Segment Information - Consolidated Financial Information (Details) $ in Thousands	3 Months Ended
	Mar. 31, 2023 USD ($) segment	Mar. 31, 2022 USD ($)
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)	$ (21,882)	$ (10,427)
Reconciling items:
Depreciation and amortization	(6,015)	(6,483)
Non-cash stock-based compensation expense	(6,894)	(5,854)
Acquisition and other transaction costs	(1,112)	(895)
Impairment loss on intangible assets and goodwill	(2,021)
Non-cash losses and impairment of property, equipment and software		(69)
Revaluation of contingent consideration	154	(3,205)
Investment income and realized gains	(758)	(197)
Non-cash bonus expense		(1,526)
Operating loss	(38,528)	(28,656)
Vertical Software | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	(396)	2,884
Insurance | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	(7,185)	216
Corporate and Other | Operating Segments
Segment Reporting, Reconciling Item for Operating Profit (Loss) from Segment to Consolidated [Line Items]
Total segment adjusted EBITDA (loss)	$ (14,301)	$ (13,527)