Segment Information (Tables)

12 Months Ended

Dec. 31, 2023

Segment Reporting [Abstract]

Schedule of Revenue by Segment

The following table summarizes revenue by segment.

	Year Ended December 31,
	2023		2022		2021
Vertical Software	$	125,116	$	154,915	$	137,150
Insurance	305,186		121,033		55,283
Total revenue	$	430,302	$	275,948	$	192,433

Schedule of Financial Information of Reportable Segments and Reconciliations to Consolidated Financial Information

The reconciliation of Segment Adjusted EBITDA (Loss) to consolidated “Operating loss” below includes the effects of corporate and other items that the CODM does not consider in assessing segment performance.

	Year Ended December 31,
	2023		2022		2021
Segment Adjusted EBITDA (Loss):
Vertical Software	$	4,307	$	14,678	$	20,733
Insurance	12,320		(5,499)		9,007
Subtotal	16,627		9,179		29,740
Reconciling items:
Corporate and other	(61,141)		(58,780)		(53,760)
Depreciation and amortization	(24,415)		(27,930)		(16,386)
Impairment loss on intangible assets and goodwill	(57,232)		(61,386)		—
Impairment loss on property, equipment and software	(254)		(637)		(550)
Stock-based compensation expense	(20,709)		(27,041)		(38,592)
Restructuring costs (1)	(4,015)		(647)		—
Acquisition and other transaction costs	(552)		(1,687)		(5,360)
Loss on reinsurance contract (see Note 14)	(36,042)		—		—
Change in fair value of contingent consideration	5,664		(6,944)		2,244
Investment income and realized gains	(8,285)		(1,174)		(701)
Operating loss	$	(190,354)	$	(177,047)	$	(83,365)

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(1)Primarily consists of costs related to forming a reciprocal exchange.