Condensed Consolidated Statements of Cash Flows - USD ($) $ in Thousands	6 Months Ended
	Jun. 30, 2021	Jun. 30, 2020
Cash flows from operating activities:
Net loss	$ (81,398)	$ (24,625)
Adjustments to reconcile net loss to net cash used in operating activities
Depreciation and amortization	6,356	3,386
Loss on sale and impairment of long-lived assets	126	325
Loss (gain) on extinguishment of debt	(8,243)	(3,609)
Loss on remeasurement of debt		1,412
Gain on divestiture of businesses		(1,442)
Loss on remeasurement of warrants	20,212	1,999
Loss (gain) on remeasurement of contingent consideration	(314)	1,400
Loss on remeasurement of earnout liability	22,801
Stock-based compensation	23,477	1,034
Amortization of (Premium) or Accretion of discount, Net	654
Interest expense (non-cash)	67	2,775
Other		310
Other	(1,479)
Change in operating assets and liabilities, net of acquisitions and divestitures
Accounts receivable	(5,017)	(1,130)
Reinsurance balance due	(94,883)
Prepaid expenses and other current assets	1,654	130
Long-term insurance commissions receivable	(2,775)	(984)
Accounts payable	(21,417)	2,723
Accrued expenses and other current liabilities	(3,292)	3,522
Losses and loss adjustment expense reserves	29,655
Other insurance liabilities, current	76,474
Deferred revenue	15,824	4,320
Refundable customer deposits	(1,273)	(1,506)
Deferred income tax benefit	(8,153)
Other	172	218
Net cash used in operating activities	(30,772)	(9,742)
Cash flows from investing activities:
Purchases of property and equipment	(539)	(62)
Capitalized internal use software development costs	(1,510)	(1,571)
Purchases of short-term and long-term investments	(9,476)
Maturities, sales of short-term and long-term investments	8,110
Acquisitions, net of cash acquired	(127,883)
Net cash used in investing activities	(131,298)	(1,633)
Cash flows from financing activities:
Proceeds from debt issuance, net of fees		10,079
Repayments of principal and related fees	(150)	(3,731)
Proceeds from issuance of redeemable convertible preferred stock, net of fees		4,714
Proceeds from exercises of warrants	126,772
Proceeds from exercises of stock options	2,544	1
Income tax withholdings paid upon vesting of restricted stock units	(22,126)
Net cash provided by financing activities	107,040	11,063
Change in cash, cash equivalents, and restricted cash	(55,030)	(312)
Cash, cash equivalents, and restricted cash, beginning of period	207,453	7,179
Cash, cash equivalents, and restricted cash end of period	152,423	6,867
Supplemental disclosures
Conversion of debt to redeemable convertible preferred stock (non-cash)		1,436
Cash paid for interest	1,779	2,408
Cancelation of a convertible promissory note on divestiture of a business		$ 2,724
Reduction of earnout liability due to a vesting event	25,815
Non-cash consideration for acquisitions	$ 37,792