date the unaudited condensed consolidated financial statements are issued, and (2) it is probable that the plans, when implemented, may mitigate the relevant conditions or events that raise substantial doubt about the entity’s ability to continue as a going concern within one year after the date the condensed consolidated financial statements are issued.

As of February 28, 2023, the Company had cash of $0.8 million and a working capital deficit of $35.3 million. During the six months ended February 28, 2023, the Company used approximately $5.3 million of cash from its continuing operations and incurred recurring losses, resulting in an accumulated deficit of $203.9 million. As of February 28, 2023, the Company is delinquent with respect to remitting payroll tax payments to the IRS. The Company has been in communication with the IRS regarding amounts owing in relation to Employee Retention Credits due. In addition, some clients have filed suits against the Company, demanding that the Company take action to file for additional Employee Retention Credits for certain tax periods. Until the matter is concluded and the taxes are paid, the IRS could, subject to its standard processes and the Company’s rights to respond, implement collection actions, including such actions as levying against Company bank accounts, to recover the amounts that it calculates to be due and owing.

Historically, the Company's principal source of financing has come through the sale of the Company's common stock, including in certain instances, warrants and issuance of convertible notes. In September 2022, the Company raised approximately $5 million ($4.4 million, net of costs) in connection with the underwriting of a private placement offering, see Note 5, Stockholders' Deficit.

On January 31, 2023, the Company entered into an At-The-Market "(ATM") Issuance Sales Agreement and filed a registration statement on Form S-3 and prospectus supplement with the Securities and Exchange Commission, for an offering of up to $8.2 million in shares of its common stock, see Note 5, Stockholders Deficit. For the three months ended February 28, 2023, the Company received $1.9 million gross proceeds ($1.4 million net of costs) from the sale of 305,340 shares of the Company’s common stock. As of February 28, 2023, approximately $6.3 million remains available for the sale of shares of the Company's common stock under the ATM.

The Company's plans and expectations for the next twelve months include raising additional capital to help fund expansion of the Company's operations and strengthening of the Company's sales force strategy by focusing on staffing services as the key driver to improve the Company's margin and the continued support and functionality improvement of the Company's information technology (“IT”) and HRIS platform. This expanded go-to-market strategy will focus on building a national account portfolio managed by a newly-formed regional team of senior sales executives singularly focused on sustained quarterly revenue growth and gross profit margin expansion. The Company expects to continue to invest in the Company's HRIS platform, ShiftPixy Labs, and other growth initiatives, all of which have required and will continue to require significant cash expenditures.

The Company expects to raise capital from additional sales of its securities during this fiscal year either through its ATM, registered public offerings or private placements, the proceeds of which the Company intends to use to fund its operations and growth initiatives. There can be no assurance that we will meet the requirements to be able to sell securities on terms that the Company is seeking. Although management believes that its current cash position, along with its anticipated revenue growth and proceeds from future sales of its securities, when combined with prudent expense management, will not alleviate substantial doubt, there is no assurance that about its ability to continue as a going concern and to fund its operations for at least one year from the date these financials are available (even with the absence of any funded debt outstanding on its balance sheet). If these sources do not provide the capital necessary to fund the Company’s operations during the next twelve months, it may need to curtail certain aspects of its operations or expansion activities, consider the sale of additional assets, or consider other means of financing. The Company can give no assurance that it will be successful in implementing its business plan and obtaining financing on advantageous terms, or that any such additional financing will be available. If the Company is not successful in obtaining the necessary financing, we do not currently have the cash resources to meet our operating commitments for the next twelve months. These consolidated financial statements do not include any adjustments for this uncertainty.

Revenue and Direct Cost Recognition

The Company’s revenues are primarily disaggregated into fees for providing staffing solutions and EAS/HCM services. The Company enters into contracts with its clients for Staffing or EAS based on a stated rate and price in the contract. Contracts generally have a term of 12 months, however are cancellable at any time by either party with 30 days’ written notice. The performance obligations in the agreements are generally combined into one performance obligation, as they are considered a series of distinct services, and are satisfied over time because the client simultaneously receives and consumes the benefits provided as the Company performs the services. Payments for the Company’s services are typically made in advance of, or at the time that the services are provided. The Company does not have significant financing components or significant payment terms for its customers and consequently has no material credit losses. The Company uses the output method based on a stated rate and price over the payroll processed to recognize revenue, as the value to the client of the goods or services transferred to date appropriately depicts the Company's performance towards complete satisfaction of the performance obligation.

Staffing Solutions

The Company records gross billings as revenues for its staffing solutions clients. The Company is primarily responsible for fulfilling the staffing solutions services and has discretion in establishing price. The Company includes the payroll costs in revenues with a corresponding increase to cost of revenues for payroll costs associated with these services. As a result, we are the principal in this arrangement for revenue recognition purposes.

EAS Solutions / HCM

EAS solutions revenue is primarily derived from the Company’s gross billings, which are based on (i) the payroll cost of the Company’s worksite employees (“WSEs”) and (ii) a mark-up computed as a percentage of payroll costs for payroll taxes and workers’ compensation premiums.

Gross billings are invoiced to each EAS client concurrently with each periodic payroll of the Company’s WSEs, which coincides with the services provided and which is typically a fixed percentage of the payroll processed. Revenues, which exclude the payroll cost component of gross billings and therefore consist solely of markup, are recognized ratably over the

payroll period as WSEs perform their services at the client worksite. Although the Company assumes responsibility for processing and remitting payroll and payroll related obligations, it does not assume employment-related responsibilities such as determining the amount of the payroll and related payroll obligations. As a result, the Company records revenue on a “net” basis in this arrangement for revenue recognition purposes. Revenues that have been recognized but not invoiced for EAS clients are included in unbilled accounts receivable on the Company’s condensed consolidated balance sheets were $2.2 million and $2.1 million, as of February 28, 2023 and August 31, 2022, respectively.

Consistent with the Company’s revenue recognition policy for EAS clients, direct costs do not include the payroll cost of its WSEs. The cost of revenue associated with the Company’s revenue generating activities is primarily comprised of all other costs related to its WSEs, such as the employer portion of payroll-related taxes, employee benefit plan premiums and workers’ compensation insurance costs.

The fees collected from the worksite employers for benefits (i.e. zero-margin benefits pass-through), workers’ compensation and state unemployment taxes are presented in revenues and the associated costs of benefits, workers’ compensation and state unemployment taxes are included in operating expenses for EAS clients, as the Company does retain risk and acts as a principal with respect to this aspect of the arrangement. With respect to these fees, the Company is primarily responsible for fulfilling the service and has discretion in establishing price.

Disaggregation of Revenue

The Company’s primary revenue streams include HCM and staffing services. The Company’s disaggregated revenues for the three and six months ended February 28, 2023 and February 28, 2022, respectively, were as follows:

	For the Three Months Ended				For the Six Months Ended
Revenue (in thousands):	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
HCM1	$	1,558	$	1,588	$	2,970	$	3,333
Staffing	3,021		8,849		6,874		16,045
	$	4,579	$	10,437	$	9,844	$	19,378

1 HCM revenue is presented net, $12 million and $23.6 million gross billings less WSE payroll costs of $10.4 million and $20.6 million for the three and six months ended February 28, 2023 and $12.6 million and $25.5 million, respectively Gross billings less WSE payroll costs for the three and six months ended February 2022, was $11 million and $22.2 million, respectively.

For the three and six months ended February 28, 2023 and February 28, 2022, respectively, the following geographical regions represented more than 10% of total revenues:

	For the Three Months Ended				For the Six Months Ended
Region:	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
California	43.6	%	53.5	%	46.3	%	53.9	%
Washington	11.1	%	12.5	%	11.7	%	13.1	%
New Mexico	12.9	%	8	%	11.7	%	7.2	%

Incremental Cost of Obtaining a Contract

Pursuant to the “practical expedients” provided under Accounting Standards Update "ASU" No 2014-09, the Company expenses sales commissions when incurred because the terms of its contracts are cancellable by either party upon 30 days' notice. These costs are recorded in commissions in the Company’s unaudited condensed consolidated statements of operations.

Segment Reporting

Prior to August 31, 2021, the Company operated as one reportable segment under Accounting Standards Codification "ASC" 280, Segment Reporting. The chief operating decision maker regularly reviews the financial information of the Company at a consolidated level in deciding how to allocate resources and in assessing performance. During Fiscal 2021, the Company entered into new business lines and geographic areas that, to date, are not material. However, with the migration to Staffing during the fiscal quarter ending May 31, 2021, the Company is beginning to manage the business on a segmented basis and therefore intends to report such information once systems and processes are updated accordingly. Reporting and monitoring activities on a segment basis will allow the chief operating decision maker to evaluate operating performance more effectively. However, the Company is working on its systems to properly allocate to its business segments. However, the CEO is actively involved in the day to day business and is aware of the overall segment information.

Cash and Cash Equivalents

The Company considers all highly liquid investments with an original maturity of three months or less when purchased as cash equivalents. The Company had no cash equivalent as of February 28, 2023 and August 31, 2022.

Marketable Securities Held in Trust Account

As of August 31, 2022, substantially all of the assets held in the Trust Account were invested in U.S. Treasury securities with maturities of 180 days or less. These funds are restricted for use and may only be used for purposes of completing an initial business combination ("IBC") or redemption of the public common shares of IHC. On December 1, 2022, the Company distributed $117.6 million to the shareholders of IHC. There were no assets held in the Trust Account as of February 28, 2023.

Concentration of Credit Risk

The Company maintains cash with a commercial bank, which is insured by the Federal Deposit Insurance Corporation (“FDIC”). At various times, the Company has deposits in this financial institution in excess of the amount insured by the FDIC. The Company has not experienced any losses related to these balances and believes its credit risk to be minimal. As of February 28, 2023 and August 31, 2022, there was $1 million $0.6 million, respectively, of cash on deposit in excess of the amounts insured by the FDIC.

The following represents clients who have ten percent of total accounts receivable as of February 28, 2023 and August 31, 2022, respectively.

	As of
	February 28, 2023		August 31, 2022
Clients:	(Unaudited)
Client 1	71.5	%	—	%
Client 2	15.7	%	39.2	%
Client 3	6.3	%	15.4	%
Client 4	5.8	%	22.0	%

Fixed Assets

Fixed assets are recorded at cost, less accumulated depreciation and amortization. Expenditures for major additions and improvements are capitalized and minor replacements, maintenance, and repairs are charged to expense as incurred. When fixed assets are retired or otherwise disposed of, the cost and accumulated depreciation are removed from the accounts and any resulting gain or loss is included in the results of operations for the respective period. Leasehold improvements are amortized over the shorter of the useful life or the initial lease term.

Fixed assets are recorded at cost and are depreciated over the estimated useful lives of the related assets using the straight-line method. The estimated useful lives of property and equipment for purposes of computing depreciation are as follows:

Equipment:	5 years
Furniture & Fixtures:	5 - 7 years
Leasehold improvements	Shorter of useful life or the remaining lease term, typically 5 years

Depreciation and amortization expense for the three and six months are $0.2 million and $0.3 million for February 28, 2023 and $0.1 million and $0.3 million for February 28, 2022, respectively and is included on the unaudited condensed consolidated statements of operations and included in operating expenses.

Computer Software Development

Software development costs relate primarily to software coding, systems interfaces and testing of the Company’s proprietary employer information systems and are accounted for in accordance with Accounting Standards Codification "ASC" 350-40, Internal Use Software.

Internal software development costs are capitalized from the time the internal use software is considered probable of completion until the software is ready for use. Business analysis, system evaluation and software maintenance costs are expensed as incurred. The capitalized computer software development costs are reported under the section fixed assets, net in the consolidated balance sheets and are amortized using the straight-line method over the estimated useful life of the software, generally three to five years from when the asset is placed in service.

The Company determined that there were no material capitalized internal software development costs for the three and six months ended February 28, 2023 and August 31, 2022 All capitalized software recorded was purchased from third party vendors. Capitalized software development costs are amortized using the straight-line method over the estimated useful life of the software, generally three to five years from when the asset is placed in service.

The Company incurred research and development costs of $0.1 million and $0.2 million for the three and six months ended February 28, 2023, respectively. During the three and six months ended February 28, 2022 the Company incurred research and development costs of approximately $1.1 million and $2.2 million, respectively. All costs were related to internally developed or externally contracted software and related technology for the Company’s HRIS platform and related mobile application. In addition, there were no software costs were capitalized for the three and six ended February 28, 2023 and February 28, 2022, respectively.

Lease Recognition

The Financial Accounting Standards Board "FASB" established Topic 842, Leases, by issuing ASU No. 2016-02 "ASC 842", which required lessees to recognize leases on the balance sheet and disclose key information about leasing arrangements. Topic 842 was subsequently amended by ASU No. 2018-01, Land Easement Practical Expedient for Transition to Topic 842; ASU No. 2018-10, Codification Improvements to Topic 842, Leases; and ASU No. 2018-11, Targeted Improvements. The standard established a right-of-use asset model (“ROU”) that required a lessee to recognize an ROU operating lease asset and lease liability on the condensed balance sheets for all leases with a term longer than 12 months. Leases are classified as finance or operating, with classification affecting the pattern and classification of expense recognition in the unaudited condensed consolidated statement of operations.

Impairment and Disposal of Long-Lived Assets

The Company periodically evaluates its long-lived assets for impairment in accordance with ASC 360-10, Property, Plant, and Equipment. ASC 360-10 requires that an impairment loss be recognized for assets to be disposed of or held-for-use when the carrying amount of an asset is deemed not to be recoverable. If events or circumstances were to indicate that any of the Company's long-lived assets might be impaired, the Company would assess recoverability based on the estimated undiscounted future cash flows to be generated from the applicable asset. In addition, the Company may record an impairment loss to the extent that the carrying value of the asset exceeds the fair value of the asset. Fair value is generally determined using an estimate of discounted future net cash flows from operating activities or upon disposal of the asset. The Company assessed impairment for the periods presented and no impairment charges were deemed necessary.

Workers’ Compensation

Everest Program

Until July 2018, a portion of the Company’s workers’ compensation risk was covered by a retrospective rated policy through Everest National Insurance Company, which calculates the final policy premium based on the Company’s loss experience during the term of the policy and the stipulated formula set forth in the policy. The Company funds the policy premium based on standard premium rates on a monthly basis and based on the gross payroll applicable to workers covered by the policy. During the policy term and thereafter, periodic adjustments may involve either a return of previously paid premiums or a payment of additional premiums by the Company or a combination of both. If the Company’s losses under that policy exceed the expected losses under that policy, then the Company could receive a demand for additional premium payments. The

Company is currently engaged in litigation regarding such a demand for additional premium payments, which we believe to be without merit, See Note 8, Contingencies, Everest Litigation, below.

Sunz Program

From July 2018 through February 28, 2021, the Company’s workers’ compensation program for its WSEs was provided primarily through an arrangement with United Wisconsin Insurance Company and administered by Sunz Insurance Solutions, LLC (“Sunz”). Under this program, the Company has financial responsibility for the first $0.5 million of claims per occurrence. The Company provides and maintains a loss fund that is earmarked to pay claims and claims related expenses. The workers’ compensation insurance carrier establishes monthly funding requirements comprised of premium costs and funds to be set aside for payment of future claims (“claim loss funds”). The level of claim loss funds is primarily based upon anticipated WSE payroll levels and expected workers’ compensation loss rates, as determined by the insurance carrier. Monies funded into the program for incurred claims expected to be paid within one year are recorded as Deposit - workers’ compensation, a short-term asset, while the remainder of claim funds are included in Deposit - workers’ compensation, a long-term asset in our condensed consolidated balance sheets. The Company is currently engaged in litigation regarding demands by Sunz for additional claims loss funds, which we believe to be without merit, as discussed at Note 8, Contingencies, Sunz Litigation, below.

Under the Everest and Sunz programs, the Company utilized a third party to estimate its loss development rate, which was based primarily upon the nature of WSEs’ job responsibilities, the location of WSEs, the historical frequency and severity of workers’ compensation claims, and an estimate of future cost trends. Each reporting period, changes in the assumptions resulting from changes in actual claims experience and other trends are incorporated into its workers’ compensation claims cost estimates.

There were no workers compensation deposits related to theses programs as of February 28, 2023 and as of August 31, 2022, respectively.

Current Program

Effective March 1, 2021, the Company migrated its clients to a guaranteed cost program. Under this program, the Company’s financial responsibility is limited to the cost of the workers’ compensation premium. The Company funds the workers’ compensation premium based on standard premium rates on a monthly basis and based on the gross payroll applicable to workers covered by the policy. Any final adjustments to the premiums are based on the final audited exposure multiplied by the applicable rates, classifications, experience modifications and any other associated rating criteria.

With regard to the prior programs, which continue until fully concluded, the Company’s estimate of incurred claim costs expected to be paid within one year is included in short-term liabilities, while its estimate of incurred claim costs expected to be paid beyond one year is included in long-term liabilities on its consolidated balance sheets. As of February 28, 2023 and August 31, 2022, the Company had short term accrued workers’ compensation costs of $0.4 million and $0.6 million, and long-term accrued workers’ compensation costs of $0.9 million and $1.2 million, respectively.

The Company retained workers’ compensation asset reserves and workers’ compensation related liabilities for former WSEs of clients transferred to Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure Employer Services, Inc. (“Vensure”), in connection with the Vensure Asset Sale described in Note 3, Discontinued Operations, below. As of February 28, 2023, the retained workers’ compensation assets and liabilities are presented as a discontinued operation net asset or liability. As of February 28, 2023 and August 31, 2022, the Company had $1.6 million and $1.4 million in short-term liabilities, and $3.8 million and $3.3 million in long-term liabilities, respectively. The Company had no related worker's compensation assets as of February 28, 2023 and as of August 31, 2022, respectively.

Because the Company bears the financial responsibility for claims up to the level noted above, such claims, which are the primary component of its workers’ compensation costs, are recorded in the period incurred. Workers’ compensation insurance includes ongoing health care and indemnity coverage whereby claims are paid over numerous years following the date of injury. Accordingly, the accrual of related incurred costs in each reporting period includes estimates, which take into account the ongoing development of claims and therefore requires a significant level of judgment. In estimating ultimate loss rates, the Company utilizes historical loss experience, exposure data, and actuarial judgment, together with a range of inputs that are primarily based upon the WSE’s job responsibilities, their location, the historical frequency and severity of workers’ compensation claims, and an estimate of future cost trends. For each reporting period, changes in the actuarial assumptions resulting from changes in actual claims experience and other trends are incorporated into the Company’s workers’ compensation claims cost estimates. The estimated incurred claims are based upon: (i) the level of claims processed during each quarter; (ii) estimated completion rates based upon recent claim development patterns under the plan; and (iii) the number of participants in the plan.

The Company has had very limited and immaterial COVID-19 related claims between March 2020 through the date of this Quarterly Report, although there is a possibility of additional workers’ compensation claims being made by furloughed WSEs as a result of the employment downturn caused by the pandemic. On May 4, 2020, the State of California indicated that workers who become ill with COVID-19 would have a potential claim against workers’ compensation insurance for their illnesses. There is a possibility that additional workers’ compensation claims could be made by employees required to work by their employers during the COVID-19 pandemic, which could have a material impact on the Company's workers’ compensation liability estimates. While the Company has not seen significant additional expenses as a result of any such potential claims to date, which would include claims for reporting periods after February 28, 2023, we continue to monitor closely all workers’ compensation claims made in relation to the COVID-19 pandemic.

Fair Value of Financial Instruments

Accounting Standard Codification "ASC" 820, Fair Value Measurement, requires entities to disclose the fair value of financial instruments, both assets and liabilities recognized and not recognized on the balance sheet, for which it is practical to estimate fair value. ASC 820 defines fair value of a financial instrument as the amount at which the instrument could be exchanged in a current transaction between willing parties. As of February 28, 2023 and August 31, 2022, the carrying value of certain financial instruments (cash, accounts receivable and payable) approximated fair value due to the short-term nature of the instruments. Notes Receivable is valued at the Company's estimate of expected collections value as described below, See Note 3, Discontinued Operations.

The Company measures fair value under a framework that utilizes a hierarchy prioritizing the inputs to relevant valuation techniques. The hierarchy gives the highest priority to unadjusted quoted prices in active markets for identical assets or liabilities (Level 1 measurements) and the lowest priority to unobservable inputs (Level 3 measurements). The three levels of inputs used in measuring fair value are:

•Level 1: Inputs to the valuation methodology are unadjusted quoted prices for identical assets or liabilities in active markets that the Company has the ability to access.

•Level 2: Inputs to the valuation methodology include

◦Quoted prices for similar assets or liabilities in active markets

◦Quoted prices for identical or similar assets or liabilities in inactive markets

◦Inputs other than quoted prices that are observable for the asset or liability

◦Inputs that are derived principally from or corroborated by observable market data by correlation or other means; and

◦If the asset or liability has a specified (contractual) term, the Level 2 input must be observable for substantially the full term of the asset or liability

•Level 3: Inputs to the valuation methodology are unobservable and significant to the fair value measurement

Funds held in Trust Account represent U.S. treasury bills that was restricted for use and may only be used for purposes of completing an IBC or redemption of the public shares of common stock of the SPACs as set forth in their respective trust agreements. The funds held in trust are included within Level 1 of the fair value hierarchy and included in cash and marketable securities held in Trust Account in the accompanying condensed consolidated balance sheets. The Trustee distributed all the funds in the Trust Account to the shareholders of IHC on December 1, 2022.

When the Company changes its valuation inputs for measuring financial assets and liabilities at fair value, either due to changes in current market conditions or other factors, it could be required to transfer those assets or liabilities to another level in the hierarchy based on the new inputs used. The Company recognizes these transfers at the end of the reporting period that the transfers occur. The development and determination of the unobservable inputs for Level 3 fair value measurements and the fair

value calculations are the responsibility of the Company’s chief financial officer and are approved by the chief executive officer. There were no transfers out of Level 3 for the three and six months ended February 28, 2023 and August 31, 2022.

Advertising Costs

The Company expenses all advertising as incurred. The Company incurred advertising costs totaling $0.5 million and $0.9 million for the three and six months ended February 28, 2023 and $0.4 million and $0.9 million for the three and six months ended February 28, 2022, respectively.

Income Taxes

The Company accounts for income taxes pursuant to ASC 740, Income Taxes. Under ASC 740, deferred income taxes are provided on a liability method whereby deferred tax assets are recognized for deductible temporary differences and operating loss carryforwards and deferred tax liabilities are recognized for taxable temporary differences. Temporary differences are the differences between the reported amounts of assets and liabilities and their tax bases. Deferred tax assets are reduced by a valuation allowance when, in the opinion of management, it is more likely than not that some portion or all of the deferred tax assets will not be realized. The provision for income taxes represents the tax expense for the period, if any, and the change during the period in deferred tax assets and liabilities. Deferred tax assets and liabilities are adjusted for the effects of changes in tax laws and rates on the date of enactment. ASC 740 also provides criteria for the recognition, measurement, presentation and disclosure of uncertain tax positions. Under ASC 740, the impact of an uncertain tax position on the income tax return may only be recognized at the largest amount that is more-likely-than-not to be sustained upon audit by the relevant taxing authority. A full valuation allowance was recorded as of February 28, 2023 and August 31, 2022, respectively,

Income (Loss) Per Share

Basic net income or net (loss) per common share is computed by dividing net income or net (loss) attributable to common shareholders by the weighted-average number of shares of common stock outstanding during the reporting period. Common stock outstanding for purposes of net income or net (loss) per share calculations include options, warrants, shares of common stock to be issued to directors for services provided and Preferred Option. Diluted net income or and net (loss) per share is computed similar to basic income or net (loss) per share except that the denominator is increased to include additional common stock equivalents available upon exercise of stock options, warrants, shares of common stock to be issued to directors for services provided and Preferred Option using the treasury stock method. Dilutive common stock equivalents include the dilutive effect of in-the-money stock equivalents, which are calculated based on the average share price for each period using the treasury stock method, excluding any common stock equivalents if their effect would be anti-dilutive. In periods in which a net loss has been incurred, all potentially dilutive common stock shares are considered anti-dilutive and thus are excluded from the calculation. Securities that are excluded from the calculation of weighted average dilutive common stock, because their inclusion would have been antidilutive, are:

For the Three and Six Months Ended	February 28, 2023	February 28, 2022	February 28, 2023	February 28, 2022
Options (See Note 5)	10,003	17,695	10,003	17,695
Warrants (See Note 5)	1,252,749	271,137	1,252,749	224,402
Shares of common stock to be issued to the directors for services provided, (See Note 7)	59,040	—	59,040	—
Preferred Option (Note 5)	37,570	—	37,570	—
Total potentially dilutive shares	1,359,362	288,832	1,359,362	242,097

For the table above, “Options” represent all options granted under the Company’s 2017 Stock Option/Stock Issuance Plan (the "Plan"), as described in Note 5, Stock Based Compensation, below.

Stock-Based Compensation

As of February 28, 2023, the Company has one stock-based compensation plan under which the Company may issue awards, as described in Note 5, Stock Based Compensation, below. The Company accounts for the Plan under the recognition and measurement principles of ASC 718, Compensation-Stock Compensation, which requires all stock-based payments to

employees, including grants of employee stock options, to be recognized in the unaudited condensed consolidated statements of operations at their fair values.

The grant date fair value is determined using the Black-Scholes-Merton (“Black-Scholes”) pricing model. For all employee stock options, the Company recognizes expense on an accelerated basis over the employee’s requisite service period (generally the vesting period of the equity grant).

The Company’s option pricing model requires the input of highly subjective assumptions, including the expected stock price volatility and expected term. The expected volatility is based on the historical volatility of the Company’s common stock since the Company's initial public offering. Any changes in these highly subjective assumptions significantly impact stock-based compensation expense.

The Company elects to account for forfeitures as they occur. As such, compensation cost previously recognized for an unvested award that is forfeited because of the failure to satisfy a service condition is revised in the period of forfeiture.

The methods and assumptions used in the determination of the fair value of stock-based awards are consistent with those described in the Company's Annual Report on Form 10-K for the year ending August 31, 2022, filed with the SEC on December 13, 2022, and the amendments thereto on Forms 10-K/A filed with the SEC on December 14, 2022, February 3, 2023 and February 9, 2023, respectively, which include a detailed description of the Company's stock-based compensation awards, including information related to vesting terms, service and performance conditions, payout percentages, and process for estimating the fair value of stock options granted.

Recently Adopted Accounting Standards

June 2016, the FASB issued ASU 2016-13, “Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments” (“ASU 2016-13”). This standard requires an impairment model (known as the current expected credit loss (“CECL”) model) that is based on expected losses rather than incurred losses. Under the new guidance, each reporting entity should estimate an allowance for expected credit losses, which is intended to result in more timely recognition of losses. This model replaces multiple existing impairment models in current. GAAP, which generally requires a loss to be incurred before it is recognized. The new standard applies to trade receivables arising from revenue transactions such as contract assets and accounts receivable. Under ASC 606, revenue is recognized when, among other criteria, it is probable that an entity will collect the consideration it is entitled to when goods or services are transferred to a customer. When trade receivables are recorded, they become subject to the CECL model and estimates of expected credit losses on trade receivables over their contractual life will be required to be recorded at inception based on historical information, current conditions, and reasonable and supportable forecasts. For the three months ended February 28, 2023, the Company adopted this guidance, and it was not material to the results of operations.

Recent Accounting Standards

As of February 28, 2023, there were no new accounting standards that would need to be disclosed.

Variable Interest Entity

The Company has been involved in the formation of various entities considered to be Variable Interest Entities (“VIEs”). The Company evaluates the consolidation of these entities as required pursuant to ASC Topic 810 relating to the consolidation of VIEs. These VIEs are SPACs.

The Company’s determination of whether it is the primary beneficiary of a VIE is based in part on an assessment of whether or not the Company and its related parties are exposed to the majority of the risks and rewards of the entity. Typically, the Company is entitled to substantially all or a portion of the economics of these VIEs. The Company is the primary beneficiary of the VIE entities.

Through November 30, 2022, only one of the four SPAC companies existed, See Note 4 Special Purpose Acquisition Company Sponsorship that has more information regarding the remaining SPAC company. There are no SPAC companies as of February 7, 2022.

In connection with the IPO in October 2021, the Company purchased, through its wholly owned subsidiary, ShiftPixy Investments, Inc. ("Investments" or the "Sponsor"), 4,639,102 private placement warrants ("Placement Warrants") at a price of $1.00 per warrant, for an aggregate purchase price of $4,639,102, and the Company currently own 2,110,000 Founder Shares of IHC common stock, representing approximately 15% of the issued and outstanding common stock of IHC. Before the closing of the IPO, the Sponsor transferred 15,000 Founder Shares to IHC's independent directors, reducing its shareholdings from

2,125,000 to 2,110,000. Each Placement Warrant was identical to the warrants sold in the IPO, except as described in the IPO registration statement and prospectus. Following the completion of IHC's IPO, the Company determined that IHC was a Variable Interest Entity ("VIE") in which the Company had a variable interest because IHC did not have enough equity at risk to finance its activities without additional subordinated financial support. The Company had also determined that IHC's public stockholders did not have substantive rights, and their equity interest constitutes temporary equity, outside of permanent equity, in accordance with ASC 480-10-S99-3A, at such time. As such, the Company concluded that they were the primary beneficiary of IHC as a VIE, as the Company had the right to receive benefits or the obligation to absorb losses of the entity, as well as the power to direct a majority of the activities that significantly impact IHC's economic performance. Since the Company was the primary beneficiary, IHC to be consolidated into the Company's unaudited condensed consolidated financial through February 7, 2023. See Note 4, for the dissolution of IHC and entire amount from the Trust Account to IHC shareholders on December 1, 2022. As of December, 1, 2021, the Company determined that IHC was not a VIE. The Company did not have the power to direct the operations of IHC since IHC was dissolved on November 14, 2022 and the assets of the Trust Account was distributed to its shareholders on December 1, 2022. The Company lost its voting rights, and there is no possibility of recouping its investment. As a result, the Company determined that IHC will not be consolidated into the unaudited condensed financial statements as of December 1, 2022 See Note 4 regarding three of IHC creditors forcing them into bankruptcy. As a result of the deconsolidation of the VIE on February 7, 2023, the Company recorded the elimination of $9.4 million of the non-controlling interest to additional paid-in capital as it was originally recorded. The net liabilities of IHC were $0.6 million as of February 7, 2023 that resulted in the Company recording $0.6 million to other income and $0.5 million to non-controlling or, 85% of its non- ownership interest in IHC.

Subject to Possible Redemption

The Company previously accounts for its common stock holdings in its sponsored SPACs (which were consolidated in the Company's unaudited condensed consolidated financial statements) through February 7, 2023, which was previously subject to possible redemption in accordance with the guidance in ASC Topic 480 “Distinguishing Liabilities from Equity.” Shares of common stock subject to mandatory redemption are classified as a liability instrument and are measured at fair value. Conditionally redeemable shares of common stock (including shares of common stock that feature redemption rights that are either within the control of the holder or subject to redemption upon the occurrence of uncertain events not solely within the Company’s control) are classified as temporary equity. At all other times, shares of common stock are classified as shareholders’ equity. Each sponsored SPAC's shares of common stock feature certain redemption rights that are considered to be outside of the SPAC's control and subject to occurrence of uncertain future events. However, since the common stock subject to redemption were paid to IHC shareholders on December 1. 2022, the fair market value as of August 31, 2022 was classified as a current liability. The Company has recorded increases or decreases in the carrying amount of the redeemable common stock are affected by charges against additional paid in-capital and accumulated deficit.

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Discontinued Operations

6 Months Ended

Feb. 28, 2023

Discontinued Operations and Disposal Groups [Abstract]

Discontinued Operations

Discontinued Operations

On January 3, 2020, the Company entered into an asset purchase agreement with Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure, pursuant which was the assigned client contracts was significant to its revenues for the three months ended November 30, 2019, including 100% of the Company's existing PEO business. In connection with this transaction, the Company had a Note Receivable to be paid over four years.

For Fiscal 2020, the Company estimated the value of the Note Receivable at fair value as discussed in Note 2, Summary of Significant Accounting Policies, above. The Company recorded the Note Receivable based on the Company's estimate of expected collections which, in turn, was based on additional information obtained through discussions with Vensure and evaluation of the Company's records. On March 12, 2021, the Company received correspondence from Vensure proposing approximately $10.7 million of working capital adjustments under the terms of the Vensure Asset Sale agreement which, if accepted, would have had the impact of eliminating any sums owed to the Company under the Note Receivable. As indicated in the reconciliation table below, the Company has recorded $2.6 million of working capital adjustments, subject to final review and acceptance, and has provided for an additional reserve of $2.9 million for potential claims. By letter dated April 6, 2021, the Company disputed Vensure’s proposed adjustments and maintains that the amount Vensure owes the Company pursuant to the Note Receivable is as much as $9.5 million. The Company assessed the collectability of this note receivable during the reporting of its Fiscal Year End as of August 31, 2022, and determined that it was probable that all contractually required payments will not be collected and recorded a reserve on collectability of approximately $4 million. The disputes between the Company and Vensure regarding working capital adjustments under the Vensure Asset Sale agreement are currently the subject of litigation pending in the Delaware Chancery Court, as discussed at Note 8, Contingencies, Vensure Litigation, below.

The following reconciliation of the gross proceeds to the net proceeds from the Vensure Asset Sale is presented in the condensed consolidated balance sheets as of February 28, 2023 and August 31, 2022.

	As of
	February 28, 2023 (Unaudited)		August 31, 2022
Gross proceeds	$	19,166,000	$	19,166,000
Cash received at closing – asset sale	(9,500,000)		(9,500,000)
Cash received at closing – working capital	(166,000)		(166,000)
Gross note receivable	$	9,500,000	$	9,500,000
Less:  Transaction reconciliation – estimated working capital adjustments	(2,604,000)		(2,604,000)
Adjusted Note Receivable	6,896,000		6,896,000
Reserve for estimated potential claims	(2,892,000)		(2,892,000)
Reserve for potential collectability concerns	$	(4,004,000)	$	(4,004,000)
Long-term note receivable, estimated net realizable value	$	—	$	—

As of February 28, 2023 and August 31, 2022, as discussed above, the note receivables asset has been impaired to adjust the net realizable value of the long-term note receivable to zero and zero, respectively.

The Vensure Asset Sale generated a gain of $15.6 million for during the fiscal year end August 31, 2020. The Company expected a minimal tax impact from the Vensure Asset Sale as it utilized its net operating losses accumulated since inception to offset the gain resulting from discontinued operations tax provision with a corresponding offset to the valuation allowance.

The Vensure Asset Sale met the criteria of discontinued operations set forth in ASC 205 and as such the Company has reclassified its discontinued operations for all periods presented and has excluded the results of its discontinued operations from continuing operations for all periods presented.

The terms of the Vensure Asset Sale call for adjustments to the Note Receivable either for: (i) working capital adjustments or (ii) in the event that the gross wages of the business transferred is less than the required amount.

(i) Working capital adjustments: Through February 28, 2023, the Company has identified $2.6 million of likely working capital adjustments, including $88,000 related to lower net assets transferred at closing, and $2.5 million of cash remitted to the Company’s bank accounts, net of cash remitted to Vensure’s bank accounts. Under the terms of the Vensure Asset Sale, a reconciliation of the working capital was to have been completed by April 15, 2020. Due to operational difficulties and quarantined staff caused by the outbreak of COVID-19, Vensure requested a postponement of the working capital reconciliation that was due in Fiscal 2020. Although Vensure provided the Company with its working capital reconciliation on March 12, 2021, it failed to provide adequate documentation to support its calculations. Accordingly, the working capital adjustment recorded as of February 28, 2023, represents the Company’s estimate of the reconciliation adjustment by using Vensure’s claims and the limited supporting information Vensure provided as a starting point, and then making adjustments for amounts in dispute based upon the Company's internal records and best estimates. There is no assurance that the working capital change identified as of February 28, 2023, represents the final working capital adjustment.

(ii) Gross billings adjustment: Under the terms of the Vensure Asset Sale, the proceeds of the transaction are reduced if the actual gross wages of customers transferred for Calendar 2020 are less than 90% of those customers’ Calendar 2019 gross wages. The Company has prepared an estimate of the Calendar 2020 gross wages based on a combination of factors including reports of actual transferred client billings in early Calendar 2020, actual gross wages of continuing customers of the Company, publicly available unemployment reports for the Southern California markets and the relevant COVID-19 impacts on employment levels, and other information. Based on the information available, the Company estimated that it would receive additional consideration below the required threshold and reduced the contingent consideration by $1.4 million. Vensure has not identified any such adjustments to date. Based on the information available, the Company reclassified the previously recorded gross wages claim to a general potential claims reserve for Fiscal 2021. No additional adjustments were made during the three and six months ended February 28, 2023 and February 28, 2022.

The carrying amounts of the classes of assets and liabilities from the Vensure Asset Sale included in discontinued operations are as follows:

	As of
	February 28, 2023		August 31, 2022
	(Unaudited)
Deposits – workers’ compensation	—		—
Total current assets	—		—
Deposits – workers’ compensation	—		—
Total assets	$	—	$	—
Accrued workers’ compensation cost	1,628,000		1,362,000
Total current liabilities	1,628,000		1,362,000
Accrued workers’ compensation cost	3,810,000		3,269,000
Total liabilities	5,438,000		4,631,000
Net liability	$	(5,438,000)	$	(4,631,000)

Reported results for the discontinued operations by period were as follows:

	For the Three Months Ended				For the Six Months Ended
	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
Revenues	$	—	$	—	$	—	$	—
Cost of revenues	607,000		18,000		807,000		151,000
Gross profit (loss)	(607,000)		(18,000)		(807,000)		(151,000)
Total operating expenses	—		—		—		—
Loss from discontinued operations	$	(607,000)	$	(18,000)	$	(807,000)	$	(151,000)

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Special Purpose Acquisition Company ("SPAC") Sponsorship

6 Months Ended

Feb. 28, 2023

Investments in and Advances to Affiliates [Abstract]

Special Purpose Acquisition Company ("SPAC") Sponsorship

Special Purpose Acquisition Company ("SPAC") Sponsorship

IHC closed on its IPO effective October 2021, and its net proceeds of $116.7 million, the funds was placed in a rust account (the “Trust Account”), and was invested in U.S. government securities. Th Company owned approximately 15% of its issued and outstanding stock. Furthermore, we anticipated that IHC would operate as a separately managed, publicly traded entity following the completion of its IPO. The operations of IHC have been consolidated in the accompanying unaudited condensed financial statements through November 30, 2022.

On October 14, 2022, the stockholders of IHC approved the proposed action to file an amended and restated certificate of incorporation to extend the date by which the Company has to consummate a Business Combination from October 22, 2022, to April 22, 2023, or a such earlier date as determined by the board of directors. The Company accordingly filed the Amendment with the Secretary of State of Delaware. In connection with the meeting, however, shareholders holding 11,251,347 Public Shares exercised their right to redeem their shares for a pro rata portion of the funds in the Trust Account, leaving 248,653 of the Company’s remaining Public Shares outstanding and the Trust Account substantially below the $5 million minimum net tangible asset amount required by IHC's Amended and Restated Certificate of Incorporation to be available upon consummation of such Business Combination. IHC's efforts to secure the decisions of some shareholders to reverse their redemptions were unsuccessful, and IHC accordingly declined to fund the extension, cancelled the Amendment as filed with the Secretary of State of Delaware, and proceeded to cease operations, dissolve and unwind. The board of directors of IHC accordingly adopted resolutions to liquidate, dissolve and unwind the entity. IHC was dissolved on November 14, 2022, and the Trustee released all the redemption funds from the Trust Account to IHC shareholders on December 1, 2022, effectively liquidating the Trust. The Class A common shares subject to redemption were, however, was classified as a current liability as of August 31, 2022 and through November 30, 2022. In view of the actions taken in November and December of 2022, the Company has concluded that as of February 7, 2023, the operations of IHC shall not be included in the Company's consolidation as the IHC did not meet the criteria of a VIE. There was a net liability of $0.6 million for IHC and recorded this to other income and $0.5 million to non-controlling interest or 85% that the Company did not own of IHC.

On February 7, 2023, three creditors of IHC filed an involuntary petition for liquidation under Chapter 7 against IHC in the US Bankruptcy Court for the Southern District of Florida. The matter is proceeding, and the Company and its subsidiary, ShiftPixy Investments, Inc., are anticipated to be listed as two significant creditors of IHC. However, there can be no assurance that either the Company or ShiftPixy Investments, Inc. will recover any of the amounts owed to them by IHC from the bankruptcy estate.

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Stockholders' Deficit

6 Months Ended

Feb. 28, 2023

Equity [Abstract]

Stockholders' Deficit

Stockholders’ Deficit

Preferred Stock

In September 2016, the founding shareholders of the Company were granted options to acquire preferred stock of the Company (the “Preferred Options”). The number of Preferred Options granted was based upon the number of shares held at the time of the grant. These Preferred Options are nontransferable and forfeited upon the sale of the related founding shares of common stock held by the option holder. Upon the occurrence of certain specified events, such founding shareholders can exercise each Preferred Option to purchase one share of preferred stock of the Company at an exercise price of $0.0001 per share. The preferred stock underlying the Preferred Options does not include any rights to dividends or preference upon liquidation of the Company and is convertible into shares of the Company’s common stock on a one-for-one basis. Upon consummation of the Vensure Asset Sale in January 2020, a total of 24,634,560 Preferred Options became exercisable and exchangeable into an equal number of shares of the Company's common stock.

On June 4, 2020, Scott W. Absher, the Company’s Chief Executive Officer, exercised 12,500,000 Preferred Options to purchase 12,500,000 shares of the Company's preferred stock for an aggregate purchase price of $1,250 per share, Immediately following the exercise of the Preferred Options, Mr. Absher elected to convert the 12,500,000 shares of preferred stock into 12,500,000 shares of common stock, which were subject to a 24-month lock-up period during which such shares could not be traded. Between July 20, 2020 and November 30, 2020, an additional 294,490 Preferred Options were exercised and converted into 294,490 shares of common stock, which are freely tradable.

On October 22, 2021, the Company’s board of directors canceled 11,790,000 Preferred Options previously issued to its co-founder, J. Stephen Holmes. As noted in Note 8, Contingencies, the trustee of the bankruptcy estate of Mr. Holmes is now asserting rights to these preferred options. Were the trustee to be successful in its claim, the Company would be obligated to issue up to 12,500,000 restricted shares of the Company's common stock to the trustee, which issuance would materially dilute the share ownership of the existing shareholders and could cause a material decline in the price per share of the Company's common stock. A total of 37,570 Preferred Options, in excess of the options claimed by the trustee of the bankruptcy estate of Mr. Holmes and issued pursuant to the September 2016 grant and triggered by the Vensure Asset Sale remain unexercised. The Preferred Options expire on December 31, 2023.

The amount of Preferred Options, and the number of shares of preferred stock issuable upon exercise of such options, is based upon the number of shares of common stock held by the option holders at the time the Preferred Options were issued in September 2016. Accordingly, in order to confirm the original intent of the granting of up to 25,000,000 Preferred Options to Mr. Absher, it has always been the Company’s intent to adopt a second grant of an additional 12,500,000 Preferred Options to Mr. Absher, whereby each option permits the holder to acquire one share of the Company’s preferred stock for $0.0001 per share. On August 13, 2021, consistent with this intent, the Company granted 12,500,000 Preferred Options to Mr. Absher to purchase shares of Preferred Stock, par value $0.0001 for consideration of $0.0001 per share. Each Preferred Option is exercisable for a period of twenty-four months upon (i) the acquisition of a Controlling Interest (as defined below) in the Company by any single shareholder or group of shareholders acting in concert (other than Mr. Absher), or (ii) the announcement of (x) any proposed merger, consolidation, or business combination in which the Company’s Common Stock is changed or exchanged, or (y) any sale or distribution of at least 50% of the Company’s assets or earning power, other than through a reincorporation. Each share of Preferred Stock is convertible into Common Stock on a one-for-one basis. “Controlling Interest” means the ownership or control of outstanding voting shares of the Company sufficient to enable the acquiring person, directly or indirectly and individually or in concert with others, to exercise one-fifth or more of all the voting power of the Company in the election of directors or any other business matter on which shareholders have the right to vote under the Wyoming Business Corporation Act.

On July 14, 2022, the Board of the Company approved the issuance to the Company’s founder and principal shareholder, Scott Absher, of 12,500,000 shares of the Company’s Preferred Class A Stock ("Preferred Shares"), par value $0.0001 per share, in exchange for (a) the surrender by Mr. Absher of his options to acquire 12,500,000 Preferred Shares, which Preferred Options provide for exercise upon certain triggering events as described above, and as detailed in the Company's prior filings, and (b) the tender of payment by Mr. Absher of the sum of $5,000, representing four times the par value for such Preferred Shares. The Company evaluated the Preferred Shares on the same date using Level 2 inputs based on the closing market price of the Company’s common stock. The resulting allocated common share price was then discounted for a lack of marketability of shares, which yielded a fair value of $0.2322 per preferred share. The Company used the following assumptions to value the expense related to the Preferred Shares: (i) life of 10 years; (ii) risk free rate of 3.1%; (iii) volatility of 125.7%; (iv) exercise price of $0.0001 per share; and (v) a fair value of $0.3 per share of the Company’s common stock. These were recorded as compensation expense in the general and administrative expenses during the fiscal year August 31, 2022.

On August 12, 2022, the Company entered into an agreement with Mr. Absher whereby he waived claims to certain unpaid compensation due to him through July 31, 2022, totaling $0.82 million, in exchange for an option to receive 4,100,000 shares of the Company's Preferred Class A Stock. The Company evaluated the Preferred Shares on the same date using Level 2 inputs based on the closing market price of the Company’s common stock. The resulting allocated common share price was then discounted for a lack of marketability of shares, which yielded a fair value of $0.2025 per Preferred Share. The Company used the following assumptions to value the expense related to the Preferred Shares: (i) life of 10 years; (ii) risk free rate of 3.0%; (iii) volatility of 125.7%; (iv) exercise price of $0.0001 per share; and (v) a fair value of $0.23 per share of the Company’s common stock. Pursuant to Rule 144, these 4,100,000, when converted into shares of common stock are subject to a six-month holding period during which they may not be sold in the marketplace. All of the 8,600,000 preferred shares were converted into common stock on September 1, 2022, after the Company's reverse stock split had taken effect. As of November 30, 2022, there were no preferred shares options or preferred shares outstanding. As a result of this transaction, the Company recorded a preferential dividend of $127.1 million based upon the incremental value of the stock that was held prior to the reverse stock split and the date of preferred stock conversion to common stock. In addition, this had no effect on stockholders' deficit.

Prior to the shareholder vote to approve the reverse stock split, the Company on August 2, 2022, amended its Articles of Incorporation to state that only the common stock is affected if the reverse stock split is effectuated with no intention to affect the preferred stock of the company reflected. The reverse stock split was subsequently approved by the shareholders, and effectively the terms and conditions of the preferred stock were “deemed modified” and treated as an extinguishment (in accordance with ASC 470-50 and ASC 260-10-S99-2 for the disproportionate value received (the carrying value compared to the fair value received).

On September 1, 2022, Mr. Absher converted 8,600,000 Preferred Shares to 8,600,000 shares of the Company’s common stock. Pursuant to Rule 144, these 8,000,000 shares of common stock are subject to a six-month holding period during which they may not be sold in the marketplace. All of the 8,600,000 preferred shares were converted into common shares on September 1, 2022, after the Company's reverse stock split had taken effect. Accordingly, no preferred shares are issued and outstanding as of February 28, 2023. As noted in Note 8 Contingencies, however, the trustee of the bankruptcy estate of Mr. Holmes is now asserting rights to preferred options and has attempted to convert preferred options into shares of preferred stock.

Common Stock and Warrants

As reported in our 8-K filed on September 23, 2022, on September 20, 2022, the Company entered into a Securities Purchase Agreement (the “Purchase Agreement”) with a large institutional investor (the “Purchaser”) pursuant to which the Company sold to the Purchaser an aggregate of 416,667 shares (the “Shares”) of its common stock together with warrants (the “Warrants”) to purchase up to 833,334 shares of common stock (collectively, the “Offering”). Each share of common stock and two accompanying Warrants were sold together at a combined offering price of $12.00. The Warrants are exercisable for a period of seven years commencing upon issuance at an exercise price of $12.00, subject to adjustment. The Offering closed on September 23, 2022. The net proceeds to the Company from the Offering were $4,378,000.

In connection with the Purchase Agreement, the Company and the Purchaser entered into Amendment No. 1 to Warrants (the “Warrant Amendment”). Pursuant to the Warrant Amendment, the exercise price of (i) 25,233 warrants issued on September 3, 2021, and (ii) 98,969 warrants issued on January 28, 2022, was reduced to $0.01. As a result of the change in exercise price, the Company recorded an expense of $106,000. The incremental change in the fair market values was based upon the Black- Scholes option pricing model with the following inputs. The risk free interest of 3.7%, expected volatility of 149.4%, dividend yield of 0% and expected term of 6.7 to 6.8 years.

A.G.P./Alliance Global Partners (the “Placement Agent” or "AGP") acted as the exclusive placement agent in connection with the Offering pursuant to the terms of a Placement Agent Agreement, dated September 20, 2022, between the Company and the Placement Agent (the “Placement Agent Agreement”). Pursuant to the Placement Agent Agreement, the Company paid the Placement Agent a fee equal to 7.0% of the aggregate gross proceeds from the Offering. In addition to the cash fee, the Company issued to the Placement Agent warrants to purchase up to 20,833 shares of common stock (5% of the number of shares sold in the Offering (the “Placement Agent Warrants”). The Placement Agent Warrants will be exercisable for a period commencing six months from issuance, will expire four years from the effectiveness of a registration statement for the resale of the underlying shares, and have an initial exercise price of $13.20 per share.

On January 31, 2023, the Company entered into an ATM Issuance Sales Agreement and filed a registration statement on Form S-3 and prospectus supplement for an at the market offering of up to $8.2 million in shares of its common stock from time to time and at various prices at the Company’s sole control, subject to the conditions and limitations in the sales agreement with AGP. The ATM expires on January 31, 2026. For the three months ended February 28, 2023, the Company received $1.9 million in gross proceeds ($1.4 million, net of costs) from the sale of 305,340 shares of the Company’s common stock. As of February 28, 2023, approximately $6.3 million remains available for the sale of shares of the Company's common stock under the ATM.

On May 17, 2021, we issued warrants to purchase up to an aggregate of 49,484 shares of our common stock, with an exercise price of $242.50 (the "Existing Warrants"). The Existing Warrants were immediately exercisable and expire on June 15, 2026. On January 26, 2022, we entered into a Warrant Exercise Agreement ("the Exercise Agreement") with the holder of the Existing Warrants (the "Exercising Holder"). Pursuant to the Exercise Agreement, the Exercising Holder and the Company agreed that, subject to any applicable beneficial ownership limitations, the Exercising Holder would cash exercise up to 49,484 of its Existing Warrants (the "Investor Warrants") into shares of our common stock underlying such Existing Warrants (the "Exercised Shares"). To induce the Exercising Holder to exercise the Investor Warrants, the Exercise Agreement (i) amended the Investor Warrants to reduce their exercise price per share to $120.00 and (ii) provided for the issuance of a new warrant to purchase up to an aggregate of approximately 98,969 shares of our common stock (the “January 2022 Common Warrant”), with such January 2022 Common Warrant being issued on the basis of two January 2022 Common Warrant shares for each share of the Existing Warrant that was exercised for cash. The January 2022 Common Warrant is exercisable commencing on July 28, 2022, terminates on July 28, 2027, and has an exercise price per share of $155.00. The Exercise Agreement generated aggregate proceeds to the Company of approximately $5.9 million, prior to the deduction of $0.5 million of costs consisting of placement agent commissions and offering expenses payable by the Company. As a result of the warrant modification, which reduced the exercise price of the Existing Warrants, as well as the issuance of the January 2022 Common Warrants, the Company recorded approximately (i) $0.64 million for the increased fair value of the modified warrants; and (ii) $12.6 million as the fair value of the January 2022 Common Warrants on the date of issuance. We recorded approximately $5.5 million as issuance costs that offset the $5.5 million of additional paid-in capital the received for the cash exercise of the Existing Warrants at the reduced

exercise price, while the remaining $7.7 million was recorded as a deemed dividend on the unaudited condensed consolidated statements of operations, resulting in a reduction of income available to common shareholders in our basic earnings per share calculation.

The following table summarizes the changes in the Company’s common stock and Prefunded Warrants for the period ended February 28, 2023.

	Number of shares	Weighted average remaining life (years)	Weighted average exercise price
Warrants outstanding, August 31, 2022	522,786	7.2	$	47.99
Issued	854,166	7.1	12.00
Exercised	(124,203)	0	—
Warrants outstanding, February 28, 2023	1,252,749	6.6	33.61
Warrants exercisable, February 28, 2023	398,582	6.8	$	86.38

The following table summarizes the Company’s warrants outstanding as of February 28, 2023 (Unaudited):

	Warrants Outstanding	Weighted average Life of Outstanding Warrants in years	Exercise price
September 2022 Common Warrants(1)	833,334	6.6	$	12.00
September 2022 Underwriter Warrants	20,833	4.3	13.20
July 2022 Common Warrants(2)	348,408	7.4	26.00
Sep 2021Underwriter Warrants	3,762	6.2	175.45
May 2021Underwriter Warrants	2,474	3.2	242.50
October 2020 Common Warrants	23,000	2.6	330.00
October 2020 Underwriter Warrants	2,000	2.6	330.00
May 2020 Common Warrants	12,776	2.2	540.00
May 2020 Underwriter Warrants	1,111	2.2	540.00
March 2020 Exchange Warrants	4,237	2.6	1,017.00
Amended March 2019 Warrants	663	1.0	4,000.00
March 2019 Services Warrants	34	1.0	7,000.00
June 2018 Warrants	63	0.8	9,960.00
June 2018 Services Warrants	54	0.8	9,960.00
	1,252,749	6.6	$	34.78

(1)The September 2022 Common Warrants are exercisable commencing March 23, 2023 (six months from the date of issuance) and will terminate March 23, 2030.

(2)The July 2022 Common Warrants became exercisable effective January 19, 2023.

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Stock Based Compensation

6 Months Ended

Feb. 28, 2023

Share-Based Payment Arrangement [Abstract]

Stock Based Compensation

Stock Based Compensation

Employee Stock Option Plan Increase

In March 2017, the Company adopted its 2017 Stock Option/Stock Issuance Plan (the “Plan”). The Plan provides incentives to eligible employees, officers, directors and consultants in the form of incentive stock options (“ISOs”), non-qualified stock options (“NQs”) (each of which is exercisable into shares of common stock) (collectively, “Options”), or shares of common stock (“Share Grants”). March 31, 2021, the Shareholders approved an increase in the number of shares of common stock issuable under the Plan from 2,500 to 30,000. On March 6, 2023, the shareholders approved an increase in the number of shares

of common stock issuable under the Plan from 30,000 to 750,000. As of February 28, 2023, there are 749,997 shares available under the Plan.

For all options to purchase common stock granted prior to July 1, 2020, each option has a term of service vesting provision over a period of time as follows: 25% vest after a 12-month service period following the award, with the balance vesting in equal monthly installments over the succeeding 36 months. Options granted on or after July 1, 2020 typically vest over four years, with 25% of the grant vesting one year from the grant date, and the remainder in equal quarterly installments over the succeeding 12 quarters. All options granted to purchase common stock have a ten year term.

Stock grants are issued at fair value, considered to be the market price on the grant date. The fair value of option awards is estimated on the grant date using the Black-Scholes stock option pricing model.

Following its adoption of ASU 2016-9, the Company elected to account for forfeitures under the Plan as they occur. Any compensation cost previously recognized for an unvested award that is forfeited because of a failure to satisfy a service condition is reversed in the period of the forfeiture.

Stock-based compensation expense was $0.2 million and $0.5 million for the three and six months ended February 28, 2023, respectively. The Company recognized approximately $0.3 million and $0.7 million of compensation expense for the three and six months ended February 28, 2023, respectively.

The following table summarizes option activity for the six months ending February 28, 2023.

	Options Outstanding and Exercisable
	Number of Options	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price
		(In years)
Balance outstanding as of August 31, 2022	11,753	8.1	$	733.00
Forfeited	(1,750)	8.3	2.70
Balance outstanding expected to be exercisable as of February 28, 2023	10,003	7.5	$	813.70

 

As of February 28, 2023, the total unrecognized deferred share-based compensation expected to be recognized over the remaining weighted average vesting periods of 1.7 years for outstanding grants was $1,153,000. Options outstanding as of February 28, 2023 had an aggregate intrinsic value of $0. Option vesting activity from August 31, 2022, through February 28, 2023 was as follows:

Options Vested	Number of Options	Weighted Remaining Contractual Life	Weighted Average Exercise Price
		(In years)
Balance, August 31, 2022	5,269	8.1	$	1,146.00
Vested	1,560	7.8	434.00
Forfeited	(716)	8.1	293.00
Balance, February 28, 2023	6,113	7.4	$	1,064.00

The following table summarizes information about stock options outstanding and vested as of February 28, 2023: 

	Options Outstanding				Options Vested
Exercise Prices	Number of Options Exercisable	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price		Number of Options	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price
		(In Years)				(In Years)
$50.00 - 1,000.00	9,641	7.6	$	453	5,754	7.5	$	466
$1,001.00 - $4,000.00	20	6.3	1,895		19	6.7	1,896
$4,001.00 - $8,000.00	121	6.1	5,121		120	6.2	5,120
$8,001.00 - $12,000.00	101	5.2	10,298		101	5.2	10,298
$12,001.00 - $16,000.00	109	4.4	15,584		109	4.4	15,584
$16,001.00 - $39,160.00	11	4.4	39,160		11	4.4	39,160
	10,003	7.6	$	814	6,113	7.4	$	1,064

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Related Parties and Certain Directors and Officers

6 Months Ended

Feb. 28, 2023

Related Party Transactions [Abstract]

Related Parties and Certain Directors and Officers

Related Parties and Certain Directors and Officers

Director Compensation

Amanda Murphy

On February 10, 2020, Amanda Murphy was appointed to our Board. Ms. Murphy was our Director of Operations at the time of her appointment. Ms. Murphy received salary compensation of $0.3 million for Fiscal 2022, respectively. On October 22, 2021, our Board approved the promotion of Ms. Murphy to the position of Chief Operating Officer, as well as an increase in her annual salary to $0.5 million, all of which were effective January 1, 2022. As of August 31, 2022, Ms. Murphy has deferred payment related to her salary increase of approximately $0.2 million. The deferred payment salary is recorded in the accrued liabilities on the condensed consolidated balance sheets.

Scott Absher

On October 22, 2021, our Board approved raising Mr. Absher’s annual salary to $1M, effective January 1, 2022, and also approved the payment of a $0.5 million bonus to Mr. Absher, 50% of which was payable upon Board approval, and the remainder of which was payable on January 1, 2022. As of August 31, 2022, Mr. Absher received payment of 50% of his bonus, or $0.3 million, in March 2022. Furthermore, as discussed in Note 5, Stockholders' Deficit on August 12, 2022, the Company entered into an agreement with Mr. Absher whereby he waived claims to certain unpaid compensation due to him through July 31, 2022, totaling $0.8 million, in exchange for an option to receive $4.1 million Company Preferred Shares. The agreement settled, the deferred payment of his incremental base salary, his outstanding personal time off or PTO as of July 31, 2022, and the remaining 50% of his approved bonus.

J. Stephen Holmes formerly served as a non-employee sales manager, advisor to and significant shareholder of the Company. The Company incurred $0.8 million in professional fees for services provided by Mr. Holmes during Fiscal 2021. On October 22, 2021, the Company severed all ties with Mr. Holmes, effective immediately, and cancelled Preferred Options that had previously been issued to him but had not been exercised. As a result of these actions, the Company no longer has any financial obligation to Mr. Holmes, and believes that he is no longer a significant shareholder of the Company, see Note 5, Stockholders’ Deficit and Note 8 Contingencies.

Related Persons to Scott Absher

Mark Absher, the brother of Scott Absher and was hired Company as Deputy General Counsel – Special Projects, for an annual salary of $0.2 million. Mr. Absher's compensation for the three and six month period ending February 28, 2023, was $60,000 and $0.12 million, respectively. His compensation for the three and six month period ending February 28, 2022, was $0 and $58,000, respectively.

David May, a member of our business development team, is the son-in-law of Mr. Absher. His compensation includes sales commissions of approximately $0.1 million for Fiscal 2022. Mr. May's compensation for the three month and six month period

ending February 28, 2023, was $37,000 and $75,000, respectively. His compensation for the three and six month period ending February 28, 2022, was $43,000 and was $86,000, respectively.

Phil Eastvold, the Executive Producer of ShiftPixy Productions, Inc., is the son-in-law of Mr. Absher. In addition to the relocation bonus noted above, Mr. Eastvold received compensation of approximately $0.2 million and $0.2 million for Fiscal 2022. Mr. Eastvold's compensation for the three and six month period ending February 28, 2023, was $56,000 and $0.1 million, respectively. His compensation for the three and six month period ending February 28, 2022, was $56,000 and $0.1 million, respectively.

Jason Absher, a member of the Company's business development team, is the nephew of Scott Absher and the son of Mark Absher. Mr. Absher annual salary is $0.1 million, Mr. Absher's compensation for the three month period and six month period ending February 28, 2023, was $30,000 and $60,000 respectively, His compensation for the three month period and six month period ending February 28, 2022, was $30,000 and $60,000 respectively.

Connie Absher, (the spouse of Scott Absher), Elizabeth Eastvold, (the daughter of Scott and Connie Absher and spouse of Mr. Eastvold), and Hannah Absher, (the daughter of Scott and Connie Absher), are also employed by the Company. These individuals, as a group, received aggregate compensation of $0.2 million for Fiscal 2022. In addition, as noted above, Hannah Absher received a relocation bonus of approximately $18,000 during Fiscal 2021, in connection with her relocation. Neither Connie Absher nor Elizabeth Eastvold received any such relocation bonus. These individuals, as a group, received compensation for the three and six month period ending February 28, 2023, of $60,000 and $0.1 million, respectively. Compensation as a group for these individuals for the three month period and six month period ending February 28, 2022 was $56,000 and $0.1 million, respectively.

The Company has accrued stock-based compensation related to shares of common stock to be issued for services provided by three directors. Stock-based compensation expense for the three months ended February 28, 2023 and February 28, 2022 was $56,250 and $56,250, respectively. Stock-based compensation expense for the six months ended February 28, 2023 and 2022 was $0.1 million was $0.1 million, respectively. The Company has agreements with three directors to receive shares of common stock was valued at $0.1 million per year. No shares of common stock have been issued as of August 31, 2022 and February 28, 2023, respectively. As of February 28, 2023, the shares of common stock to be issued to directors was 59.040.

As of February 28, 2023 and August 30, 2022, the Company has accrued $0.7 million and $0.6 million, respectively for stock-compensation related to shares to be issued for services to certain directors.

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Commitments

6 Months Ended

Feb. 28, 2023

Commitments and Contingencies Disclosure [Abstract]

Commitments

Commitments

Operating Leases & License Agreements

Effective August 13, 2020, the Company entered into a non-cancelable seven-year lease for office space located in Miami, Florida, to house its principal executive offices commencing October 2020, and continuing through September 2027. The lease contains escalation clauses relating to increases in real property taxes as well as certain maintenance costs. Monthly rent expense under this lease is approximately $57,000. The Company has not made payments under the lease agreement since June 2022, see Note 8 Contingencies related to the legal case with the litigation with the landlord, Courvoisier Centre.

On October 1, 2020, the Company entered into a non-cancelable 64-month lease for industrial space located in Miami, Florida, to house ghost kitchens, production facilities, and certain marketing and technical functions, including those associated with ShiftPixy Labs. The lease contains escalation clauses relating to increases in real property taxes as well as certain maintenance costs. Monthly rent expense under this lease is approximately $34,000.

On June 7, 2021, the Company entered into a non-cancelable sublease agreement with Verifone, Inc. to sublease premises consisting of approximately 8,000 square feet of office space located in Miami, Florida, that the Company anticipates using for its sales and operations workforce. The lease has a term of three years expiring on May 31, 2024. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the sublease. Monthly rent expense under this lease is approximately $26,000.

On June 21, 2021, the Company entered into a non-cancelable 77-month lease for premises for office space located in Sunrise, Florida, that the Company anticipates using primarily to house its operations personnel and other elements of its workforce. The Company lease had possession date of August 1, 2022. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the lease. Monthly rent expense under this lease is approximately $27,000.

On May 2, 2022, the Company entered into a non-cancelable 60-month operating lease, as constituted in an amendment to a prior lease, commencing on July 1, 2022, for office space in Irvine, California, which the Company anticipates using primarily for its IT, operations personnel, and other elements of its workforce. The base rent is paid monthly and escalates annually according to a schedule outlined in the lease. The monthly rent expense under this lease is approximately $24,000. As an incentive, the landlord provided a rent abatement of 50% of the monthly rent for the first four months, with a right of recapture in the event of default.

On August 31, 2022, the Company decided to formally abandon the leases for its offices in the Courvoisier Center, including a sublease on the second floor with Verifone. The determination was based on its inability to utilize the premises as they were under extensive construction renovation by the landlord, resulting in a significant negative impact on the Company’s ability to conduct business and the health and well-being of the Company’s employees and guests. The Company formally notified the landlord of its intention to vacate the premises and has not been legally released from the Company's primary obligations under the leases. The Company received a formal complaint from the landlord, and the matter is in litigation. The Company intends to vigorously defend the lawsuit and counterclaim for relocation costs, see Note 8, Contingencies. As a result of the abandonment, the Company evaluated the ROU assets for impairment as of August 31, 2022, and recorded an impairment charge of $3.9 million, within the impairment loss line item for the year ended., Furthermore, the Company released the corresponding lease liability and evaluated the need for a loss contingency in accordance with ASC 450, recording a contingent liability of $3.8 million, included within accrued expenses of the consolidated balance sheets as of February 28, 2023 and August 31, 2022, respectively.

The components of lease expense are as follows:

	Three Months Ended February 28, 2023		Six Months Ended February 28, 2023
Operating Lease Cost	$	307,792	$	563,753

Future minimum lease and licensing payments under non-cancelable operating leases at February 28, 2023, are as follows:

	Minimum lease commitments
2024	$	1,039,000
2025	1,073,000
2026	1,032,000
2027	746,000
2028	488,000
Thereafter	256,000
Total minimum payments	$	4,634,000
Less: present value discount	563,000
Lease liability	$	4,071,000
Weighted-average remaining lease term - operating leases (months)	63
Weighted-average discount rate	5.54		%

The current portion of the operating lease liability is included within our accounts payable and other accrued liabilities in our condensed consolidated balance sheets.

Special Purpose Acquisition Company Sponsorship

On April 29, 2021, the Company announced its sponsorship, through a wholly owned subsidiary, of four SPAC IPOs. The Company purchased founder shares in each SPAC (the "Founder Shares"), through its wholly owned subsidiary, for an aggregate purchase price of $25,000 per SPAC. The number of Founder Shares issued was determined based on the expectation

that such Founder Shares would represent 15% of the outstanding shares of each SPAC after its IPO (excluding the private placement warrants described below and their underlying securities).

The registration statement and prospectus covering the IPO of IHC, was declared effective by the SEC on October 19, 2021, and IHC units (the “IHC Units”), consisting of one share of common stock and an accompanying warrant to purchase one share of IHC common stock, began trading on the NYSE on October 20, 2021. The IHC IPO closed on October 22, 2021, raising gross proceeds for IHC of $115 million. In connection with the IHC IPO, the Company purchased, through its wholly owned subsidiary, 4,639,102 placement warrants at a price of $1.00 per warrant, for an aggregate purchase price of $4.6 million. Each private placement warrant was exercisable to purchase one whole share of common stock in IHC at $11.50 per share. In as much as IHC was dissolved on November 14, 2022, and the Trust released all the redemption funds to shareholders on December 1, 2022, effectively liquidating the Trust Account, (See Note 4: Special Purpose Acquisition Company ("SPAC") Sponsorship), the private placement warrants have been deemed worthless.

The investment amounts set forth above do not include loans that the Company's subsidiary, ShiftPixy Investments, Inc., has extended to IHC in an amount not to exceed $0.5 million, in its role as sponsor. Nor do they include sums advanced by the Company to IHC to enable it to conduct its activities. As of February 28, 2023, the Company had advanced, through its wholly owned subsidiary, an aggregate of approximately $0.9 million to the SPACs for payment of various expenses in connection with the SPAC IPOs, principally consisting of SEC registration, legal and auditing fees. The Company previously disclosed that it anticipates that the SPAC will repay these advanced expenses from when its IBC is completed. As of February 28, 2023, the Company had an outstanding balance of $0.7 million from advances, which are considered uncollectible with the dissolution of IHC.

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Contingencies

6 Months Ended

Feb. 28, 2023

Commitments and Contingencies Disclosure [Abstract]

Contingencies

Contingencies

Certain conditions may exist as of the date the financial statements are issued, which may result in a loss to the Company, but which will be resolved only when one or more future events occur or fail to occur. The Company’s management assesses such contingent liabilities, and such assessment inherently involves an exercise of judgment.

During the ordinary course of business, the Company is subject to various claims and litigation. Management believes that after consulting legal counsel the outcome of such claims or litigation will not have a material adverse effect on the Company’s financial position, results of operations or cash flow. Some of the matters are detailed below.

Kadima Litigation

The Company became engaged in a dispute with its former software developer, Kadima Ventures (“Kadima”), over incomplete but paid for software development work. In May 2016, the Company entered into a contract with Kadima for the development and deployment of user features that were proposed by Kadima for an original build cost of $2.2 million to complete. This proposal was later revised upward to approximately $7.2 million to add certain features to the original proposal. As of February 28, 2023, the Company has paid approximately $11 million to Kadima, but has never been provided access to the majority of the promised software. Kadima has refused to continue development work, denied access to developed software, and refused to surrender to the Company any software that it has developed unless the Company pays an additional $12 million above the $11 million already paid. In April 2019, Kadima filed a complaint against the Company in the Superior Court of the State of Arizona, Maricopa County, alleging claims for breach of contract, promissory estoppel and unjust enrichment, and seeking damages in excess of $11 million. The Company vigorously disputed and denied each of Kadima’s claims, including that it owes any sums to Kadima, and further asserted that it is entitled, at a minimum, to a refund of a substantial portion of the sums that it has already paid, along with the release of the software modules currently being withheld. Following trial of the case, the court, on November 23, 2022, entered a minute order, finding in favor of the Company and against Kadima in the amount of $5 million plus costs and fees. The minute order was converted to a final judgment order, entered on January 4, 2023, in favor of the Company and against Kadima for $5 million in compensatory damages, plus an amount in excess of $1.8 million in prejudgment interest, plus expert witness fees of $0.3 million, plus costs, plus post judgment interest. There is no assurance that the Company will collect the money it is owed from the judgement.

Splond Litigation

On April 8, 2019, claimant, Corey Splond, filed a class action lawsuit, on behalf of himself and other similarly situated individuals in the Eighth Judicial District Court for the State of Nevada, Clark County, naming the Company and its client as defendants, and alleging violations of certain wage and hour laws. The Company denies any liability. Discovery is proceeding in the case, and no trial date has been set. Even if the plaintiff ultimately prevails, the potential damages recoverable will depend substantially upon whether the Court determines in the future that this lawsuit may appropriately be maintained as a

class action. Further, in the event that the Court ultimately enters a judgment in favor of plaintiff, the Company believes that it would be contractually entitled to be indemnified by its client against at least a portion of any damage award.

Everest Litigation

On December 18, 2020, the Company was served with a Complaint filed in the United States District Court for the Central District of California by its former workers’ compensation insurance carrier, Everest National Insurance Company. The Complaint asserts claims for breach of contract, alleging that the Company owes certain premium payments to plaintiff under a retrospective rated policy, and seeks damages of approximately $0.6 million, which demand has since increased to approximately $1.6 million. On February 5, 2021, the Company filed an Answer to Plaintiff’s Complaint denying its claims for relief, and also filed a cross-claim against the third party claims administrator, Gallagher Bassett Services, Inc., for claims sounding in breach of contract and negligence based upon its administration of claims arising under the policy. By order dated April 7, 2021, the Court dismissed the Company’s complaint against Gallagher Bassett without prejudice to re-filing in another forum. On May 17, 2021, the Company refiled its complaint against Gallagher Basset in the Circuit Court of Cook County, Illinois. Everest subsequently filed a complaint against Gallagher Bassett in New Jersey. Discovery is underway in the cases, and the California Court has set a trial date in the Everest case of August 8, 2023, while no trial date has been set in either of the related Illinois or New Jersey cases, which are in preliminary stages. Mediation in the matter was conducted on December 14, 2022, and the matter was kept open until further notice as the parties are endeavoring to settle the case.

Sunz Litigation

On March 19, 2021, the Company was served with a Complaint filed in the Circuit Court for the 11th Judicial Circuit, Manatee County, Florida, by its former workers’ compensation insurance carrier, Sunz Insurance Solutions, LLC. The Complaint asserts claims for breach of contract, alleging that the Company owes payments for loss reserve funds totaling approximately $10 million, which represents approximately 200% of the amount of incurred and unpaid claims. The Company denies plaintiff’s allegations and is defending the lawsuit vigorously. On May 12, 2021, the Company filed a motion to dismiss the complaint, and Sunz filed an amended complaint in response. Discovery is proceeding in the matter and no trial date has been set. On June 21, 2022, the Court granted Plaintiff’s partial motion for summary judgment, holding that Defendant is liable under the contract, but further finding that the amount of damages, if any, to which Plaintiff is entitled should be determined at trial. We believe that partial summary judgment was improvidently granted, and therefore appealed the Court’s Order by filing a petition for writ of certiorari with the Court of Appeal, which appeal is now pending. On or about November 14, 2022, a court granted Sunz’ motion for summary judgment on a contractual issue—holding that the Company waived claims regarding Sunz’ management of claims to the extent that the Company did not complain about such management within 6 months of the alleged mismanagement of the claims. This ruling may limit the scope of the Company’s counterclaim. Trial in the case has been set for February 2024.

Vensure Litigation

On September 7, 2021, Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure, filed a complaint against the Company in the Court of Chancery of the State of Delaware asserting claims arising from the Asset Purchase Agreement (the “APA”) governing the Vensure Asset Sale described above. The APA provided for Vensure to purchase, through its wholly owned subsidiary, certain of the Company’s assets for total consideration of $19 million in cash, with $9.5 million to be paid at closing, and the remainder to be paid in 48 equal monthly installments (the “Installment Sum”). The Installment Sum was subject to certain adjustments to account for various post-closing payments made by the parties, and the APA provided for the following procedure to determine the final amount of the Installment Sum: (i) Within 90 days of the effective date, Vensure was required to provide the Company with a “Proposed Closing Statement”, which must detail any adjustments; (ii) Within 30 days of its receipt of Vensure’s Proposed Closing Statement, the Company had the right to challenge any of the proposed adjustments contained therein; and (iii) If the Company disputed Vensure’s Proposed Closing Statement, a 30-day period ensued for the parties to attempt to resolve the dispute, with the Company entitled to examine “such Books and Records of [Vensure] as relate to the specific items of dispute . . .”

Vensure resisted the Company’s repeated efforts to obtain the Proposed Closing Statement for over one year after the closing of the transaction. Finally, on March 12, 2021, under threat of legal action by the Company, Vensure provided its Proposed Closing Statement, in which it contended for the first time that it owes nothing to the Company, and that the Company actually owes Vensure the sum of $1.5 million. By letter dated April 6, 2021, the Company provided Vensure with its objections to the Proposed Closing Statement, which included Vensure’s gross overstatement of payments it purportedly made on the Company’s behalf, as well as its bad faith actions in obstructing the Company’s efforts to make these payments.

From April 2021 through August 2021, Vensure and the Company engaged in the “30-day negotiation period” referred to above, which was extended multiple times at Vensure’s request to provide Vensure an opportunity to provide evidence

supporting its assertions. Over the course of these negotiations, Vensure withdrew its claim for approximately $1.5 million from the Company, and acknowledged that Vensure owed ShiftPixy some portion of the Installment Fund. Nevertheless, in early September 2021, without warning and contrary to the dispute resolution provisions of the APA, Vensure filed suit against the Company in Delaware Chancery Court for breach of contract and declaratory judgment, seeking unspecified damages. The Company vigorously disputes and denies each of Vensure’s claims. Accordingly, on November 4, 2021, the Company filed its Answer and Counterclaim to Vensure’s Complaint, in which it not only denied Vensure’s claims, but also asserted counterclaims for breach of contract and tortious interference with contract. The counterclaim seeks damages from Vensure totaling approximately $9.5 million – the full amount due under the APA - plus an award of attorneys’ fees and expenses. The case is proceeding, and no trial date has been set.

Courvoisier Centre Litigation

On August 24, 2022, the landlord of our headquarters offices, Courvoisier Centre, LLC, filed a complaint against the Company in the Eleventh Judicial Circuit Court (Miami-Dade County, Florida) alleging breach of the lease. The Company vacated the offices and ceased payments under the lease in July of 2022, after repeatedly complaining to the landlord regarding the impact of its extensive renovations of the campus and building in which the Company's offices were situated, citing substantial impairments to the Company's ability to conduct business as well as concerns regarding the health and well-being of the Company’s employees and guests, and the Landlord’s inability and refusal to provide any adequate relief. On or about October 10, 2022, the Company filed our answer to the complaint and the Company's counterclaim. The Company intends to vigorously defend the lawsuit and seek recovery for its costs of relocation.

Certified Tire Litigation

On June 29, 2020, the Company was served with a complaint filed by its former client, Certified Tire, in the Superior Court of the State of California, Orange County, naming the Company, two of its officers, and one of its former subsidiaries as defendants. The Complaint asserts multiple causes of action, all of which stem from the former client’s claim that the Company is obligated to reimburse it for sums it paid in settlement of a separate lawsuit brought by one of its employees pursuant to Private Attorney General Act or PAGA. This underlying lawsuit alleged the Company's former client was responsible for multiple violations of the California Labor Code. The Company and the officers named as defendants deny the former client’s allegations, and the Company is defending the lawsuit vigorously based primarily on the Company's belief that the alleged violations that gave rise to the underlying lawsuit were the responsibility of Certified Tire and not the Company. Trial in the matter has been set for September 5, 2023. The Company’s dispositive motion for summary judgment was denied by the court because of its determination that factual disputes exist.

In Re John Stephen Holmes Bankruptcy Litigation

On November 8, 2022, the Chapter 7 trustee of the bankruptcy estate of John Stephen Holmes filed an action against the Company, asserting that the cancellation by the Company of Mr. Holmes' 11,790,000 preferred options on October 22, 2021, violated the automatic stay applicable to Mr. Holmes' Chapter 7 proceedings. After the Company filed a motion to dismiss the trustee's complaint, the trustee endeavored to exercise an option (for 12,500,000 preferred shares) that had been issued in the early stages of the Company but that was later superseded by a modified option that did not provide for convertibility of the preferred shares to common stock and which modified option was in effect at the time that Mr. Holmes filed for bankruptcy. The trustee insists that it has a right to exercise the option for 12,500,000 preferred shares and convert the shares to common stock, notwithstanding (a) the fact that the preferred shares were not convertible to common stock at the time Mr. Holmes filed his bankruptcy petition, (b) the lapse of more than 3 years' time during which the trustee failed to take any action in relation to the option, (c) the connection of the option to Mr. Holmes, who now competes with and is believed to have taken clients from the Company, (d) the intervening 1-for-100 reverse stock split and extensive corporate governance actions, and (e) the negative impact that the issuance of up to 12,500,000 shares would have on the Company and its shareholders. Were the trustee to be successful in its claim, the Company would be obligated to issue up to 12,500,000 restricted shares of the Company's common stock to the trustee, which issuance would materially dilute the share ownership of the existing shareholders and could cause a material decline in the price per share of the Company's common stock. The Company has asserted a number of defenses and intends to vigorously defend itself against the claim.

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Subsequent Events	6 Months Ended
	Feb. 28, 2023
Subsequent Events [Abstract]
Subsequent Events	Subsequent EventsManagement has evaluated events that have occurred subsequent to the date of these financial statements and has determined that, other than those listed below, no such reportable subsequent events exist through the date the financial statements were issued in accordance with FASB ASC Topic 855, "Subsequent Events."

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Summary of Significant Accounting Policies (Policies)

6 Months Ended

Feb. 28, 2023

Accounting Policies [Abstract]

Basis of Presentation

Basis of Presentation

The accompanying unaudited condensed consolidated financial statements of the Company have been prepared in accordance with accounting principles generally accepted in the United States of America (“GAAP”) and the rules of the Securities and Exchange Commission (“SEC”) applicable to interim reports of companies filing as a small reporting company. Accordingly, they do not include all of the information and footnotes required by GAAP for complete financial statements. In the opinion of management, all adjustments (consisting of normal recurring accruals) considered necessary for fair presentation have been included. The results of unaudited condensed operations for the three and six months end February 28, 2023 are not necessarily indicative of the results that may be expected for the full year ending August 31, 2023.

For further information, refer to the consolidated financial statements and footnotes thereto included in the Company’s Annual Report on Form 10-K for the fiscal year ended August 31, 2022 (“Fiscal 2022”), filed with the SEC on December 13, 2022, as amended by Forms 10-K/A, filed with the SEC on December 14, 2022, February 3, 2023 and February 9, 2023, respectively.

Principles of Consolidation

Principles of Consolidation

The unaudited condensed consolidated financial statements include the accounts of ShiftPixy, Inc., and its wholly owned subsidiaries. The unaudited condensed consolidated financial statements also include the accounts of Industrial Human Capital, Inc. ("IHC"), which was a special purpose acquisition company, or "SPAC," for which our wholly owned subsidiary, ShiftPixy Investments, Inc., served as the financial sponsor (as described below), and which SPAC was deemed to be controlled by us as a result of the Company's 15% equity ownership stake, the overlap of three of our executive officers for a period of time as executive officers of IHC, and significant influence that the Company exercised over the funding and acquisition of new operations for an initial business combination ("IBC"). (See Note 2, Variable Interest Entity). All intercompany balances have been eliminated in consolidation. As of February 7, 2023, IHC was not a part of the Company's operations, and consolidation. IHC was dissolved on November 14, 2022, and the Trustee released all the redemption funds from the Trust Account, See Note 4, to IHC shareholders on December 1, 20122, effectively liquidating the Trust. On February 7, 2023, three creditors of IHC

filed an involuntary petition for liquidation under Chapter 7 against IHC in the US Bankruptcy Court for the Southern District of Florida. See Note 4, Pursuant to ASC 810-10-15, consolidation is precluded where control does not rest for a non-controlling interest in legal reorganization or bankruptcy. In addition, IHC did not meet the criteria of a VIE, see Note 4.

Use of Estimates

Use of Estimates

The preparation of financial statements in conformity with GAAP requires the Company to make estimates and assumptions that affect certain reported amounts of assets and liabilities and disclosure of contingent assets and liabilities at the date of the financial statements and the reported amounts of revenues and expenses during the reporting period. Actual results could differ from those estimates. Significant estimates include:

•Assumption as a going concern; management assumes that the Company will continue as a going concern, which contemplates continuity of operations, realization of assets and liquidation of all liabilities in the normal course of business

•Liability for legal contingencies

•Useful lives of property and equipment

•Deferred income taxes and related valuation allowance

•Valuation of illiquid non-controlling interest in SPAC shares transferred and

•Projected development of workers’ compensation claims.

These significant accounting estimates or assumptions bear the risk of change due to the fact that there are uncertainties attached to these estimates or assumptions are difficult to measure of value.

Management regularly reviews the key factors and assumptions to develop the estimates utilizing currently available information, changes in facts and circumstances, historical experience, and reasonable assumptions. After such valuation, if deemed appropriate, those estimates are adjusted accordingly.

Revenue and Direct Cost Recognition

Revenue and Direct Cost Recognition

The Company’s revenues are primarily disaggregated into fees for providing staffing solutions and EAS/HCM services. The Company enters into contracts with its clients for Staffing or EAS based on a stated rate and price in the contract. Contracts generally have a term of 12 months, however are cancellable at any time by either party with 30 days’ written notice. The performance obligations in the agreements are generally combined into one performance obligation, as they are considered a series of distinct services, and are satisfied over time because the client simultaneously receives and consumes the benefits provided as the Company performs the services. Payments for the Company’s services are typically made in advance of, or at the time that the services are provided. The Company does not have significant financing components or significant payment terms for its customers and consequently has no material credit losses. The Company uses the output method based on a stated rate and price over the payroll processed to recognize revenue, as the value to the client of the goods or services transferred to date appropriately depicts the Company's performance towards complete satisfaction of the performance obligation.

Staffing Solutions

The Company records gross billings as revenues for its staffing solutions clients. The Company is primarily responsible for fulfilling the staffing solutions services and has discretion in establishing price. The Company includes the payroll costs in revenues with a corresponding increase to cost of revenues for payroll costs associated with these services. As a result, we are the principal in this arrangement for revenue recognition purposes.

EAS Solutions / HCM

EAS solutions revenue is primarily derived from the Company’s gross billings, which are based on (i) the payroll cost of the Company’s worksite employees (“WSEs”) and (ii) a mark-up computed as a percentage of payroll costs for payroll taxes and workers’ compensation premiums.

Gross billings are invoiced to each EAS client concurrently with each periodic payroll of the Company’s WSEs, which coincides with the services provided and which is typically a fixed percentage of the payroll processed. Revenues, which exclude the payroll cost component of gross billings and therefore consist solely of markup, are recognized ratably over the

payroll period as WSEs perform their services at the client worksite. Although the Company assumes responsibility for processing and remitting payroll and payroll related obligations, it does not assume employment-related responsibilities such as determining the amount of the payroll and related payroll obligations. As a result, the Company records revenue on a “net” basis in this arrangement for revenue recognition purposes. Revenues that have been recognized but not invoiced for EAS clients are included in unbilled accounts receivable on the Company’s condensed consolidated balance sheets were $2.2 million and $2.1 million, as of February 28, 2023 and August 31, 2022, respectively.

Consistent with the Company’s revenue recognition policy for EAS clients, direct costs do not include the payroll cost of its WSEs. The cost of revenue associated with the Company’s revenue generating activities is primarily comprised of all other costs related to its WSEs, such as the employer portion of payroll-related taxes, employee benefit plan premiums and workers’ compensation insurance costs.

The fees collected from the worksite employers for benefits (i.e. zero-margin benefits pass-through), workers’ compensation and state unemployment taxes are presented in revenues and the associated costs of benefits, workers’ compensation and state unemployment taxes are included in operating expenses for EAS clients, as the Company does retain risk and acts as a principal with respect to this aspect of the arrangement. With respect to these fees, the Company is primarily responsible for fulfilling the service and has discretion in establishing price.

Disaggregation of Revenue

The Company’s primary revenue streams include HCM and staffing services. The Company’s disaggregated revenues for the three and six months ended February 28, 2023 and February 28, 2022, respectively, were as follows:

	For the Three Months Ended				For the Six Months Ended
Revenue (in thousands):	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
HCM1	$	1,558	$	1,588	$	2,970	$	3,333
Staffing	3,021		8,849		6,874		16,045
	$	4,579	$	10,437	$	9,844	$	19,378

1 HCM revenue is presented net, $12 million and $23.6 million gross billings less WSE payroll costs of $10.4 million and $20.6 million for the three and six months ended February 28, 2023 and $12.6 million and $25.5 million, respectively Gross billings less WSE payroll costs for the three and six months ended February 2022, was $11 million and $22.2 million, respectively.

For the three and six months ended February 28, 2023 and February 28, 2022, respectively, the following geographical regions represented more than 10% of total revenues:

	For the Three Months Ended				For the Six Months Ended
Region:	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
California	43.6	%	53.5	%	46.3	%	53.9	%
Washington	11.1	%	12.5	%	11.7	%	13.1	%
New Mexico	12.9	%	8	%	11.7	%	7.2	%

Incremental Cost of Obtaining a Contract

Pursuant to the “practical expedients” provided under Accounting Standards Update "ASU" No 2014-09, the Company expenses sales commissions when incurred because the terms of its contracts are cancellable by either party upon 30 days' notice. These costs are recorded in commissions in the Company’s unaudited condensed consolidated statements of operations.

Segment Reporting

Segment ReportingPrior to August 31, 2021, the Company operated as one reportable segment under Accounting Standards Codification "ASC" 280, Segment Reporting. The chief operating decision maker regularly reviews the financial information of the Company at a consolidated level in deciding how to allocate resources and in assessing performance. During Fiscal 2021, the Company entered into new business lines and geographic areas that, to date, are not material. However, with the migration to Staffing during the fiscal quarter ending May 31, 2021, the Company is beginning to manage the business on a segmented basis and therefore intends to report such information once systems and processes are updated accordingly. Reporting and monitoring activities on a segment basis will allow the chief operating decision maker to evaluate operating performance more effectively. However, the Company is working on its systems to properly allocate to its business segments. However, the CEO is actively involved in the day to day business and is aware of the overall segment information.

Cash and Cash Equivalents

Cash and Cash Equivalents

The Company considers all highly liquid investments with an original maturity of three months or less when purchased as cash equivalents. The Company had no cash equivalent as of February 28, 2023 and August 31, 2022.

Marketable Securities Held in Trust Account

Marketable Securities Held in Trust Account

As of August 31, 2022, substantially all of the assets held in the Trust Account were invested in U.S. Treasury securities with maturities of 180 days or less. These funds are restricted for use and may only be used for purposes of completing an initial business combination ("IBC") or redemption of the public common shares of IHC. On December 1, 2022, the Company distributed $117.6 million to the shareholders of IHC. There were no assets held in the Trust Account as of February 28, 2023.

Concentration of Credit Risk

Concentration of Credit RiskThe Company maintains cash with a commercial bank, which is insured by the Federal Deposit Insurance Corporation (“FDIC”). At various times, the Company has deposits in this financial institution in excess of the amount insured by the FDIC. The Company has not experienced any losses related to these balances and believes its credit risk to be minimal.

Fixed Assets

Fixed Assets

Fixed assets are recorded at cost, less accumulated depreciation and amortization. Expenditures for major additions and improvements are capitalized and minor replacements, maintenance, and repairs are charged to expense as incurred. When fixed assets are retired or otherwise disposed of, the cost and accumulated depreciation are removed from the accounts and any resulting gain or loss is included in the results of operations for the respective period. Leasehold improvements are amortized over the shorter of the useful life or the initial lease term.

Fixed assets are recorded at cost and are depreciated over the estimated useful lives of the related assets using the straight-line method. The estimated useful lives of property and equipment for purposes of computing depreciation are as follows:

Equipment:	5 years
Furniture & Fixtures:	5 - 7 years
Leasehold improvements	Shorter of useful life or the remaining lease term, typically 5 years

Depreciation and amortization expense for the three and six months are $0.2 million and $0.3 million for February 28, 2023 and $0.1 million and $0.3 million for February 28, 2022, respectively and is included on the unaudited condensed consolidated statements of operations and included in operating expenses.

Computer Software Development

Computer Software Development

Software development costs relate primarily to software coding, systems interfaces and testing of the Company’s proprietary employer information systems and are accounted for in accordance with Accounting Standards Codification "ASC" 350-40, Internal Use Software.

Internal software development costs are capitalized from the time the internal use software is considered probable of completion until the software is ready for use. Business analysis, system evaluation and software maintenance costs are expensed as incurred. The capitalized computer software development costs are reported under the section fixed assets, net in the consolidated balance sheets and are amortized using the straight-line method over the estimated useful life of the software, generally three to five years from when the asset is placed in service.

The Company determined that there were no material capitalized internal software development costs for the three and six months ended February 28, 2023 and August 31, 2022 All capitalized software recorded was purchased from third party vendors. Capitalized software development costs are amortized using the straight-line method over the estimated useful life of the software, generally three to five years from when the asset is placed in service.

Lease Recognition

Lease Recognition

The Financial Accounting Standards Board "FASB" established Topic 842, Leases, by issuing ASU No. 2016-02 "ASC 842", which required lessees to recognize leases on the balance sheet and disclose key information about leasing arrangements. Topic 842 was subsequently amended by ASU No. 2018-01, Land Easement Practical Expedient for Transition to Topic 842; ASU No. 2018-10, Codification Improvements to Topic 842, Leases; and ASU No. 2018-11, Targeted Improvements. The standard established a right-of-use asset model (“ROU”) that required a lessee to recognize an ROU operating lease asset and lease liability on the condensed balance sheets for all leases with a term longer than 12 months. Leases are classified as finance or operating, with classification affecting the pattern and classification of expense recognition in the unaudited condensed consolidated statement of operations.

Impairment and Disposal of Long-Lived Assets

Impairment and Disposal of Long-Lived AssetsThe Company periodically evaluates its long-lived assets for impairment in accordance with ASC 360-10, Property, Plant, and Equipment. ASC 360-10 requires that an impairment loss be recognized for assets to be disposed of or held-for-use when the carrying amount of an asset is deemed not to be recoverable. If events or circumstances were to indicate that any of the Company's long-lived assets might be impaired, the Company would assess recoverability based on the estimated undiscounted future cash flows to be generated from the applicable asset. In addition, the Company may record an impairment loss to the extent that the carrying value of the asset exceeds the fair value of the asset. Fair value is generally determined using an estimate of discounted future net cash flows from operating activities or upon disposal of the asset.

Workers' Compensation

Workers’ Compensation

Everest Program

Until July 2018, a portion of the Company’s workers’ compensation risk was covered by a retrospective rated policy through Everest National Insurance Company, which calculates the final policy premium based on the Company’s loss experience during the term of the policy and the stipulated formula set forth in the policy. The Company funds the policy premium based on standard premium rates on a monthly basis and based on the gross payroll applicable to workers covered by the policy. During the policy term and thereafter, periodic adjustments may involve either a return of previously paid premiums or a payment of additional premiums by the Company or a combination of both. If the Company’s losses under that policy exceed the expected losses under that policy, then the Company could receive a demand for additional premium payments. The

Company is currently engaged in litigation regarding such a demand for additional premium payments, which we believe to be without merit, See Note 8, Contingencies, Everest Litigation, below.

Sunz Program

From July 2018 through February 28, 2021, the Company’s workers’ compensation program for its WSEs was provided primarily through an arrangement with United Wisconsin Insurance Company and administered by Sunz Insurance Solutions, LLC (“Sunz”). Under this program, the Company has financial responsibility for the first $0.5 million of claims per occurrence. The Company provides and maintains a loss fund that is earmarked to pay claims and claims related expenses. The workers’ compensation insurance carrier establishes monthly funding requirements comprised of premium costs and funds to be set aside for payment of future claims (“claim loss funds”). The level of claim loss funds is primarily based upon anticipated WSE payroll levels and expected workers’ compensation loss rates, as determined by the insurance carrier. Monies funded into the program for incurred claims expected to be paid within one year are recorded as Deposit - workers’ compensation, a short-term asset, while the remainder of claim funds are included in Deposit - workers’ compensation, a long-term asset in our condensed consolidated balance sheets. The Company is currently engaged in litigation regarding demands by Sunz for additional claims loss funds, which we believe to be without merit, as discussed at Note 8, Contingencies, Sunz Litigation, below.

Under the Everest and Sunz programs, the Company utilized a third party to estimate its loss development rate, which was based primarily upon the nature of WSEs’ job responsibilities, the location of WSEs, the historical frequency and severity of workers’ compensation claims, and an estimate of future cost trends. Each reporting period, changes in the assumptions resulting from changes in actual claims experience and other trends are incorporated into its workers’ compensation claims cost estimates.

There were no workers compensation deposits related to theses programs as of February 28, 2023 and as of August 31, 2022, respectively.

Current Program

Effective March 1, 2021, the Company migrated its clients to a guaranteed cost program. Under this program, the Company’s financial responsibility is limited to the cost of the workers’ compensation premium. The Company funds the workers’ compensation premium based on standard premium rates on a monthly basis and based on the gross payroll applicable to workers covered by the policy. Any final adjustments to the premiums are based on the final audited exposure multiplied by the applicable rates, classifications, experience modifications and any other associated rating criteria.

With regard to the prior programs, which continue until fully concluded, the Company’s estimate of incurred claim costs expected to be paid within one year is included in short-term liabilities, while its estimate of incurred claim costs expected to be paid beyond one year is included in long-term liabilities on its consolidated balance sheets. As of February 28, 2023 and August 31, 2022, the Company had short term accrued workers’ compensation costs of $0.4 million and $0.6 million, and long-term accrued workers’ compensation costs of $0.9 million and $1.2 million, respectively.

The Company retained workers’ compensation asset reserves and workers’ compensation related liabilities for former WSEs of clients transferred to Shiftable HR Acquisition, LLC, a wholly owned subsidiary of Vensure Employer Services, Inc. (“Vensure”), in connection with the Vensure Asset Sale described in Note 3, Discontinued Operations, below. As of February 28, 2023, the retained workers’ compensation assets and liabilities are presented as a discontinued operation net asset or liability. As of February 28, 2023 and August 31, 2022, the Company had $1.6 million and $1.4 million in short-term liabilities, and $3.8 million and $3.3 million in long-term liabilities, respectively. The Company had no related worker's compensation assets as of February 28, 2023 and as of August 31, 2022, respectively.

Because the Company bears the financial responsibility for claims up to the level noted above, such claims, which are the primary component of its workers’ compensation costs, are recorded in the period incurred. Workers’ compensation insurance includes ongoing health care and indemnity coverage whereby claims are paid over numerous years following the date of injury. Accordingly, the accrual of related incurred costs in each reporting period includes estimates, which take into account the ongoing development of claims and therefore requires a significant level of judgment. In estimating ultimate loss rates, the Company utilizes historical loss experience, exposure data, and actuarial judgment, together with a range of inputs that are primarily based upon the WSE’s job responsibilities, their location, the historical frequency and severity of workers’ compensation claims, and an estimate of future cost trends. For each reporting period, changes in the actuarial assumptions resulting from changes in actual claims experience and other trends are incorporated into the Company’s workers’ compensation claims cost estimates. The estimated incurred claims are based upon: (i) the level of claims processed during each quarter; (ii) estimated completion rates based upon recent claim development patterns under the plan; and (iii) the number of participants in the plan.

The Company has had very limited and immaterial COVID-19 related claims between March 2020 through the date of this Quarterly Report, although there is a possibility of additional workers’ compensation claims being made by furloughed WSEs as a result of the employment downturn caused by the pandemic. On May 4, 2020, the State of California indicated that workers who become ill with COVID-19 would have a potential claim against workers’ compensation insurance for their illnesses. There is a possibility that additional workers’ compensation claims could be made by employees required to work by their employers during the COVID-19 pandemic, which could have a material impact on the Company's workers’ compensation liability estimates. While the Company has not seen significant additional expenses as a result of any such potential claims to date, which would include claims for reporting periods after February 28, 2023, we continue to monitor closely all workers’ compensation claims made in relation to the COVID-19 pandemic.

Fair Value of Financial Instruments

Fair Value of Financial Instruments

Accounting Standard Codification "ASC" 820, Fair Value Measurement, requires entities to disclose the fair value of financial instruments, both assets and liabilities recognized and not recognized on the balance sheet, for which it is practical to estimate fair value. ASC 820 defines fair value of a financial instrument as the amount at which the instrument could be exchanged in a current transaction between willing parties. As of February 28, 2023 and August 31, 2022, the carrying value of certain financial instruments (cash, accounts receivable and payable) approximated fair value due to the short-term nature of the instruments. Notes Receivable is valued at the Company's estimate of expected collections value as described below, See Note 3, Discontinued Operations.

The Company measures fair value under a framework that utilizes a hierarchy prioritizing the inputs to relevant valuation techniques. The hierarchy gives the highest priority to unadjusted quoted prices in active markets for identical assets or liabilities (Level 1 measurements) and the lowest priority to unobservable inputs (Level 3 measurements). The three levels of inputs used in measuring fair value are:

•Level 1: Inputs to the valuation methodology are unadjusted quoted prices for identical assets or liabilities in active markets that the Company has the ability to access.

•Level 2: Inputs to the valuation methodology include

◦Quoted prices for similar assets or liabilities in active markets

◦Quoted prices for identical or similar assets or liabilities in inactive markets

◦Inputs other than quoted prices that are observable for the asset or liability

◦Inputs that are derived principally from or corroborated by observable market data by correlation or other means; and

◦If the asset or liability has a specified (contractual) term, the Level 2 input must be observable for substantially the full term of the asset or liability

•Level 3: Inputs to the valuation methodology are unobservable and significant to the fair value measurement

Funds held in Trust Account represent U.S. treasury bills that was restricted for use and may only be used for purposes of completing an IBC or redemption of the public shares of common stock of the SPACs as set forth in their respective trust agreements. The funds held in trust are included within Level 1 of the fair value hierarchy and included in cash and marketable securities held in Trust Account in the accompanying condensed consolidated balance sheets. The Trustee distributed all the funds in the Trust Account to the shareholders of IHC on December 1, 2022.

When the Company changes its valuation inputs for measuring financial assets and liabilities at fair value, either due to changes in current market conditions or other factors, it could be required to transfer those assets or liabilities to another level in the hierarchy based on the new inputs used. The Company recognizes these transfers at the end of the reporting period that the transfers occur. The development and determination of the unobservable inputs for Level 3 fair value measurements and the fair

value calculations are the responsibility of the Company’s chief financial officer and are approved by the chief executive officer. There were no transfers out of Level 3 for the three and six months ended February 28, 2023 and August 31, 2022.

Advertising Costs

Advertising CostsThe Company expenses all advertising as incurred.

Income Taxes

Income TaxesThe Company accounts for income taxes pursuant to ASC 740, Income Taxes. Under ASC 740, deferred income taxes are provided on a liability method whereby deferred tax assets are recognized for deductible temporary differences and operating loss carryforwards and deferred tax liabilities are recognized for taxable temporary differences. Temporary differences are the differences between the reported amounts of assets and liabilities and their tax bases. Deferred tax assets are reduced by a valuation allowance when, in the opinion of management, it is more likely than not that some portion or all of the deferred tax assets will not be realized. The provision for income taxes represents the tax expense for the period, if any, and the change during the period in deferred tax assets and liabilities. Deferred tax assets and liabilities are adjusted for the effects of changes in tax laws and rates on the date of enactment. ASC 740 also provides criteria for the recognition, measurement, presentation and disclosure of uncertain tax positions. Under ASC 740, the impact of an uncertain tax position on the income tax return may only be recognized at the largest amount that is more-likely-than-not to be sustained upon audit by the relevant taxing authority. A full valuation allowance was recorded as of February 28, 2023 and August 31, 2022, respectively,

Income (Loss) Per Share

Income (Loss) Per Share

Basic net income or net (loss) per common share is computed by dividing net income or net (loss) attributable to common shareholders by the weighted-average number of shares of common stock outstanding during the reporting period. Common stock outstanding for purposes of net income or net (loss) per share calculations include options, warrants, shares of common stock to be issued to directors for services provided and Preferred Option. Diluted net income or and net (loss) per share is computed similar to basic income or net (loss) per share except that the denominator is increased to include additional common stock equivalents available upon exercise of stock options, warrants, shares of common stock to be issued to directors for services provided and Preferred Option using the treasury stock method. Dilutive common stock equivalents include the dilutive effect of in-the-money stock equivalents, which are calculated based on the average share price for each period using the treasury stock method, excluding any common stock equivalents if their effect would be anti-dilutive. In periods in which a net loss has been incurred, all potentially dilutive common stock shares are considered anti-dilutive and thus are excluded from the calculation. Securities that are excluded from the calculation of weighted average dilutive common stock, because their inclusion would have been antidilutive, are:

For the Three and Six Months Ended	February 28, 2023	February 28, 2022	February 28, 2023	February 28, 2022
Options (See Note 5)	10,003	17,695	10,003	17,695
Warrants (See Note 5)	1,252,749	271,137	1,252,749	224,402
Shares of common stock to be issued to the directors for services provided, (See Note 7)	59,040	—	59,040	—
Preferred Option (Note 5)	37,570	—	37,570	—
Total potentially dilutive shares	1,359,362	288,832	1,359,362	242,097

For the table above, “Options” represent all options granted under the Company’s 2017 Stock Option/Stock Issuance Plan (the "Plan"), as described in Note 5, Stock Based Compensation, below.

Share-Based Compensation

Stock-Based Compensation

As of February 28, 2023, the Company has one stock-based compensation plan under which the Company may issue awards, as described in Note 5, Stock Based Compensation, below. The Company accounts for the Plan under the recognition and measurement principles of ASC 718, Compensation-Stock Compensation, which requires all stock-based payments to

employees, including grants of employee stock options, to be recognized in the unaudited condensed consolidated statements of operations at their fair values.

The grant date fair value is determined using the Black-Scholes-Merton (“Black-Scholes”) pricing model. For all employee stock options, the Company recognizes expense on an accelerated basis over the employee’s requisite service period (generally the vesting period of the equity grant).

The Company’s option pricing model requires the input of highly subjective assumptions, including the expected stock price volatility and expected term. The expected volatility is based on the historical volatility of the Company’s common stock since the Company's initial public offering. Any changes in these highly subjective assumptions significantly impact stock-based compensation expense.

The Company elects to account for forfeitures as they occur. As such, compensation cost previously recognized for an unvested award that is forfeited because of the failure to satisfy a service condition is revised in the period of forfeiture.

The methods and assumptions used in the determination of the fair value of stock-based awards are consistent with those described in the Company's Annual Report on Form 10-K for the year ending August 31, 2022, filed with the SEC on December 13, 2022, and the amendments thereto on Forms 10-K/A filed with the SEC on December 14, 2022, February 3, 2023 and February 9, 2023, respectively, which include a detailed description of the Company's stock-based compensation awards, including information related to vesting terms, service and performance conditions, payout percentages, and process for estimating the fair value of stock options granted.

Financial Instruments-Credit Losses and Recent Accounting Standards

Recently Adopted Accounting Standards

June 2016, the FASB issued ASU 2016-13, “Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments” (“ASU 2016-13”). This standard requires an impairment model (known as the current expected credit loss (“CECL”) model) that is based on expected losses rather than incurred losses. Under the new guidance, each reporting entity should estimate an allowance for expected credit losses, which is intended to result in more timely recognition of losses. This model replaces multiple existing impairment models in current. GAAP, which generally requires a loss to be incurred before it is recognized. The new standard applies to trade receivables arising from revenue transactions such as contract assets and accounts receivable. Under ASC 606, revenue is recognized when, among other criteria, it is probable that an entity will collect the consideration it is entitled to when goods or services are transferred to a customer. When trade receivables are recorded, they become subject to the CECL model and estimates of expected credit losses on trade receivables over their contractual life will be required to be recorded at inception based on historical information, current conditions, and reasonable and supportable forecasts. For the three months ended February 28, 2023, the Company adopted this guidance, and it was not material to the results of operations.

Recent Accounting Standards

As of February 28, 2023, there were no new accounting standards that would need to be disclosed.

Variable Interest Entity

Variable Interest Entity

The Company has been involved in the formation of various entities considered to be Variable Interest Entities (“VIEs”). The Company evaluates the consolidation of these entities as required pursuant to ASC Topic 810 relating to the consolidation of VIEs. These VIEs are SPACs.

The Company’s determination of whether it is the primary beneficiary of a VIE is based in part on an assessment of whether or not the Company and its related parties are exposed to the majority of the risks and rewards of the entity. Typically, the Company is entitled to substantially all or a portion of the economics of these VIEs. The Company is the primary beneficiary of the VIE entities.

In connection with the IPO in October 2021, the Company purchased, through its wholly owned subsidiary, ShiftPixy Investments, Inc. ("Investments" or the "Sponsor"), 4,639,102 private placement warrants ("Placement Warrants") at a price of $1.00 per warrant, for an aggregate purchase price of $4,639,102, and the Company currently own 2,110,000 Founder Shares of IHC common stock, representing approximately 15% of the issued and outstanding common stock of IHC. Before the closing of the IPO, the Sponsor transferred 15,000 Founder Shares to IHC's independent directors, reducing its shareholdings from 2,125,000 to 2,110,000. Each Placement Warrant was identical to the warrants sold in the IPO, except as described in the IPO registration statement and prospectus. Following the completion of IHC's IPO, the Company determined that IHC was a Variable Interest Entity ("VIE") in which the Company had a variable interest because IHC did not have enough equity at risk to finance its activities without additional subordinated financial support. The Company had also determined that IHC's public stockholders did not have substantive rights, and their equity interest constitutes temporary equity, outside of permanent equity, in accordance with ASC 480-10-S99-3A, at such time. As such, the Company concluded that they were the primary beneficiary of IHC as a VIE, as the Company had the right to receive benefits or the obligation to absorb losses of the entity, as well as the power to direct a majority of the activities that significantly impact IHC's economic performance. Since the Company was the primary beneficiary, IHC to be consolidated into the Company's unaudited condensed consolidated financial through February 7, 2023. See Note 4, for the dissolution of IHC and entire amount from the Trust Account to IHC shareholders on December 1, 2022. As of December, 1, 2021, the Company determined that IHC was not a VIE. The Company did not have the power to direct the operations of IHC since IHC was dissolved on November 14, 2022 and the assets of the Trust Account was distributed to its shareholders on December 1, 2022. The Company lost its voting rights, and there is no possibility of recouping its investment. As a result, the Company determined that IHC will not be consolidated into the unaudited condensed financial statements as of December 1, 2022 See Note 4 regarding three of IHC creditors forcing them into bankruptcy.

Shares Subject to Possible Redemption

Subject to Possible RedemptionThe Company previously accounts for its common stock holdings in its sponsored SPACs (which were consolidated in the Company's unaudited condensed consolidated financial statements) through February 7, 2023, which was previously subject to possible redemption in accordance with the guidance in ASC Topic 480 “Distinguishing Liabilities from Equity.” Shares of common stock subject to mandatory redemption are classified as a liability instrument and are measured at fair value. Conditionally redeemable shares of common stock (including shares of common stock that feature redemption rights that are either within the control of the holder or subject to redemption upon the occurrence of uncertain events not solely within the Company’s control) are classified as temporary equity. At all other times, shares of common stock are classified as shareholders’ equity. Each sponsored SPAC's shares of common stock feature certain redemption rights that are considered to be outside of the SPAC's control and subject to occurrence of uncertain future events. However, since the common stock subject to redemption were paid to IHC shareholders on December 1. 2022, the fair market value as of August 31, 2022 was classified as a current liability. The Company has recorded increases or decreases in the carrying amount of the redeemable common stock are affected by charges against additional paid in-capital and accumulated deficit.

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Summary of Significant Accounting Policies (Tables)

6 Months Ended

Feb. 28, 2023

Accounting Policies [Abstract]

Disaggregation of Revenue

The Company’s disaggregated revenues for the three and six months ended February 28, 2023 and February 28, 2022, respectively, were as follows:

	For the Three Months Ended				For the Six Months Ended
Revenue (in thousands):	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
HCM1	$	1,558	$	1,588	$	2,970	$	3,333
Staffing	3,021		8,849		6,874		16,045
	$	4,579	$	10,437	$	9,844	$	19,378

1 HCM revenue is presented net, $12 million and $23.6 million gross billings less WSE payroll costs of $10.4 million and $20.6 million for the three and six months ended February 28, 2023 and $12.6 million and $25.5 million, respectively Gross billings less WSE payroll costs for the three and six months ended February 2022, was $11 million and $22.2 million, respectively.

Revenue from External Customers by Geographic Areas

For the three and six months ended February 28, 2023 and February 28, 2022, respectively, the following geographical regions represented more than 10% of total revenues:

	For the Three Months Ended				For the Six Months Ended
Region:	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
California	43.6	%	53.5	%	46.3	%	53.9	%
Washington	11.1	%	12.5	%	11.7	%	13.1	%
New Mexico	12.9	%	8	%	11.7	%	7.2	%

Schedules of Concentration of Risk, by Risk Factor

The following represents clients who have ten percent of total accounts receivable as of February 28, 2023 and August 31, 2022, respectively.

	As of
	February 28, 2023		August 31, 2022
Clients:	(Unaudited)
Client 1	71.5	%	—	%
Client 2	15.7	%	39.2	%
Client 3	6.3	%	15.4	%
Client 4	5.8	%	22.0	%

Schedule of Estimated Useful Lives of Property and Equipment

The estimated useful lives of property and equipment for purposes of computing depreciation are as follows:

Equipment:	5 years
Furniture & Fixtures:	5 - 7 years
Leasehold improvements	Shorter of useful life or the remaining lease term, typically 5 years

Schedule of Antidilutive Securities Excluded from Computation of Earnings Per Share

Securities that are excluded from the calculation of weighted average dilutive common stock, because their inclusion would have been antidilutive, are:

For the Three and Six Months Ended	February 28, 2023	February 28, 2022	February 28, 2023	February 28, 2022
Options (See Note 5)	10,003	17,695	10,003	17,695
Warrants (See Note 5)	1,252,749	271,137	1,252,749	224,402
Shares of common stock to be issued to the directors for services provided, (See Note 7)	59,040	—	59,040	—
Preferred Option (Note 5)	37,570	—	37,570	—
Total potentially dilutive shares	1,359,362	288,832	1,359,362	242,097

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Discontinued Operations (Tables)

6 Months Ended

Feb. 28, 2023

Discontinued Operations and Disposal Groups [Abstract]

Schedule of Disposal Groups Including Discontinued Operations, Reconciliation of Gross Proceeds to Net Proceeds as Presented in Cash Flow Statement

The following reconciliation of the gross proceeds to the net proceeds from the Vensure Asset Sale is presented in the condensed consolidated balance sheets as of February 28, 2023 and August 31, 2022.

	As of
	February 28, 2023 (Unaudited)		August 31, 2022
Gross proceeds	$	19,166,000	$	19,166,000
Cash received at closing – asset sale	(9,500,000)		(9,500,000)
Cash received at closing – working capital	(166,000)		(166,000)
Gross note receivable	$	9,500,000	$	9,500,000
Less:  Transaction reconciliation – estimated working capital adjustments	(2,604,000)		(2,604,000)
Adjusted Note Receivable	6,896,000		6,896,000
Reserve for estimated potential claims	(2,892,000)		(2,892,000)
Reserve for potential collectability concerns	$	(4,004,000)	$	(4,004,000)
Long-term note receivable, estimated net realizable value	$	—	$	—

Disposal Groups, Including Discontinued Operations

The carrying amounts of the classes of assets and liabilities from the Vensure Asset Sale included in discontinued operations are as follows:

	As of
	February 28, 2023		August 31, 2022
	(Unaudited)
Deposits – workers’ compensation	—		—
Total current assets	—		—
Deposits – workers’ compensation	—		—
Total assets	$	—	$	—
Accrued workers’ compensation cost	1,628,000		1,362,000
Total current liabilities	1,628,000		1,362,000
Accrued workers’ compensation cost	3,810,000		3,269,000
Total liabilities	5,438,000		4,631,000
Net liability	$	(5,438,000)	$	(4,631,000)

Schedule of Disposal Groups Including Discontinued Operations Income Statement

Reported results for the discontinued operations by period were as follows:

	For the Three Months Ended				For the Six Months Ended
	February 28, 2023		February 28, 2022		February 28, 2023		February 28, 2022
Revenues	$	—	$	—	$	—	$	—
Cost of revenues	607,000		18,000		807,000		151,000
Gross profit (loss)	(607,000)		(18,000)		(807,000)		(151,000)
Total operating expenses	—		—		—		—
Loss from discontinued operations	$	(607,000)	$	(18,000)	$	(807,000)	$	(151,000)

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Stockholders' Deficit (Tables)

6 Months Ended

Feb. 28, 2023

Equity [Abstract]

Schedule of Stockholders' Equity Note, Warrants or Rights

The following table summarizes the changes in the Company’s common stock and Prefunded Warrants for the period ended February 28, 2023.

	Number of shares	Weighted average remaining life (years)	Weighted average exercise price
Warrants outstanding, August 31, 2022	522,786	7.2	$	47.99
Issued	854,166	7.1	12.00
Exercised	(124,203)	0	—
Warrants outstanding, February 28, 2023	1,252,749	6.6	33.61
Warrants exercisable, February 28, 2023	398,582	6.8	$	86.38

The following table summarizes the Company’s warrants outstanding as of February 28, 2023 (Unaudited):

	Warrants Outstanding	Weighted average Life of Outstanding Warrants in years	Exercise price
September 2022 Common Warrants(1)	833,334	6.6	$	12.00
September 2022 Underwriter Warrants	20,833	4.3	13.20
July 2022 Common Warrants(2)	348,408	7.4	26.00
Sep 2021Underwriter Warrants	3,762	6.2	175.45
May 2021Underwriter Warrants	2,474	3.2	242.50
October 2020 Common Warrants	23,000	2.6	330.00
October 2020 Underwriter Warrants	2,000	2.6	330.00
May 2020 Common Warrants	12,776	2.2	540.00
May 2020 Underwriter Warrants	1,111	2.2	540.00
March 2020 Exchange Warrants	4,237	2.6	1,017.00
Amended March 2019 Warrants	663	1.0	4,000.00
March 2019 Services Warrants	34	1.0	7,000.00
June 2018 Warrants	63	0.8	9,960.00
June 2018 Services Warrants	54	0.8	9,960.00
	1,252,749	6.6	$	34.78

(1)The September 2022 Common Warrants are exercisable commencing March 23, 2023 (six months from the date of issuance) and will terminate March 23, 2030.

(2)The July 2022 Common Warrants became exercisable effective January 19, 2023.

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Stock Based Compensation (Tables)

6 Months Ended

Feb. 28, 2023

Share-Based Payment Arrangement [Abstract]

Share-based Payment Arrangement, Option, Activity

The following table summarizes option activity for the six months ending February 28, 2023.

	Options Outstanding and Exercisable
	Number of Options	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price
		(In years)
Balance outstanding as of August 31, 2022	11,753	8.1	$	733.00
Forfeited	(1,750)	8.3	2.70
Balance outstanding expected to be exercisable as of February 28, 2023	10,003	7.5	$	813.70

Share-based Compensation Arrangement by Share-based Payment Award, Options, Vested and Expected to Vest, Outstanding and Exercisable

Option vesting activity from August 31, 2022, through February 28, 2023 was as follows:

Options Vested	Number of Options	Weighted Remaining Contractual Life	Weighted Average Exercise Price
		(In years)
Balance, August 31, 2022	5,269	8.1	$	1,146.00
Vested	1,560	7.8	434.00
Forfeited	(716)	8.1	293.00
Balance, February 28, 2023	6,113	7.4	$	1,064.00

Summarizes of Stock Options Outstanding

The following table summarizes information about stock options outstanding and vested as of February 28, 2023: 

	Options Outstanding				Options Vested
Exercise Prices	Number of Options Exercisable	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price		Number of Options	Weighted Average Remaining Contractual Life	Weighted Average Exercise Price
		(In Years)				(In Years)
$50.00 - 1,000.00	9,641	7.6	$	453	5,754	7.5	$	466
$1,001.00 - $4,000.00	20	6.3	1,895		19	6.7	1,896
$4,001.00 - $8,000.00	121	6.1	5,121		120	6.2	5,120
$8,001.00 - $12,000.00	101	5.2	10,298		101	5.2	10,298
$12,001.00 - $16,000.00	109	4.4	15,584		109	4.4	15,584
$16,001.00 - $39,160.00	11	4.4	39,160		11	4.4	39,160
	10,003	7.6	$	814	6,113	7.4	$	1,064

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Commitments (Tables)

6 Months Ended

Feb. 28, 2023

Commitments and Contingencies Disclosure [Abstract]

Lease, Cost

The components of lease expense are as follows:

	Three Months Ended February 28, 2023		Six Months Ended February 28, 2023
Operating Lease Cost	$	307,792	$	563,753

Lessee, Operating Lease, Liability, Maturity

Future minimum lease and licensing payments under non-cancelable operating leases at February 28, 2023, are as follows:

	Minimum lease commitments
2024	$	1,039,000
2025	1,073,000
2026	1,032,000
2027	746,000
2028	488,000
Thereafter	256,000
Total minimum payments	$	4,634,000
Less: present value discount	563,000
Lease liability	$	4,071,000
Weighted-average remaining lease term - operating leases (months)	63
Weighted-average discount rate	5.54		%

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Nature of Operations (Details)	Sep. 01, 2022
Organization, Consolidation and Presentation of Financial Statements [Abstract]
Stock split conversion ratio	0.01

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Summary of Significant Accounting Policies - Additional Information (Details)				1 Months Ended		3 Months Ended		6 Months Ended		12 Months Ended
	Feb. 07, 2023 USD ($) sponsorship creditor	Oct. 22, 2021 USD ($) $ / shares shares	Oct. 21, 2021 shares	Dec. 31, 2022 USD ($)	Sep. 30, 2022 USD ($)	Feb. 28, 2023 USD ($) plan shares	Feb. 28, 2022 USD ($)	Feb. 28, 2023 USD ($) officer plan shares	Feb. 28, 2022 USD ($)	Aug. 31, 2020 segment	Jan. 31, 2023 USD ($)	Nov. 30, 2022 sponsorship	Aug. 31, 2022 USD ($) shares	Apr. 29, 2021 sponsorship
Concentration Risk [Line Items]
Cash						$ 800,000		$ 800,000
Working capital deficit						(35,300,000)		(35,300,000)
Net cash used in operating activities, continuing operations								5,323,000	$ 10,333,000
Retained earnings (accumulated deficit)						(203,917,000)		$ (203,917,000)					$ (192,725,000)
Contract with customer, term								12 months
Contract with customer, cancellation period								30 days
Unbilled accounts receivable						2,172,000		$ 2,172,000					2,105,000
Number of reportable segments | segment										1
Redemption funds distributed to shareholders								117,574,000	0
Cash, uninsured amount						1,000,000		1,000,000					600,000
Depreciation and amortization						150,000	$ 130,000	299,000	253,000
Capitalized computer software, additions						0	0	0
Research and development expense						100,000	1,100,000	200,000	2,200,000
Workers' compensation, claim responsibility per occurrence						500,000		500,000
Workers' compensation asset, current						0		0					0
Workers' compensation asset, noncurrent						0		0					0
Workers' compensation liability, current						439,000		439,000					567,000
Workers' compensation liability, noncurrent						913,000		913,000					1,227,000
Disposal group, including discontinued operation, workers' compensation asset, current						0		0					0
Disposal group, including discontinued operation, workers' compensation asset, noncurrent						0		0					$ 0
Advertising expense						$ 500,000	400,000	$ 900,000	900,000
Number of stock-based compensation plans | plan						1		1
Other commitments, number of special purpose acquisition company sponsorships | sponsorship	0											1		4
Class of warrant or right, outstanding (in shares) | shares						1,252,749		1,252,749					522,786
Common stock, shares, transferred (in shares) | shares			15,000
Deconsolidation, loss, amount						$ 540,000	$ 0	$ 540,000	$ 0
Noncontrolling interest
Concentration Risk [Line Items]
Noncontrolling interest, decrease from deconsolidation	$ 9,400,000
Other Income
Concentration Risk [Line Items]
Deconsolidation, loss, amount	$ 600,000
IHC
Concentration Risk [Line Items]
Variable interest entity, qualitative or quantitative information, ownership percentage								15.00%
Number of executive officers overlapping with SPAC | officer								3
Number of creditors filing an involuntary petition for liquidation of SPAC | creditor	3
Common stock, shares, owned (in shares) | shares		2,110,000	2,125,000			2,110,000		2,110,000
Variable interest entity, net liabilities	$ 600,000
Non-controlling interest	$ 500,000
Variable interest entity, qualitative or quantitative information, non-ownership percentage								85.00%
Private Placement
Concentration Risk [Line Items]
Sale of stock, consideration received on transaction, gross					$ 5,000,000
Sale of stock, consideration received on transaction					$ 4,400,000
At-The-Market Offering
Concentration Risk [Line Items]
Sale of stock, consideration received on transaction, gross						$ 1,900,000
Sale of stock, consideration received on transaction						$ 1,400,000
Sale of stock, aggregate offering amount, maximum											$ 8,200,000
Sale of stock, number of shares issued in transaction (in shares) | shares						305,340
Sale of stock, amount remaining available for sale of shares						$ 6,300,000		$ 6,300,000
IPO
Concentration Risk [Line Items]
Redemption funds distributed to shareholders				$ 117,600,000
IPO | IHC | Placement Warrants
Concentration Risk [Line Items]
Class of warrant or right, outstanding (in shares) | shares		4,639,102
Sale of warrants, price per share (in dollars per share) | $ / shares		$ 1.00
Aggregate purchase price		$ 4,639,102
Minimum
Concentration Risk [Line Items]
Capitalized software development, useful life								3 years
Minimum | Software Development
Concentration Risk [Line Items]
Property, plant and equipment, useful life								3 years
Maximum
Concentration Risk [Line Items]
Capitalized software development, useful life								5 years
Maximum | Software Development
Concentration Risk [Line Items]
Property, plant and equipment, useful life								5 years

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Summary of Significant Accounting Policies - Disaggregation of Revenue (Details) - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Feb. 28, 2023	Feb. 28, 2022	Feb. 28, 2023	Feb. 28, 2022
Disaggregation of Revenue [Line Items]
Revenues	$ 4,579	$ 10,437	$ 9,844	$ 19,378
Gross billings	12,000	12,600	23,600	25,500
Worksite employee payroll cost	10,400	11,000	20,600	22,200
HCM
Disaggregation of Revenue [Line Items]
Revenues	1,558	1,588	2,970	3,333
Staffing
Disaggregation of Revenue [Line Items]
Revenues	$ 3,021	$ 8,849	$ 6,874	$ 16,045

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Summary of Significant Accounting Policies - Revenue from External Customers by Geographical Areas (Details) - Revenue from Contract with Customer Benchmark - Geographic Concentration Risk	3 Months Ended		6 Months Ended
	Feb. 28, 2023	Feb. 28, 2022	Feb. 28, 2023	Feb. 28, 2022
California
Concentration Risk [Line Items]
Concentration risk, percentage	43.60%	53.50%	46.30%	53.90%
Washington
Concentration Risk [Line Items]
Concentration risk, percentage	11.10%	12.50%	11.70%	13.10%
New Mexico
Concentration Risk [Line Items]
Concentration risk, percentage	12.90%	8.00%	11.70%	7.20%

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Summary of Significant Accounting Policies - Schedule of Concentration Risk, by Risk Factor (Details) - Accounts Receivable - Customer Concentration Risk	6 Months Ended	12 Months Ended
	Feb. 28, 2023	Aug. 31, 2022
Client 1
Concentration Risk [Line Items]
Concentration risk, percentage	71.50%	0.00%
Client 2
Concentration Risk [Line Items]
Concentration risk, percentage	15.70%	39.20%
Client 3
Concentration Risk [Line Items]
Concentration risk, percentage	6.30%	15.40%
Client 4
Concentration Risk [Line Items]
Concentration risk, percentage	5.80%	22.00%

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Summary of Significant Accounting Policies - Schedule of Estimated Useful Lives of Property and Equipment (Details)	6 Months Ended
	Feb. 28, 2023
Equipment:
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life	5 years
Furniture & Fixtures: | Minimum
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life	5 years
Furniture & Fixtures: | Maximum
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life	7 years
Leasehold improvements
Property, Plant and Equipment [Line Items]
Property, plant and equipment, useful life	5 years

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Summary of Significant Accounting Policies - Weighted Average Dilutive Common Shares (Details) - shares	3 Months Ended		6 Months Ended
	Feb. 28, 2023	Feb. 28, 2022	Feb. 28, 2023	Feb. 28, 2022
Total potentially dilutive shares (in shares)	1,359,362	288,832	1,359,362	242,097
Options (See Note 5)
Total potentially dilutive shares (in shares)	10,003	17,695	10,003	17,695
Warrants (See Note 5)
Total potentially dilutive shares (in shares)	1,252,749	271,137	1,252,749	224,402
Shares of common stock to be issued to the directors for services provided, (See Note 7)
Total potentially dilutive shares (in shares)	59,040	0	59,040	0
Preferred Option (Note 5)
Total potentially dilutive shares (in shares)	37,570	0	37,570	0

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Discontinued Operations - Narrative (Details) - USD ($)		6 Months Ended	12 Months Ended
	Jan. 03, 2020	Feb. 28, 2023	Aug. 31, 2022	Aug. 31, 2020	Mar. 12, 2021
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Reserve on potential collectability		$ 4,004,000	$ 4,004,000
Disposal by sale | Overall business
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Period for payment of gross proceeds (in years)	4 years
Working capital adjustment		2,604,000	2,604,000		$ 10,700,000
Disposal group, including discontinued operations, additional reserve for estimated potential claims		2,892,000	2,892,000
Gross note receivable	$ 9,500,000	9,500,000	9,500,000
Long-term note receivable, estimated net realizable value		0	$ 0
Discontinued operation, gain (Loss) on disposal of discontinued operation, net of tax				$ 15,600,000
Disposal group, including discontinued operation, consideration receivable, notes receivable, working capital adjustments		2,600,000
Lower net assets transferred at closing		88,000
Disposal group, including discontinued operations, consideration receivable, notes receivable, working capital adjustments for cash remitted to bank account by former client		$ 2,500,000
Disposal group including discontinued operations, estimated lower percentage of gross wages		90.00%
Disposal group including discontinued operations, contingent consideration		$ 1,400,000
Disposal by sale | PEO business
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Percentage of business sold	100.00%

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Discontinued Operations - Reconciliation of Gross Proceeds to Net Proceeds From Sale Transaction (Details) - USD ($)	6 Months Ended	12 Months Ended
	Feb. 28, 2023	Aug. 31, 2022	Mar. 12, 2021	Jan. 03, 2020
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Reserve for potential collectability concerns	$ (4,004,000)	$ (4,004,000)
Overall business | Disposal by sale
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Gross proceeds	19,166,000	19,166,000
Cash received at closing – asset sale	(9,500,000)	(9,500,000)
Cash received at closing – working capital	(166,000)	(166,000)
Gross note receivable	9,500,000	9,500,000		$ 9,500,000
Less:  Transaction reconciliation – estimated working capital adjustments	(2,604,000)	(2,604,000)	$ (10,700,000)
Adjusted Note Receivable	6,896,000	6,896,000
Reserve for estimated potential claims	(2,892,000)	(2,892,000)
Long-term note receivable, estimated net realizable value	$ 0	$ 0

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Discontinued Operations - Carrying Amounts of Assets and Liabilities (Details) - USD ($)	Feb. 28, 2023	Aug. 31, 2022
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Deposits – workers’ compensation	$ 0	$ 0
Deposits – workers’ compensation	0	0
Total current liabilities	1,628,000	1,362,000
Disposal by sale | Overall business
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Deposits – workers’ compensation	0	0
Total current assets	0	0
Deposits – workers’ compensation	0	0
Total assets	0	0
Accrued workers’ compensation cost	1,628,000	1,362,000
Total current liabilities	1,628,000	1,362,000
Accrued workers’ compensation cost	3,810,000	3,269,000
Total liabilities	5,438,000	4,631,000
Net liability	$ (5,438,000)	$ (4,631,000)

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Discontinued Operations - Reported Results for the Discontinued Operations (Details) - Disposal by sale - Overall business - USD ($) $ in Thousands	3 Months Ended		6 Months Ended
	Feb. 28, 2023	Feb. 28, 2022	Feb. 28, 2023	Feb. 28, 2022
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Revenues	$ 0	$ 0	$ 0	$ 0
Cost of revenues	607	18	807	151
Gross profit (loss)	(607)	(18)	(807)	(151)
Total operating expenses	0	0	0	0
Loss from discontinued operations	$ (607)	$ (18)	$ (807)	$ (151)

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Special Purpose Acquisition Company ("SPAC") Sponsorship (Details) $ in Millions		6 Months Ended
	Feb. 07, 2023 USD ($) creditor	Feb. 28, 2023	Oct. 15, 2022 shares	Oct. 14, 2022 USD ($) shares	Oct. 22, 2021 USD ($)	Apr. 29, 2021
Investments in and Advances to Affiliates [Line Items]
Temporary equity, carrying amount, attributable to parent					$ 116.7
Other commitments, percentage of outstanding shares, per acquisition company						15.00%
IHC
Investments in and Advances to Affiliates [Line Items]
Variable interest entity, net liabilities	$ 0.6
Non-controlling interest	$ 0.5
Variable interest entity, qualitative or quantitative information, non-ownership percentage		85.00%
Number of creditors filing an involuntary petition for liquidation of SPAC | creditor	3
Number of largest creditors of SPAC | creditor	2
IHC
Investments in and Advances to Affiliates [Line Items]
Assets held-in-trust, net tangible assets threshold				$ 5.0
IHC | Public Shares
Investments in and Advances to Affiliates [Line Items]
Common stock, shares, outstanding (in shares) | shares			248,653
IHC | Redeeming Shareholders
Investments in and Advances to Affiliates [Line Items]
Common stock, shares, outstanding (in shares) | shares				11,251,347

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Stockholders' Deficit - Additional Information (Details)												1 Months Ended	3 Months Ended		4 Months Ended	6 Months Ended
	Nov. 08, 2022 shares	Sep. 20, 2022 USD ($) warrant $ / shares shares	Sep. 01, 2022 shares	Aug. 12, 2022 USD ($) $ / shares shares	Jul. 19, 2022 shares	Jul. 14, 2022 USD ($) multiple $ / shares shares	Jan. 26, 2022 USD ($) $ / shares shares	Oct. 22, 2021 shares	Aug. 13, 2021 $ / shares shares	Jun. 05, 2020 shares	Jun. 04, 2020 USD ($) shares	Sep. 30, 2022 USD ($)	Feb. 28, 2023 USD ($) $ / shares shares	Feb. 28, 2022 USD ($)	Nov. 30, 2020 shares	Feb. 28, 2023 USD ($) $ / shares shares	Feb. 28, 2022 USD ($)	Jan. 31, 2023 USD ($)	Aug. 31, 2022 USD ($) $ / shares shares	Jan. 28, 2022 shares	Sep. 03, 2021 shares	May 17, 2021 $ / shares shares	Mar. 31, 2021 shares	Mar. 30, 2021 shares	Jan. 31, 2020 shares	Sep. 30, 2016 $ / shares shares
Class of Warrant or Right [Line Items]
Preferred stock, par or stated value per share (in dollars per share) | $ / shares													$ 0.0001			$ 0.0001			$ 0.0001							$ 0.0001
Convertible preferred stock, shares issued upon conversion (in shares)																										1
Number of options available for grant to founder shareholders (in shares)																							30,000	2,500
Share-based compensation arrangement by share-based payment award, options, forfeitures in period (in shares)																1,750
Preferred options outstanding (in shares)													10,003			10,003			11,753
Share-based compensation arrangement by share-based payment award, expiration period																10 years
Options forfeited (in shares)																716
Decrease in employee related liabilities | $																$ (4,871,000)	$ (3,297,000)
Preferred stock preferential dividend | $													$ 0	$ 0		$ 127,145,000	0
Common stock, par or stated value per share (in dollars per share) | $ / shares													$ 0.0001			$ 0.0001			$ 0.0001
Exercise price of warrants (in dollars per share) | $ / shares													$ 33.61			$ 33.61			$ 47.99
Class of warrant or right, outstanding (in shares)													1,252,749			1,252,749			522,786
Payments of stock issuance costs | $																$ 0	3,502,000
Change in fair value due to warrant modification | $																0	13,728,000
Prefunded warrants from private placement, net of offering costs | $																	6,861,000
Additional paid-in capital | $													$ 168,193,000			168,193,000			$ 151,731,000
Deemed dividend from change in fair value from warrants modification | $													$ 0	$ 7,731,000		$ 0	$ 7,731,000
John Stephen Holmes Bankruptcy Litigation
Class of Warrant or Right [Line Items]
Loss contingency, damages sought (in shares)	12,500,000
Common Stock Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, deemed dividend | $		$ 106,000
Existing Warrants
Class of Warrant or Right [Line Items]
Warrants to acquire shares of common stock (in shares)																						49,484
Exercise price of warrants (in dollars per share) | $ / shares																						$ 242.50
Change in fair value due to warrant modification | $							$ 640,000
Investor Warrants
Class of Warrant or Right [Line Items]
Exercise price of warrants (in dollars per share) | $ / shares							$ 120.00
Jan 2022 Common Warrants
Class of Warrant or Right [Line Items]
Warrants to acquire shares of common stock (in shares)							98,969
Exercise price of warrants (in dollars per share) | $ / shares							$ 155.00
Class of warrant or right, number of securities called by each warrant or right (in shares)							2
Proceeds from private placement prefunded warrants, net of offering costs | $							$ 5,900,000
Payments of stock issuance costs | $							500,000
Change in fair value due to warrant modification | $							12,600,000
Prefunded warrants from private placement, net of offering costs | $							5,500,000
Additional paid-in capital | $							5,500,000
Deemed dividend from change in fair value from warrants modification | $							$ 7,700,000
Chief Executive Officer | Scott W Absher
Class of Warrant or Right [Line Items]
Preferred stock, par or stated value per share (in dollars per share) | $ / shares									$ 0.0001
Share-based compensation arrangement by share-based payment award, fair value assumptions, exercise price (in dollars per share) | $ / shares				$ 0.0001		$ 0.0001			$ 0.0001				$ 0.0001			$ 0.0001
Share-based compensation arrangement by share-based payment award, expiration period				10 years		10 years			24 months
Share-based compensation arrangement by share-based payment award, assets or earning power threshold for option exercise									50.00%
Convertible preferred stock, shares issuable upon conversion per preferred share (in shares)									1
Options forfeited (in shares)						12,500,000
Price per share (in dollars per share) | $ / shares				$ 0.23		$ 0.3
Share-based compensation arrangement by share-based payment award, fair value assumptions, risk free interest rate				3.00%		3.10%
Share-based compensation arrangement by share-based payment award, fair value assumptions, expected volatility rate				125.70%		125.70%
Decrease in employee related liabilities | $				$ 820,000
Shares issued for services rendered (in shares)				4,100,000
Preferred Stock Issued
Class of Warrant or Right [Line Items]
Stock options exercised (in shares)															294,490
Preferred options outstanding (in shares)													37,570			37,570
Conversion of stock, shares converted (in shares)			8,600,000
Preferred Stock Issued | Chief Executive Officer | Scott W Absher
Class of Warrant or Right [Line Items]
Preferred stock, par or stated value per share (in dollars per share) | $ / shares						$ 0.0001
Stock options exercised (in shares)											12,500,000
Number of options available for grant to founder shareholders (in shares)									12,500,000		12,500,000		12,500,000			12,500,000
Proceeds from issuance of preferred stock | $						$ 5,000					$ 1,250
Number option additionally available for grant to founder shareholders (in shares)										12,500,000
Multiples of par value paid for preferred stock | multiple						4
Preferred Stock Issued | Founding Shareholder | J Stephen Holmes
Class of Warrant or Right [Line Items]
Share-based compensation arrangement by share-based payment award, options, forfeitures in period (in shares)								11,790,000
Common Stock Issued
Class of Warrant or Right [Line Items]
Shares issued upon conversion (in shares)			8,600,000
Common Stock Issued | Chief Executive Officer | Scott W Absher
Class of Warrant or Right [Line Items]
Convertible preferred stock, shares issued upon conversion (in shares)					8,000,000
Common shares lock up period				6 months	6 months
Stock Option | Chief Executive Officer | Scott W Absher
Class of Warrant or Right [Line Items]
Number of options available for grant to founder shareholders (in shares)													25,000,000			25,000,000
Stock Option | Preferred Stock Issued
Class of Warrant or Right [Line Items]
Convertible preferred stock (in shares)																									24,634,560
Common Share Units
Class of Warrant or Right [Line Items]
Shares issued upon conversion (in shares)															294,490
Common Share Units | Chief Executive Officer | Scott W Absher
Class of Warrant or Right [Line Items]
Shares issued upon conversion (in shares)										12,500,000
Common shares lock up period										24 months
Preferred Class A | Preferred Stock Issued | Chief Executive Officer | Scott W Absher
Class of Warrant or Right [Line Items]
Number of options available for grant to founder shareholders (in shares)						12,500,000
Convertible Preferred Stock | Chief Executive Officer | Scott W Absher
Class of Warrant or Right [Line Items]
Price per share (in dollars per share) | $ / shares				$ 0.2025		$ 0.2322
Private Placement
Class of Warrant or Right [Line Items]
Sale of stock, number of shares and warrants issued in transaction (in shares)		416,667
Exercise price of warrants (in dollars per share) | $ / shares		$ 0.01
Sale of stock, consideration received on transaction, gross | $												$ 5,000,000
Sale of stock, consideration received on transaction | $												$ 4,400,000
Private Placement | Common Stock Warrants
Class of Warrant or Right [Line Items]
Share-based compensation arrangement by share-based payment award, fair value assumptions, risk free interest rate		3.70%
Share-based compensation arrangement by share-based payment award, fair value assumptions, expected volatility rate		149.40%
Warrants to acquire shares of common stock (in shares)		833,334
Sale of stock, number of warrants accompanying each common share | warrant		2
Sale of stock, stock and warrant price per share (in dollars per share) | $ / shares		$ 12.00
Warrants term		7 years
Exercise price of warrants (in dollars per share) | $ / shares		$ 12.00
Proceeds from issuance of private placement | $		$ 4,378,000
Share-based compensation arrangement by share-based payment award, fair value assumptions, expected dividend rate		0.00%
Private Placement | Common Stock Warrants | Minimum
Class of Warrant or Right [Line Items]
Share-based compensation arrangement by share-based payment award, fair value assumptions, expected term		6 years 8 months 12 days
Private Placement | Common Stock Warrants | Maximum
Class of Warrant or Right [Line Items]
Share-based compensation arrangement by share-based payment award, fair value assumptions, expected term		6 years 9 months 18 days
Private Placement | September 2021 Modified Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)																					25,233
Private Placement | January 2022 Modified Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)																				98,969
Overallotment
Class of Warrant or Right [Line Items]
Warrants to acquire shares of common stock (in shares)		20,833
Warrants term		4 years
Exercise price of warrants (in dollars per share) | $ / shares		$ 13.20
Sale of stock, placement fee		7.00%
Sale of stock, common stock shares as a percent of offering		5.00%
Warrants and rights outstanding, requisite exercise period		6 months
At-The-Market Offering
Class of Warrant or Right [Line Items]
Sale of stock, aggregate offering amount, maximum | $																		$ 8,200,000
Sale of stock, consideration received on transaction, gross | $													$ 1,900,000
Sale of stock, consideration received on transaction | $													$ 1,400,000
Sale of stock, number of shares issued in transaction (in shares)													305,340
Sale of stock, amount remaining available for sale of shares | $													$ 6,300,000			$ 6,300,000

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Stockholders' Deficit - Summary of Information About Warrants Outstanding (Details) - $ / shares	6 Months Ended	12 Months Ended
	Feb. 28, 2023	Aug. 31, 2022
Number of shares
Number of shares outstanding, beginning balance (in shares)	522,786
Issued (in shares)	854,166
Exercised (in shares)	(124,203)
Number of shares outstanding, ending balance (in shares)	1,252,749	522,786
Number of shares exercisable (in shares)	398,582
Weighted average remaining life (years)
Weighted average Life of Outstanding Warrants in years	6 years 7 months 6 days	7 years 2 months 12 days
Issued	7 years 1 month 6 days
Weighted remaining life (years) exercisable	6 years 9 months 18 days
Weighted average exercise price
Weighted average exercise price (in dollars per share)	$ 33.61	$ 47.99
Issued (in dollars per share)	12.00
Weighted average exercise price exercisable (in dollars per share)	$ 86.38

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Stockholders' Deficit - Summary of Warrants Outstanding (Details) - $ / shares	6 Months Ended	12 Months Ended
	Feb. 28, 2023	Aug. 31, 2022
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	1,252,749	522,786
Weighted average Life of Outstanding Warrants in years	6 years 7 months 6 days	7 years 2 months 12 days
Exercise price of warrants (in dollars per share)	$ 33.61	$ 47.99
Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	1,252,749
Weighted average Life of Outstanding Warrants in years	6 years 7 months 6 days
Exercise price of warrants (in dollars per share)	$ 34.78
September 2022 Common Warrants
Class of Warrant or Right [Line Items]
Warrants and rights outstanding, requisite exercise period	6 months
September 2022 Common Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	833,334
Weighted average Life of Outstanding Warrants in years	6 years 7 months 6 days
Exercise price of warrants (in dollars per share)	$ 12.00
September 2022 Underwriter Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	20,833
Weighted average Life of Outstanding Warrants in years	4 years 3 months 18 days
Exercise price of warrants (in dollars per share)	$ 13.20
July 2022 Common Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	348,408
Weighted average Life of Outstanding Warrants in years	7 years 4 months 24 days
Exercise price of warrants (in dollars per share)	$ 26.00
Sep 2021Underwriter Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	3,762
Weighted average Life of Outstanding Warrants in years	6 years 2 months 12 days
Exercise price of warrants (in dollars per share)	$ 175.45
May 2021Underwriter Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	2,474
Weighted average Life of Outstanding Warrants in years	3 years 2 months 12 days
Exercise price of warrants (in dollars per share)	$ 242.50
October 2020 Common Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	23,000
Weighted average Life of Outstanding Warrants in years	2 years 7 months 6 days
Exercise price of warrants (in dollars per share)	$ 330.00
October 2020 Underwriter Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	2,000
Weighted average Life of Outstanding Warrants in years	2 years 7 months 6 days
Exercise price of warrants (in dollars per share)	$ 330.00
May 2020 Common Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	12,776
Weighted average Life of Outstanding Warrants in years	2 years 2 months 12 days
Exercise price of warrants (in dollars per share)	$ 540.00
May 2020 Underwriter Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	1,111
Weighted average Life of Outstanding Warrants in years	2 years 2 months 12 days
Exercise price of warrants (in dollars per share)	$ 540.00
March 2020 Exchange Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	4,237
Weighted average Life of Outstanding Warrants in years	2 years 7 months 6 days
Exercise price of warrants (in dollars per share)	$ 1,017
Amended March 2019 Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	663
Weighted average Life of Outstanding Warrants in years	1 year
Exercise price of warrants (in dollars per share)	$ 4,000
March 2019 Services Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	34
Weighted average Life of Outstanding Warrants in years	1 year
Exercise price of warrants (in dollars per share)	$ 7,000
June 2018 Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	63
Weighted average Life of Outstanding Warrants in years	9 months 18 days
Exercise price of warrants (in dollars per share)	$ 9,960
June 2018 Services Warrants | Warrants
Class of Warrant or Right [Line Items]
Class of warrant or right, outstanding (in shares)	54
Weighted average Life of Outstanding Warrants in years	9 months 18 days
Exercise price of warrants (in dollars per share)	$ 9,960

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Stock Based Compensation - Additional Information (Details) - USD ($)	3 Months Ended		6 Months Ended
	Feb. 28, 2023	Feb. 28, 2022	Feb. 28, 2023	Feb. 28, 2022	Mar. 06, 2023	Mar. 31, 2021	Mar. 30, 2021
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Share-based compensation arrangement by share-based payment award, number of shares authorized (in shares)						30,000	2,500
Share-based compensation arrangement by share-based payment award, number of shares available for grant (in shares)	749,997		749,997
Share-based compensation arrangement by share-based payment award, expiration period			10 years
Compensation expense	$ 200,000	$ 300,000	$ 500,000	$ 700,000
Share-based payment arrangement, nonvested award, cost not yet recognized, period for recognition			1 year 8 months 12 days
Share-based payment arrangement, nonvested award, cost not yet recognized, amount	1,153,000		$ 1,153,000
Share-based compensation arrangement by share-based payment award, options, outstanding, intrinsic value	$ 0		$ 0
Subsequent Event
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Share-based compensation arrangement by share-based payment award, number of shares authorized (in shares)					750,000
Options Granted on or After July 1, 2020
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Share-based compensation arrangement by share-based payment award, award vesting period			4 years
Share-based payment arrangement, tranche one | Granted Prior to July 1, 2020
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Share-based compensation arrangement by share-based payment award, award vesting rights, percentage			25.00%
Share-based compensation arrangement by share-based payment award, award vesting period			12 months
Share-based payment arrangement, tranche one | Options Granted on or After July 1, 2020
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Share-based compensation arrangement by share-based payment award, award vesting rights, percentage			25.00%
Share-based compensation arrangement by share-based payment award, award vesting period			1 year
Share-based payment arrangement, tranche two | Granted Prior to July 1, 2020
Share-based Compensation Arrangement by Share-based Payment Award [Line Items]
Share-based compensation arrangement by share-based payment award, award vesting period			36 months

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Stock Based Compensation - Summary of Option Activity (Details) - $ / shares	6 Months Ended	12 Months Ended
	Feb. 28, 2023	Aug. 31, 2022
Number of Options
Beginning balance (in shares)	11,753
Forfeited (in shares)	(1,750)
Ending balance (in shares)	10,003	11,753
Options exercisable (in shares)	10,003	11,753
Weighted Average Remaining Contractual Life
Balance, outstanding	7 years 6 months	8 years 1 month 6 days
Balance, exercisable	7 years 6 months	8 years 1 month 6 days
Forfeited	8 years 3 months 18 days
Weighted Average Exercise Price
Outstanding (in dollars per share)	$ 813.70	$ 733.00
Exercisable (in dollars per share)	813.70	$ 733.00
Forfeited (in dollars per share)	$ 2.70

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Stock Based Compensation - Schedule of Option Vesting Activity (Details) - $ / shares	6 Months Ended	12 Months Ended
	Feb. 28, 2023	Aug. 31, 2022
Number of Options
Options vested, beginning balance (in shares)	5,269
Vested (in shares)	1,560
Forfeited (in shares)	(716)
Options vested, ending balance (in shares)	6,113	5,269
Weighted Remaining Contractual Life
Outstanding	7 years 4 months 24 days	8 years 1 month 6 days
Vested	7 years 9 months 18 days
Forfeited	8 years 1 month 6 days
Weighted Average Exercise Price
Outstanding (in dollars per share)	$ 1,064	$ 1,146
Vested (in dollars per share)	434.00
Forfeited (in dollars per share)	$ 293.00

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Stock Based Compensation - Stock Options Outstanding and Vested (Details) - $ / shares	6 Months Ended
	Feb. 28, 2023	Aug. 31, 2022
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Number of Options Exercisable, Outstanding (in shares)	10,003
Number of Options Exercisable, Exercisable (in shares)	10,003
Weighted Average Remaining Contractual Life, Outstanding	7 years 7 months 6 days
Weighted Average Remaining Contractual Life, Exercisable	7 years 7 months 6 days
Weighted Average Exercise Price, Outstanding (in dollars per share)	$ 813.70	$ 733.00
Weighted Average Exercise Price (in dollars per share)	$ 813.70	$ 733.00
Number of Options Vested (in shares)	6,113	5,269
Weighted Average Remaining Contractual Life	7 years 4 months 24 days
Weighted Average Exercise Price (in dollars per share)	$ 1,064	$ 1,146
Exercise Price Range One
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Number of Options Exercisable, Outstanding (in shares)	9,641
Number of Options Exercisable, Exercisable (in shares)	9,641
Weighted Average Remaining Contractual Life, Outstanding	7 years 7 months 6 days
Weighted Average Remaining Contractual Life, Exercisable	7 years 7 months 6 days
Weighted Average Exercise Price, Outstanding (in dollars per share)	$ 453
Weighted Average Exercise Price (in dollars per share)	$ 453
Number of Options Vested (in shares)	5,754
Weighted Average Remaining Contractual Life	7 years 6 months
Weighted Average Exercise Price (in dollars per share)	$ 466
Exercise Price Range Two
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Number of Options Exercisable, Outstanding (in shares)	20
Number of Options Exercisable, Exercisable (in shares)	20
Weighted Average Remaining Contractual Life, Outstanding	6 years 3 months 18 days
Weighted Average Remaining Contractual Life, Exercisable	6 years 3 months 18 days
Weighted Average Exercise Price, Outstanding (in dollars per share)	$ 1,895
Weighted Average Exercise Price (in dollars per share)	$ 1,895
Number of Options Vested (in shares)	19
Weighted Average Remaining Contractual Life	6 years 8 months 12 days
Weighted Average Exercise Price (in dollars per share)	$ 1,896
Exercise Price Range Three
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Number of Options Exercisable, Outstanding (in shares)	121
Number of Options Exercisable, Exercisable (in shares)	121
Weighted Average Remaining Contractual Life, Outstanding	6 years 1 month 6 days
Weighted Average Remaining Contractual Life, Exercisable	6 years 1 month 6 days
Weighted Average Exercise Price, Outstanding (in dollars per share)	$ 5,121
Weighted Average Exercise Price (in dollars per share)	$ 5,121
Number of Options Vested (in shares)	120
Weighted Average Remaining Contractual Life	6 years 2 months 12 days
Weighted Average Exercise Price (in dollars per share)	$ 5,120
Exercise Price Range Four
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Number of Options Exercisable, Outstanding (in shares)	101
Number of Options Exercisable, Exercisable (in shares)	101
Weighted Average Remaining Contractual Life, Outstanding	5 years 2 months 12 days
Weighted Average Remaining Contractual Life, Exercisable	5 years 2 months 12 days
Weighted Average Exercise Price, Outstanding (in dollars per share)	$ 10,298
Weighted Average Exercise Price (in dollars per share)	$ 10,298
Number of Options Vested (in shares)	101
Weighted Average Remaining Contractual Life	5 years 2 months 12 days
Weighted Average Exercise Price (in dollars per share)	$ 10,298
Exercise Price Range Five
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Number of Options Exercisable, Outstanding (in shares)	109
Number of Options Exercisable, Exercisable (in shares)	109
Weighted Average Remaining Contractual Life, Outstanding	4 years 4 months 24 days
Weighted Average Remaining Contractual Life, Exercisable	4 years 4 months 24 days
Weighted Average Exercise Price, Outstanding (in dollars per share)	$ 15,584
Weighted Average Exercise Price (in dollars per share)	$ 15,584
Number of Options Vested (in shares)	109
Weighted Average Remaining Contractual Life	4 years 4 months 24 days
Weighted Average Exercise Price (in dollars per share)	$ 15,584
Exercise Price Range Six
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Number of Options Exercisable, Outstanding (in shares)	11
Number of Options Exercisable, Exercisable (in shares)	11
Weighted Average Remaining Contractual Life, Outstanding	4 years 4 months 24 days
Weighted Average Remaining Contractual Life, Exercisable	4 years 4 months 24 days
Weighted Average Exercise Price, Outstanding (in dollars per share)	$ 39,160
Weighted Average Exercise Price (in dollars per share)	$ 39,160
Number of Options Vested (in shares)	11
Weighted Average Remaining Contractual Life	4 years 4 months 24 days
Weighted Average Exercise Price (in dollars per share)	$ 39,160
Minimum | Exercise Price Range One
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	50.00
Minimum | Exercise Price Range Two
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	1,001
Minimum | Exercise Price Range Three
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	4,001
Minimum | Exercise Price Range Four
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	8,001
Minimum | Exercise Price Range Five
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	12,001
Minimum | Exercise Price Range Six
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	16,001
Maximum | Exercise Price Range One
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	1,000
Maximum | Exercise Price Range Two
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	4,000
Maximum | Exercise Price Range Three
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	8,000
Maximum | Exercise Price Range Four
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	12,000
Maximum | Exercise Price Range Five
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	16,000
Maximum | Exercise Price Range Six
Share-based Payment Arrangement, Option, Exercise Price Range [Line Items]
Exercise Prices (in dollars per share)	$ 39,160

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Related Parties and Certain Directors and Officers (Details)			1 Months Ended	3 Months Ended		6 Months Ended		12 Months Ended
	Aug. 12, 2022 USD ($) shares	Oct. 22, 2021 USD ($)	Mar. 31, 2022 USD ($)	Feb. 28, 2023 USD ($) shares	Feb. 28, 2022 USD ($)	Feb. 28, 2023 USD ($) director shares	Feb. 28, 2022 USD ($)	Aug. 31, 2022 USD ($) shares	Aug. 31, 2021 USD ($)
Related Party Transaction [Line Items]
Decrease in employee related liabilities						$ (4,871,000)	$ (3,297,000)
Professional fees				$ 870,000	$ 1,677,000	2,065,000	3,414,000
Compensation expense				$ 200,000	300,000	$ 500,000	700,000
Share-based compensation arrangement by share-based payment award, number of shares available for grant (in shares) | shares				749,997		749,997
Chief Operating Officer
Related Party Transaction [Line Items]
Payments to employees								$ 300,000
Salaried compensation, amount		$ 500,000
Accrued Salaries								$ 200,000
Chief Executive Officer
Related Party Transaction [Line Items]
Salaried compensation, amount		1,000,000
Discretionary bonus, amount		$ 500,000
Employee compensation, discretionary bonus, percent of tranche one		50.00%
Employee compensation, discretionary bonus, percent of tranche two		50.00%
Payments of discretionary bonus			$ 300,000
Decrease in employee related liabilities	$ 800,000
Shares issued for services rendered (in shares) | shares	4,100,000
Director
Related Party Transaction [Line Items]
Shares issued for services rendered (in shares) | shares						0		0
Compensation expense				$ 56,250	56,250	$ 100,000	100,000
Number of directors with share-based payment arrangement agreements | director						3
Share-based payment arrangement, value agreed to be issued per year				100,000		$ 100,000
Accrued stock-compensation				$ 700,000		$ 700,000		$ 600,000
Share-based compensation arrangement by share-based payment award, number of shares available for grant (in shares) | shares				59.040		59.040
J Stephen Holmes | Affiliated Entity
Related Party Transaction [Line Items]
Professional fees									$ 800,000
Mark Absher | Affiliated Entity
Related Party Transaction [Line Items]
Payments to employees				$ 60,000	0	$ 120,000	58,000
Salaried compensation, amount						200,000
David May | Affiliated Entity
Related Party Transaction [Line Items]
Payments to employees				37,000	43,000	75,000	86,000
Compensation, including sales commissions								100,000
Phil Eastvold | Affiliated Entity
Related Party Transaction [Line Items]
Payments to employees				56,000	56,000	100,000	100,000
Salaried compensation, amount								200,000	200,000
Jason Absher | Affiliated Entity
Related Party Transaction [Line Items]
Payments to employees				30,000	30,000	60,000	60,000
Salaried compensation, amount						100,000
Connie Absher, Elizabeth Eastvold, and Hannah Absher | Affiliated Entity
Related Party Transaction [Line Items]
Payments to employees				$ 60,000	$ 56,000	$ 100,000	$ 100,000	$ 200,000
Hannah Absher | Affiliated Entity
Related Party Transaction [Line Items]
One-time incentive payment									$ 18,000

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Commitments - Narrative (Details) $ / shares in Units, ft² in Thousands		6 Months Ended	12 Months Ended	16 Months Ended
	Oct. 22, 2021 USD ($) $ / shares shares	Feb. 28, 2023 USD ($) $ / shares shares	Aug. 31, 2022 USD ($) $ / shares shares	Feb. 28, 2023 USD ($) $ / shares shares	Feb. 07, 2023 sponsorship	Nov. 30, 2022 sponsorship	May 02, 2022	Oct. 19, 2021 shares	Jun. 21, 2021	Jun. 07, 2021 ft²	Apr. 29, 2021 USD ($) sponsorship	Oct. 01, 2020	Aug. 13, 2020
Operating Leased Assets [Line Items]
Operating lease, impairment loss			$ 3,900,000
Loss contingency accrual		$ 3,800,000	$ 3,800,000	$ 3,800,000
Operating Lease, Liability, Current, Statement of Financial Position [Extensible Enumeration]		Accounts payable and other accrued liabilities	Accounts payable and other accrued liabilities	Accounts payable and other accrued liabilities
Other commitments, number of special purpose acquisition company sponsorships | sponsorship					0	1					4
Other commitments, percentage of outstanding shares, per acquisition company											15.00%
Class of warrant or right, outstanding (in shares) | shares		1,252,749	522,786	1,252,749
Exercise price of warrants (in dollars per share) | $ / shares		$ 33.61	$ 47.99	$ 33.61
Outstanding uncollectible loans		$ 700,000		$ 700,000
IPO | IHC
Operating Leased Assets [Line Items]
Sale of stock, number of common shares issued per unit (in shares) | shares								1
Proceeds from initial public offering of IHC	$ 115,000,000
IPO | IHC | Placement Warrants
Operating Leased Assets [Line Items]
Class of warrant or right, outstanding (in shares) | shares	4,639,102
Sale of warrants, price per share (in dollars per share) | $ / shares	$ 1.00
Aggregate purchase price	$ 4,639,102
Exercise price of warrants (in dollars per share) | $ / shares	$ 11.50
IPO | IHC
Operating Leased Assets [Line Items]
Class of warrant or right, number of securities called by each warrant or right (in shares) | shares								1
Shiftpixy Founders
Operating Leased Assets [Line Items]
Other commitments, percentage of outstanding shares, per acquisition company											15.00%
Special Purpose Acquisition Company, 1
Operating Leased Assets [Line Items]
Other commitment											$ 25,000
Special Purpose Acquisition Company, 2
Operating Leased Assets [Line Items]
Other commitment											25,000
Special Purpose Acquisition Company, 3
Operating Leased Assets [Line Items]
Other commitment											25,000
Special Purpose Acquisition Company, 4
Operating Leased Assets [Line Items]
Other commitment											$ 25,000
Special Purpose Acquisition Company, Maximum Amount Per Individual Loan
Operating Leased Assets [Line Items]
Other commitment	$ 500,000
Special Purpose Acquisition Companies
Operating Leased Assets [Line Items]
Payments for other commitments				$ 900,000
Miami Office Space Facility
Operating Leased Assets [Line Items]
Operating lease term													7 years
Operating lease, monthly expense		57,000
ShiftPixy Labs Facility
Operating Leased Assets [Line Items]
Operating lease term												64 months
Operating lease, monthly expense		34,000
Miami Verifone Facility
Operating Leased Assets [Line Items]
Operating lease, monthly expense		26,000
Area of real estate property | ft²										8
Sublease term										3 years
Sunrise Facility
Operating Leased Assets [Line Items]
Operating lease term									77 months
Operating lease, monthly expense		27,000
Second Irvine Facility
Operating Leased Assets [Line Items]
Operating lease term							60 months
Operating lease, monthly expense		$ 24,000
Operating lease, rent abatement percentage		50.00%
Operating lease, rent abatement period		4 months

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Commitments - Lease, Cost (Details) - USD ($)	3 Months Ended	6 Months Ended
	Feb. 28, 2023	Feb. 28, 2023
Commitments and Contingencies Disclosure [Abstract]
Operating Lease Cost	$ 307,792	$ 563,753

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Commitments - Lessee, Operating Lease, Liability, Maturity (Details) $ in Thousands	Feb. 28, 2023 USD ($)
Commitments and Contingencies Disclosure [Abstract]
2024	$ 1,039
2025	1,073
2026	1,032
2027	746
2028	488
Thereafter	256
Total minimum payments	4,634
Less: present value discount	563
Lease liability	$ 4,071
Weighted-average remaining lease term - operating leases (months)	63 months
Weighted-average discount rate	5.54%

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Contingencies (Details) $ in Thousands										1 Months Ended		5 Months Ended	6 Months Ended	82 Months Ended
	Jan. 04, 2023 USD ($)	Nov. 23, 2022 USD ($)	Nov. 08, 2022 shares	Sep. 01, 2022	Oct. 22, 2021 shares	Mar. 19, 2021 USD ($)	Mar. 12, 2021 USD ($)	Dec. 18, 2020 USD ($)	Jan. 03, 2020 USD ($)	Apr. 30, 2019 USD ($)	May 31, 2016 USD ($)	Aug. 31, 2021 USD ($)	Feb. 28, 2023 USD ($) shares	Feb. 28, 2023 USD ($)	Aug. 31, 2022 USD ($)	Nov. 04, 2021 USD ($)
Loss Contingencies [Line Items]
Share-based compensation arrangement by share-based payment award, options, forfeitures in period (in shares) | shares													1,750
Stock split conversion ratio				0.01
J Stephen Holmes | Founding Shareholder | Preferred Stock Issued
Loss Contingencies [Line Items]
Share-based compensation arrangement by share-based payment award, options, forfeitures in period (in shares) | shares					11,790,000
Disposal by sale | Overall business
Loss Contingencies [Line Items]
Gross proceeds													$ 19,166	$ 19,166	$ 19,166
Period for payment of gross proceeds (in years)									4 years
Kadima Litigation | Pending Litigation
Loss Contingencies [Line Items]
Litigation settlement, compensatory damages		$ 5,000
Kadima Litigation | Settled Litigation
Loss Contingencies [Line Items]
Litigation settlement, compensatory damages	$ 5,000
Litigation settlement, prejudgement interest	1,800
Litigation settlement, expert witness fees	$ 300
Everest Litigaton
Loss Contingencies [Line Items]
Loss contingency, damages sought, value								$ 600					$ 1,600
Sunz Litigation
Loss Contingencies [Line Items]
Loss contingency, damages sought, value						$ 10,000
Loss contingency, damages sought, value as a percentage of incurred and unpaid claims						200.00%
Vensure Litigation
Loss Contingencies [Line Items]
Loss contingency, damages sought, value							$ 1,500
Discontinued operation, proposed adjustments period									90 days
Discontinued operation, negotiation period									30 days
Vensure Litigation | Pending Litigation
Loss Contingencies [Line Items]
Gain contingency, unrecorded amount																$ 9,500
Vensure Litigation | Withdrawn Claim
Loss Contingencies [Line Items]
Loss contingency, damages sought, value												$ 1,500
Vensure Litigation | Disposal by sale | Overall business
Loss Contingencies [Line Items]
Gross proceeds									$ 19,000
Gross note receivable									$ 9,500
Period for payment of gross proceeds (in years)									48 months
John Stephen Holmes Bankruptcy Litigation
Loss Contingencies [Line Items]
Loss contingency, damages sought (in shares) | shares			12,500,000
Period of time during which trustee failed to take any action (in years)			3 years
Software Development | Kadima Litigation
Loss Contingencies [Line Items]
Software development cost											$ 2,200
Revised development costs											7,200
Software modules cost														$ 11,000
Additional software modules cost demanded											$ 12,000
Loss contingency, damages sought, value										$ 11,000