Segment Information - Consolidated Financial Information (Details) $ in Thousands	3 Months Ended		6 Months Ended
	Jun. 30, 2023 USD ($)	Jun. 30, 2022 USD ($)	Jun. 30, 2023 USD ($) segment	Jun. 30, 2022 USD ($)
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Number of reportable segments | segment			2
Total segment adjusted EBITDA (loss)	$ (29,365)	$ 43	$ (36,946)	$ 3,142
Reconciling items:
Corporate and other	(13,769)	(15,048)	(28,070)	(28,503)
Depreciation and amortization	(6,214)	(6,416)	(12,229)	(12,899)
Non-cash stock-based compensation expense	(6,404)	(9,702)	(13,298)	(15,556)
Restructuring costs	(1,093)		(2,077)
Acquisition and other transaction costs	(258)	(357)	(386)	(1,322)
Impairment loss on intangible assets and goodwill	(55,211)		(57,232)
Loss on reinsurance contract	(48,244)		(48,244)
Non-cash losses and impairment of property, equipment and software	(254)		(254)	(70)
Revaluation of contingent consideration	2,656	(1,481)	2,810	(4,686)
Investment income and realized gains	(1,249)	(243)	(2,007)	(440)
Non-cash bonus expense		1,526
Operating loss	(159,405)	(31,678)	(197,933)	(60,334)
Vertical Software | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	1,816	5,652	1,420	8,536
Insurance | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	$ (31,181)	$ (5,609)	$ (38,366)	$ (5,394)