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Segment Information (Financial Data by Segment) (Details) - USD ($)
$ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2022
Jun. 30, 2021
Jun. 30, 2022
Jun. 30, 2021
Segment Reporting Information [Line Items]        
Net premiums earned $ 247,271 $ 238,993 $ 512,982 $ 426,351
Net investment income 21,944 17,417 42,387 32,434
Equity in earnings (loss) of unconsolidated subsidiaries 5,180 11,927 12,799 18,715
Net investment gains (losses) (23,884) 10,833 (37,390) 19,682
Other income (expense) 5,314 2,458 8,119 4,462
Net losses and loss adjustment expenses (177,670) (181,852) (387,093) (331,636)
Underwriting, policy acquisition and operating expenses (76,648) (56,906) (147,247) (112,430)
SPC U.S. federal income taxes expense (349) (504) (991) (860)
SPC dividend (expense) income 854 (2,864) (1,513) (4,606)
Interest expense (4,919) (5,176) (9,360) (8,389)
Income tax benefit (expense) 1,789 (220) 3,559 (1,151)
Segment results (1,118) 34,106 (3,748) 42,572
Gain on bargain purchase 0 74,408 0 74,408
Net income (loss) (1,659) 92,050 (5,219) 99,785
Depreciation and amortization, net of accretion 10,059 9,597 20,409 16,320
Income tax expense (benefit) (1,933) (3,598) (3,950) (2,862)
NORCAL Group        
Segment Reporting Information [Line Items]        
Net losses and loss adjustment expenses 6,300   13,600  
Underwriting, policy acquisition and operating expenses (6,300)   (13,600)  
Gain on bargain purchase       74,400
Transaction-related costs (700) (20,300) (1,900) (21,200)
Transaction-related costs 700 20,300 1,900 21,200
Income tax expense (benefit) 200 3,800 400 4,000
Specialty P&C        
Segment Reporting Information [Line Items]        
Net premiums earned 183,547 168,635 381,514 284,249
Workers' Compensation Insurance        
Segment Reporting Information [Line Items]        
Net premiums earned 41,709 40,626 82,393 80,636
Segregated Portfolio Cell Reinsurance        
Segment Reporting Information [Line Items]        
Net premiums earned 16,222 16,272 35,536 32,156
Lloyd's Syndicates        
Segment Reporting Information [Line Items]        
Net premiums earned 5,793 13,460 13,539 29,310
Operating segments | Specialty P&C        
Segment Reporting Information [Line Items]        
Net premiums earned 183,547 168,635 381,514 284,249
Net investment income 0 0 0 0
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net investment gains (losses) 0 0 0 0
Other income (expense) 1,903 1,471 2,924 1,939
Net losses and loss adjustment expenses (137,002) (140,214) (302,960) (241,400)
Underwriting, policy acquisition and operating expenses (48,077) (28,877) (90,958) (55,223)
SPC U.S. federal income taxes expense 0 0 0 0
SPC dividend (expense) income 0 0 0 0
Interest expense 0 0 0 0
Income tax benefit (expense) 0 0 0 0
Segment results 371 1,015 (9,480) (10,435)
Depreciation and amortization, net of accretion 2,948 3,134 5,540 5,305
Operating segments | Workers' Compensation Insurance        
Segment Reporting Information [Line Items]        
Net premiums earned 41,709 40,626 82,393 80,636
Net investment income 0 0 0 0
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net investment gains (losses) 0 0 0 0
Other income (expense) 517 900 1,199 1,293
Net losses and loss adjustment expenses (27,947) (27,751) (55,158) (53,958)
Underwriting, policy acquisition and operating expenses (13,669) (12,712) (26,669) (24,998)
SPC U.S. federal income taxes expense 0 0 0 0
SPC dividend (expense) income 0 0 0 0
Interest expense 0 0 0 0
Income tax benefit (expense) 0 0 0 0
Segment results 610 1,063 1,765 2,973
Depreciation and amortization, net of accretion 874 903 1,748 1,806
Operating segments | Segregated Portfolio Cell Reinsurance        
Segment Reporting Information [Line Items]        
Net premiums earned 16,222 16,272 35,536 32,156
Net investment income 211 206 323 427
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net investment gains (losses) (2,782) 1,580 (3,493) 2,568
Other income (expense) 1 1 1 2
Net losses and loss adjustment expenses (9,272) (8,443) (20,763) (17,867)
Underwriting, policy acquisition and operating expenses (5,237) (5,293) (9,605) (10,320)
SPC U.S. federal income taxes expense (349) (504) (991) (860)
SPC dividend (expense) income 854 (2,864) (1,513) (4,606)
Interest expense 0 0 0 0
Income tax benefit (expense) 0 0 0 0
Segment results (352) 955 (505) 1,500
Depreciation and amortization, net of accretion 345 361 715 677
Operating segments | Lloyd's Syndicates        
Segment Reporting Information [Line Items]        
Net premiums earned 5,793 13,460 13,539 29,310
Net investment income 143 518 355 1,246
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net investment gains (losses) (485) 89 (884) (26)
Other income (expense) 129 361 263 582
Net losses and loss adjustment expenses (3,449) (5,444) (8,212) (18,411)
Underwriting, policy acquisition and operating expenses (1,508) (4,721) (4,218) (11,311)
SPC U.S. federal income taxes expense 0 0 0 0
SPC dividend (expense) income 0 0 0 0
Interest expense 0 0 0 0
Income tax benefit (expense) 0 0 0 0
Segment results 623 4,263 843 1,390
Depreciation and amortization, net of accretion 10 16 24 32
Operating segments | Corporate        
Segment Reporting Information [Line Items]        
Net premiums earned 0 0 0 0
Net investment income 21,590 16,693 41,709 30,761
Equity in earnings (loss) of unconsolidated subsidiaries 5,180 11,927 12,799 18,715
Net investment gains (losses) (20,617) 9,164 (33,013) 17,140
Other income (expense) 3,626 351 5,691 2,245
Net losses and loss adjustment expenses 0 0 0 0
Underwriting, policy acquisition and operating expenses (9,019) (5,929) (17,756) (12,177)
SPC U.S. federal income taxes expense 0 0 0 0
SPC dividend (expense) income 0 0 0 0
Interest expense (4,919) (5,176) (9,360) (8,389)
Income tax benefit (expense) 1,789 (220) 3,559 (1,151)
Segment results (2,370) 26,810 3,629 47,144
Depreciation and amortization, net of accretion 5,882 5,183 12,382 8,500
Inter-segment Eliminations        
Segment Reporting Information [Line Items]        
Net premiums earned 0 0 0 0
Net investment income 0 0 0 0
Equity in earnings (loss) of unconsolidated subsidiaries 0 0 0 0
Net investment gains (losses) 0 0 0 0
Other income (expense) (862) (626) (1,959) (1,599)
Net losses and loss adjustment expenses 0 0 0 0
Underwriting, policy acquisition and operating expenses 862 626 1,959 1,599
SPC U.S. federal income taxes expense 0 0 0 0
SPC dividend (expense) income 0 0 0 0
Interest expense 0 0 0 0
Income tax benefit (expense) 0 0 0 0
Segment results 0 0 0 0
Depreciation and amortization, net of accretion 0 0 0 0
Segment reconciling items        
Segment Reporting Information [Line Items]        
Gain on bargain purchase   74,408   74,408
Transaction-related costs (541) (16,464) (1,471) (17,195)
Transaction-related costs $ 541 $ 16,464 $ 1,471 $ 17,195