Goodwill and Intangible Assets, net - Goodwill Rollforward (Details) - USD ($) $ in Thousands	12 Months Ended
	Dec. 31, 2019	Dec. 31, 2018	Dec. 31, 2017
Goodwill [Roll Forward]
Balance, beginning of period	$ 91,562	$ 91,562
Goodwill, Acquired During Period	7,585
Balance, end of period	99,147	91,562	$ 91,562
Goodwill, Impaired, Accumulated Impairment Loss [Abstract]
Accumulated impairments	699
Goodwill, Impaired [Abstract]
Impairment of goodwill	0	0	0
Other Segments
Goodwill [Roll Forward]
Balance, beginning of period	1,708	1,708
Goodwill, Acquired During Period	0
Balance, end of period	1,708	1,708	1,708
Goodwill, Impaired, Accumulated Impairment Loss [Abstract]
Accumulated impairments	699
Tiptree Insurance
Goodwill [Roll Forward]
Balance, beginning of period	89,854	89,854
Goodwill, Acquired During Period	7,585
Balance, end of period	97,439	$ 89,854	$ 89,854
Goodwill, Impaired, Accumulated Impairment Loss [Abstract]
Accumulated impairments	$ 0