Segment and Geographic Information - Schedule of contribution to its total loss from operations (Details) - USD ($) $ in Thousands	3 Months Ended		9 Months Ended
	Sep. 30, 2021	Sep. 30, 2020	Sep. 30, 2021	Sep. 30, 2020
Segment Reporting [Abstract]
Total segment contribution	$ (2,883)	$ 3,934	$ (7,516)	$ 10,265
Ceded premium, losses and LAE	0	5,134	(5,242)	11,548
Other income	345	901	1,672	1,699
Policy services expenses and other	2,242	200	4,305	1,999
Sales, marketing, and other acquisition costs	12,092	(89)	84,975	3,299
Research and development	3,060	261	6,427	2,662
Amortization of capitalized software	2,838	2,815	8,190	8,311
Other operating expenses	14,200	3,922	39,511	13,138
Loss from operations	$ (37,660)	$ (9,210)	$ (147,354)	$ (32,391)