Consolidated Statements of Cash Flows - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Cash flows from operating activities:
Net loss	$ (133,933)	$ (156,559)	$ (106,606)
Adjustments to reconcile net loss to net cash provided by (used in) operating activities
Depreciation and amortization	24,415	27,930	16,386
Provision for doubtful accounts	37,180	805	1,055
Impairment loss on intangible assets and goodwill	57,232	61,386	0
Gain on extinguishment of debt	(81,354)	0	(5,110)
Change in fair value of private warrant liability	444	(14,486)	15,389
Change in fair value of contingent consideration	(5,664)	6,944	(2,244)
Change in fair value of earnout liability and derivatives	4,217	(13,822)	18,519
Stock-based compensation	20,709	27,041	38,592
Non-cash interest expense	20,756	2,270	2,387
Other	1,057	3,590	2,892
Change in operating assets and liabilities, net of acquisitions and divestitures
Accounts receivable	1,030	(4,886)	(2,905)
Reinsurance balance due	179,436	(70,644)	(15,343)
Deferred policy acquisition costs	(18,458)	(4,716)	(4,247)
Accounts payable	2,491	(697)	(11,779)
Accrued expenses and other current liabilities	(1,386)	(6,519)	(15,981)
Losses and loss adjustment expense reserves	(5,129)	38,683	(22,417)
Other insurance liabilities, current	(30,125)	21,686	14,396
Deferred revenue	(21,583)	66,254	53,556
Refundable customer deposits	(13,925)	6,537	(3,545)
Other assets and liabilities, net	(3,481)	(8,533)	(7,772)
Net cash provided by (used in) operating activities	33,929	(17,736)	(34,777)
Cash flows from investing activities:
Purchases of property and equipment	(851)	(2,350)	(972)
Capitalized internal use software development costs	(9,245)	(8,100)	(3,719)
Purchases of short-term and long-term investments	(91,015)	(52,506)	(24,006)
Maturities, sales of short-term and long-term investments	46,832	21,906	21,694
Acquisitions, net of cash acquired	(1,974)	(38,628)	(256,430)
Net cash used in investing activities	(56,253)	(79,678)	(263,433)
Cash flows from financing activities:
Proceeds from line of credit	0	5,000	0
Proceeds from advance funding	319	18,643	0
Repayments of advance funding	(4,133)	(22,746)	0
Proceeds from issuance of debt	116,667	10,000	413,537
Repayments of principal	(10,150)	(5,150)	(46,965)
Cash paid for debt issuance costs	(4,694)	0	0
Capped call transactions	0	0	(52,913)
Proceeds from exercises of warrants	0	0	126,741
Income tax withholdings paid upon vesting of restricted stock units	(1,240)	(3,108)	(28,877)
Repurchase of stock	(5,608)	(1,813)	0
Other	(210)	401	4,026
Net cash provided by financing activities	90,951	1,227	415,549
Net change in cash, cash equivalents, and restricted cash	68,627	(96,187)	117,339
Cash, cash equivalents, and restricted cash, beginning of period	228,605	324,792	207,453
Cash, cash equivalents, and restricted cash end of period	297,232	228,605	324,792
Supplemental disclosures
Non-cash consideration for acquisitions	0	12,252	52,761
Non-cash reduction in advanced funding arrangement obligations	11,763	0	0
Share repurchases included in accrued expenses and other current liabilities	0	2,539	0
Reduction of earnout liability due to vesting event	0	0	54,891
Cash paid for interest	12,212	3,512	2,662
Income tax refunds received (paid)	$ 2,287	$ (674)	$ 0