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Segment Information (Financial Data by Segment) (Details) - USD ($)
$ in Thousands
 3 Months Ended 12 Months Ended
Dec. 31, 2015
Sep. 30, 2015
Jun. 30, 2015
Mar. 31, 2015
Dec. 31, 2014
Sep. 30, 2014
Jun. 30, 2014
Mar. 31, 2014
Dec. 31, 2015
Dec. 31, 2014
Dec. 31, 2013
Segment Reporting Information [Line Items]                      
Net premiums earned $ 164,874 $ 182,085 $ 175,293 $ 171,899 $ 174,670 $ 177,028 $ 176,303 $ 171,730 $ 694,149 $ 699,731 $ 527,919
Net investment income                 108,660 125,557 129,265
Equity in earnings (loss) of unconsolidated subsidiaries                 3,682 3,986 7,539
Net realized gains (losses)                 (41,639) 14,654 67,904
Other income (loss)                 7,227 8,398 7,551
Gain on acquisition                 0 0 32,314
Net losses and loss adjustment expenses                 (410,711) (363,084) (224,761)
Underwriting, policy acquisition and operating expenses                 (217,064) (211,311) (147,817)
Segregated portfolio cells dividend (expense) income                 (853) (1,842) 0
Interest expense                 (14,596) (14,084) (2,755)
Loss on extinguishment of debt                     0
Income tax benefit (expense)                 (12,658) (65,440) (99,636)
Segment operating results                 116,197 196,565 297,523
Depreciation and amortization                 36,400 39,594 35,833
Specialty Property and Casualty [Member]                      
Segment Reporting Information [Line Items]                      
Net premiums earned                 443,313 492,733 527,919
Segment operating results                 92,132 137,225 176,730
Workers Compensation [Member]                      
Segment Reporting Information [Line Items]                      
Net premiums earned                 213,161 194,540 0
Segment operating results                 8,403 6,539 0
Lloyds Syndicate [Member]                      
Segment Reporting Information [Line Items]                      
Net premiums earned                 37,675 12,458 0
Segment operating results                 (5,614) (4,975) 0
Corporate Segment [Member]                      
Segment Reporting Information [Line Items]                      
Segment operating results                 21,276 57,776 120,793
Inter-segment Eliminations [Member]                      
Segment Reporting Information [Line Items]                      
Net premiums earned                 0 0  
Other income (loss)                 (581) (481) (7)
Net losses and loss adjustment expenses                 5,382    
Underwriting, policy acquisition and operating expenses                 (4,801) 481 7
Segment operating results                 0 0 0
Operating Segments [Member] | Specialty Property and Casualty [Member]                      
Segment Reporting Information [Line Items]                      
Net premiums earned                 443,313 492,733 527,919
Other income (loss)                 4,561 5,823 5,648
Net losses and loss adjustment expenses                 (250,168) (228,199) (224,761)
Underwriting, policy acquisition and operating expenses                 (105,574) (133,132) (132,076)
Depreciation and amortization                 8,663 8,945 7,199
Operating Segments [Member] | Workers Compensation [Member]                      
Segment Reporting Information [Line Items]                      
Net premiums earned                 213,161 194,540 0
Other income (loss)                 492 645 0
Net losses and loss adjustment expenses                 (140,744) (126,447) 0
Underwriting, policy acquisition and operating expenses                 (63,653) (60,357) 0
Segregated portfolio cells dividend (expense) income                 (853) (1,842)  
Depreciation and amortization                 5,696 5,828 0
Operating Segments [Member] | Lloyds Syndicate [Member]                      
Segment Reporting Information [Line Items]                      
Net premiums earned                 37,675 12,458 0
Net investment income                 928 410 0
Net realized gains (losses)                 24 4  
Other income (loss)                 698 126 0
Net losses and loss adjustment expenses                 (25,181) (8,438) 0
Underwriting, policy acquisition and operating expenses                 (18,518) (9,535) 0
Income tax benefit (expense)                 (1,240)    
Depreciation and amortization                 417 477 0
Operating Segments [Member] | Corporate Segment [Member]                      
Segment Reporting Information [Line Items]                      
Net investment income                 107,732 125,147 129,265
Equity in earnings (loss) of unconsolidated subsidiaries                 3,682 3,986 7,539
Net realized gains (losses)                 (41,663) 14,650 67,904
Other income (loss)                 2,057 2,285 1,910
Gain on acquisition                   0 32,314
Underwriting, policy acquisition and operating expenses                 (24,518) (8,768) (15,748)
Interest expense                 (14,596) (14,084) (2,755)
Loss on extinguishment of debt                     0
Income tax benefit (expense)                 (11,418) (65,440) (99,636)
Depreciation and amortization                 $ 21,624 $ 24,344 $ 28,634