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Segment Information - Schedule of Combined Ratio (Details) - USD ($)
$ in Thousands
 3 Months Ended 6 Months Ended
Jun. 30, 2025
Jun. 30, 2024
Jun. 30, 2025
Jun. 30, 2024
Revenue from External Customer [Line Items]        
Net premiums earned $ 1,188,057 $ 1,080,231 $ 2,346,814 $ 2,131,175
Loss and loss expense incurred 823,898 925,548 1,570,223 1,629,840
Total Insurance Operations        
Revenue from External Customer [Line Items]        
Net premiums earned 1,188,057 1,080,231 2,346,814 2,131,175
Loss and loss expense incurred 823,898 925,548 1,570,223 1,629,840
Net underwriting expenses incurred 365,431 327,310 731,243 651,677
Dividends to policyholders 1,151 1,054 2,134 4,308
Underwriting income (loss) $ (2,423) $ (173,681) $ 43,214 $ (154,650)
Ratio        
Loss and loss expense incurred (as a percent) 69.30% 85.70% 66.90% 76.50%
Net underwriting expenses incurred (as a percent) 30.80% 30.30% 31.20% 30.60%
Dividends to policyholders (as a percent) 0.10% 0.10% 0.10% 0.20%
Underwriting income (loss) (as a percent) 100.20% 116.10% 98.20% 107.30%
Standard Commercial Lines        
Revenue from External Customer [Line Items]        
Net premiums earned $ 937,635 $ 853,493 $ 1,849,845 $ 1,687,603
Loss and loss expense incurred 666,766 747,954 1,248,432 1,303,787
Net underwriting expenses incurred 295,862 265,366 592,505 530,008
Dividends to policyholders 1,151 1,054 2,134 4,308
Underwriting income (loss) $ (26,144) $ (160,881) $ 6,774 $ (150,500)
Ratio        
Loss and loss expense incurred (as a percent) 71.10% 87.60% 67.50% 77.20%
Net underwriting expenses incurred (as a percent) 31.60% 31.10% 32.00% 31.40%
Dividends to policyholders (as a percent) 0.10% 0.10% 0.10% 0.30%
Underwriting income (loss) (as a percent) 102.80% 118.80% 99.60% 108.90%
Standard Personal Lines        
Revenue from External Customer [Line Items]        
Net premiums earned $ 102,377 $ 106,421 $ 206,032 $ 210,267
Loss and loss expense incurred 69,977 101,440 146,646 185,784
Net underwriting expenses incurred 23,850 24,282 48,799 49,119
Underwriting income (loss) $ 8,550 $ (19,301) $ 10,587 $ (24,636)
Ratio        
Loss and loss expense incurred (as a percent) 68.30% 95.30% 71.20% 88.30%
Net underwriting expenses incurred (as a percent) 23.30% 22.80% 23.70% 23.40%
Underwriting income (loss) (as a percent) 91.60% 118.10% 94.90% 111.70%
E&S Lines        
Revenue from External Customer [Line Items]        
Net premiums earned $ 148,045 $ 120,317 $ 290,937 $ 233,305
Loss and loss expense incurred 87,155 76,154 175,145 140,269
Net underwriting expenses incurred 45,719 37,662 89,939 72,550
Underwriting income (loss) $ 15,171 $ 6,501 $ 25,853 $ 20,486
Ratio        
Loss and loss expense incurred (as a percent) 58.90% 63.30% 60.20% 60.10%
Net underwriting expenses incurred (as a percent) 30.90% 31.30% 30.90% 31.10%
Underwriting income (loss) (as a percent) 89.80% 94.60% 91.10% 91.20%