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Debt, net - Schedule of Debt Obligations, Net of Discounts and Deferred Financing Costs (Details) - USD ($)
$ in Thousands
3 Months Ended 12 Months Ended
Mar. 31, 2022
Mar. 31, 2021
Dec. 31, 2021
Debt Instrument [Line Items]      
Long-term debt $ 402,091   $ 404,651
Unamortized discount, net (1,323)   (1,458)
Unamortized deferred financing costs (9,442)   (9,844)
Total debt, net 391,326   393,349
Other      
Debt Instrument [Line Items]      
Long-term debt 81,040   86,118
Unamortized discount, net 0   0
Unamortized deferred financing costs (983)   (1,069)
Total debt, net 80,057   85,049
Corporate      
Debt Instrument [Line Items]      
Long-term debt 112,500   114,063
Unamortized discount, net (1,323)   (1,458)
Unamortized deferred financing costs (279)   (301)
Total debt, net 110,898   112,304
Insurance | Operating segments      
Debt Instrument [Line Items]      
Long-term debt 208,551   204,470
Unamortized discount, net 0   0
Unamortized deferred financing costs (8,180)   (8,474)
Total debt, net 200,371   195,996
Corporate debt      
Debt Instrument [Line Items]      
Long-term debt 272,500   276,223
Corporate debt | Revolving credit facility      
Debt Instrument [Line Items]      
Long-term debt     2,160
Corporate debt | Secured debt      
Debt Instrument [Line Items]      
Long-term debt 112,500   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
Corporate debt | Other | Secured debt      
Debt Instrument [Line Items]      
Long-term debt 0   0
Corporate debt | Corporate      
Debt Instrument [Line Items]      
Long-term debt 112,500   114,063
Corporate debt | Corporate | Revolving credit facility      
Debt Instrument [Line Items]      
Long-term debt     0
Corporate debt | Corporate | Secured debt      
Debt Instrument [Line Items]      
Long-term debt 112,500   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
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 $ 129,591   $ 128,428
Asset based debt | Revolving credit facility      
Debt Instrument [Line Items]      
Long-term debt 48,551   42,310
Asset based debt | Other      
Debt Instrument [Line Items]      
Long-term debt 81,040   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 48,551   42,310
Asset based debt | Insurance | Operating segments | Revolving credit facility      
Debt Instrument [Line Items]      
Long-term debt $ 48,551   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%  
Floor rate 1.00% 1.00%  
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 $ 67,990   $ 72,518
Weighted average interest rate 2.72%   2.76%
Residential mortgage warehouse borrowings | Asset based debt | Other      
Debt Instrument [Line Items]      
Long-term debt $ 67,990   $ 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 | LIBOR      
Debt Instrument [Line Items]      
Floor rate 1.00% 1.00%  
Residential mortgage warehouse borrowings | Minimum | Asset based debt | LIBOR      
Debt Instrument [Line Items]      
Basis spread on variable rate 1.88% 1.88%  
Floor rate 0.50%   0.50%
Residential mortgage warehouse borrowings | Maximum | Asset based debt | LIBOR      
Debt Instrument [Line Items]      
Basis spread on variable rate 3.00% 3.00%  
Floor rate 1.00%   1.00%
Vessel backed term loan | Asset based debt      
Debt Instrument [Line Items]      
Long-term debt $ 13,050   $ 13,600
Vessel backed term loan | Asset based debt | Other      
Debt Instrument [Line Items]      
Long-term debt 13,050   13,600
Vessel backed term loan | Asset based debt | Corporate      
Debt Instrument [Line Items]      
Long-term debt 0   0
Vessel backed term loan | Asset based debt | Insurance | Operating segments      
Debt Instrument [Line Items]      
Long-term debt $ 0   $ 0
Vessel backed term loan | Asset based debt | LIBOR      
Debt Instrument [Line Items]      
Basis spread on variable rate 4.75% 4.75%