Segment Information - Consolidated Financial Information (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2023	Dec. 31, 2022	Dec. 31, 2021
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	$ 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)	0
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)	0
Acquisition and other transaction costs	(552)	(1,687)	(5,360)
Loss on reinsurance contract (see Note 14)	(36,042)	0	0
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)
Vertical Software Segment Deferred Revenue | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	4,307	14,678	20,733
Insurance | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	$ 12,320	$ (5,499)	$ 9,007