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Debt, net - Schedule of Debt Obligations, Net of Discounts and Deferred Financing Costs (Details) - USD ($) $ in Thousands	9 Months Ended	12 Months Ended
	Sep. 30, 2022	Dec. 31, 2021
Debt Instrument [Line Items]
Long-term debt	$ 273,856	$ 404,651
Unamortized discount, net	0	(1,458)
Unamortized deferred financing costs	(7,601)	(9,844)
Total debt, net	266,255	393,349
Other
Debt Instrument [Line Items]
Long-term debt	55,288	86,118
Unamortized discount, net	0	0
Unamortized deferred financing costs	(9)	(1,069)
Total debt, net	55,279	85,049
Corporate
Debt Instrument [Line Items]
Long-term debt	0	114,063
Unamortized discount, net	0	(1,458)
Unamortized deferred financing costs	0	(301)
Total debt, net	0	112,304
Insurance | Operating segments
Debt Instrument [Line Items]
Long-term debt	218,568	204,470
Unamortized discount, net	0	0
Unamortized deferred financing costs	(7,592)	(8,474)
Total debt, net	210,976	195,996
Corporate debt
Debt Instrument [Line Items]
Long-term debt	160,000	276,223
Corporate debt | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	0	2,160
Corporate debt | Secured debt
Debt Instrument [Line Items]
Long-term debt	0	114,063
Corporate debt | Other
Debt Instrument [Line Items]
Long-term debt	0	0
Corporate debt | Other | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	0	0
Corporate debt | Other | Secured debt
Debt Instrument [Line Items]
Long-term debt	0	0
Corporate debt | Corporate
Debt Instrument [Line Items]
Long-term debt	0	114,063
Corporate debt | Corporate | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	0	0
Corporate debt | Corporate | Secured debt
Debt Instrument [Line Items]
Long-term debt	0	114,063
Corporate debt | Insurance | Operating segments
Debt Instrument [Line Items]
Long-term debt	160,000	162,160
Corporate debt | Insurance | Operating segments | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	0	2,160
Corporate debt | Insurance | Operating segments | Secured debt
Debt Instrument [Line Items]
Long-term debt	$ 0	$ 0
Floor rate		1.00%
Corporate debt | LIBOR | Revolving credit facility
Debt Instrument [Line Items]
Basis spread on variable rate	2.25%	2.25%
Corporate debt | LIBOR | Secured debt
Debt Instrument [Line Items]
Basis spread on variable rate	6.75%	6.75%
Corporate debt | Prime Rate | Revolving credit facility
Debt Instrument [Line Items]
Basis spread on variable rate	1.25%	1.25%
Asset based debt
Debt Instrument [Line Items]
Long-term debt	$ 113,856	$ 128,428
Asset based debt | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	58,568	42,310
Asset based debt | Other
Debt Instrument [Line Items]
Long-term debt	55,288	86,118
Asset based debt | Other | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	0	0
Asset based debt | Corporate
Debt Instrument [Line Items]
Long-term debt	0	0
Asset based debt | Corporate | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	0	0
Asset based debt | Insurance | Operating segments
Debt Instrument [Line Items]
Long-term debt	58,568	42,310
Asset based debt | Insurance | Operating segments | Revolving credit facility
Debt Instrument [Line Items]
Long-term debt	$ 58,568	$ 42,310
Asset based debt | LIBOR | Revolving credit facility
Debt Instrument [Line Items]
Basis spread on variable rate	2.75%	2.75%
Preferred trust securities | Corporate debt
Debt Instrument [Line Items]
Long-term debt	$ 35,000	$ 35,000
Preferred trust securities | Corporate debt | Other
Debt Instrument [Line Items]
Long-term debt	0	0
Preferred trust securities | Corporate debt | Corporate
Debt Instrument [Line Items]
Long-term debt	0	0
Preferred trust securities | Corporate debt | Insurance | Operating segments
Debt Instrument [Line Items]
Long-term debt	$ 35,000	$ 35,000
Preferred trust securities | Corporate debt | LIBOR
Debt Instrument [Line Items]
Basis spread on variable rate	4.10%	4.10%
8.50% Junior subordinated notes | Corporate debt
Debt Instrument [Line Items]
Stated interest rate, percentage	8.50%	8.50%
Long-term debt	$ 125,000	$ 125,000
8.50% Junior subordinated notes | Corporate debt | Other
Debt Instrument [Line Items]
Long-term debt	0	0
8.50% Junior subordinated notes | Corporate debt | Corporate
Debt Instrument [Line Items]
Long-term debt	0	0
8.50% Junior subordinated notes | Corporate debt | Insurance | Operating segments
Debt Instrument [Line Items]
Long-term debt	125,000	125,000
Residential mortgage warehouse borrowings | Asset based debt
Debt Instrument [Line Items]
Long-term debt	$ 55,288	$ 72,518
Weighted average interest rate	5.01%	2.76%
Residential mortgage warehouse borrowings | Asset based debt | Other
Debt Instrument [Line Items]
Long-term debt	$ 55,288	$ 72,518
Residential mortgage warehouse borrowings | Asset based debt | Corporate
Debt Instrument [Line Items]
Long-term debt	0	0
Residential mortgage warehouse borrowings | Asset based debt | Insurance | Operating segments
Debt Instrument [Line Items]
Long-term debt	$ 0	$ 0
Residential mortgage warehouse borrowings | Asset based debt | SOFR
Debt Instrument [Line Items]
Floor rate	0.25%
Residential mortgage warehouse borrowings | Asset based debt | BSBY
Debt Instrument [Line Items]
Floor rate	0.50%
Residential mortgage warehouse borrowings | Minimum | Asset based debt | LIBOR
Debt Instrument [Line Items]
Basis spread on variable rate		1.88%
Residential mortgage warehouse borrowings | Minimum | Asset based debt | SOFR
Debt Instrument [Line Items]
Basis spread on variable rate	1.88%
Residential mortgage warehouse borrowings | Minimum | Asset based debt | BSBY
Debt Instrument [Line Items]
Basis spread on variable rate	2.00%
Residential mortgage warehouse borrowings | Maximum | Asset based debt | LIBOR
Debt Instrument [Line Items]
Basis spread on variable rate		3.00%
Residential mortgage warehouse borrowings | Maximum | Asset based debt | SOFR
Debt Instrument [Line Items]
Basis spread on variable rate	2.50%
Residential mortgage warehouse borrowings | Maximum | Asset based debt | BSBY
Debt Instrument [Line Items]
Basis spread on variable rate	3.00%
Vessel backed term loan | Asset based debt
Debt Instrument [Line Items]
Long-term debt		$ 13,600
Vessel backed term loan | Asset based debt | Other
Debt Instrument [Line Items]
Long-term debt		13,600
Vessel backed term loan | Asset based debt | Corporate
Debt Instrument [Line Items]
Long-term debt		0
Vessel backed term loan | Asset based debt | Insurance | Operating segments
Debt Instrument [Line Items]
Long-term debt		$ 0
Vessel backed term loan | Asset based debt | LIBOR
Debt Instrument [Line Items]
Basis spread on variable rate		4.75%

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