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Segment Information - Schedule of Combined Ratio (Details) - USD ($)
$ in Thousands
 12 Months Ended
Dec. 31, 2024
Dec. 31, 2023
Dec. 31, 2022
Revenue from External Customer [Line Items]      
Net premiums earned $ 4,376,447 $ 3,827,606 $ 3,373,380
Loss and loss expense incurred 3,164,484 2,484,285 2,111,778
Total Insurance Operations      
Revenue from External Customer [Line Items]      
Net premiums earned 4,376,447 3,827,606 3,373,380
Loss and loss expense incurred 3,164,484 2,484,285 2,111,778
Net underwriting expenses incurred 1,338,047 1,203,767 1,089,942
Dividends to policyholders 6,504 6,755 4,858
Underwriting income (loss) $ (132,588) $ 132,799 $ 166,802
Ratio      
Loss and loss expense incurred (as a percent) 72.30% 64.90% 62.70%
Net underwriting expenses incurred (as a percent) 30.60% 31.40% 32.30%
Dividends to policyholders (as a percent) 0.10% 0.20% 0.10%
Underwriting income (loss) (as a percent) 103.00% 96.50% 95.10%
Standard Commercial Lines      
Revenue from External Customer [Line Items]      
Net premiums earned $ 3,447,556 $ 3,071,784 $ 2,739,819
Loss and loss expense incurred 2,501,615 1,919,204 1,683,988
Net underwriting expenses incurred 1,084,420 988,519 907,277
Dividends to policyholders 6,504 6,755 4,858
Underwriting income (loss) $ (144,983) $ 157,306 $ 143,696
Ratio      
Loss and loss expense incurred (as a percent) 72.50% 62.50% 61.50%
Net underwriting expenses incurred (as a percent) 31.50% 32.20% 33.10%
Dividends to policyholders (as a percent) 0.20% 0.20% 0.20%
Underwriting income (loss) (as a percent) 104.20% 94.90% 94.80%
Standard Personal Lines      
Revenue from External Customer [Line Items]      
Net premiums earned $ 424,917 $ 365,213 $ 299,405
Loss and loss expense incurred 364,601 353,185 231,113
Net underwriting expenses incurred 99,801 91,291 75,485
Underwriting income (loss) $ (39,485) $ (79,263) $ (7,193)
Ratio      
Loss and loss expense incurred (as a percent) 85.80% 96.70% 77.20%
Net underwriting expenses incurred (as a percent) 23.50% 25.00% 25.20%
Underwriting income (loss) (as a percent) 109.30% 121.70% 102.40%
E&S Lines      
Revenue from External Customer [Line Items]      
Net premiums earned $ 503,974 $ 390,609 $ 334,156
Loss and loss expense incurred 298,268 211,896 196,677
Net underwriting expenses incurred 153,826 123,957 107,180
Underwriting income (loss) $ 51,880 $ 54,756 $ 30,299
Ratio      
Loss and loss expense incurred (as a percent) 59.20% 54.30% 58.80%
Net underwriting expenses incurred (as a percent) 30.50% 31.70% 32.10%
Underwriting income (loss) (as a percent) 89.70% 86.00% 90.90%