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Segment Information - Schedule of Return on Equity (Details)
 3 Months Ended 6 Months Ended
Jun. 30, 2025
Jun. 30, 2024
Jun. 30, 2025
Jun. 30, 2024
Segment Reporting Information [Line Items]        
ROE 10.70% (9.50%) 12.50% 1.10%
Operating Segments | Total Insurance Operations        
Segment Reporting Information [Line Items]        
ROE (0.20%) (19.90%) 2.20% (8.80%)
Operating Segments | Standard Commercial Lines        
Segment Reporting Information [Line Items]        
ROE (2.60%) (18.40%) 0.40% (8.60%)
Operating Segments | Standard Personal Lines        
Segment Reporting Information [Line Items]        
ROE 0.90% (2.20%) 0.50% (1.40%)
Operating Segments | E&S Lines        
Segment Reporting Information [Line Items]        
ROE 1.50% 0.70% 1.30% 1.20%
Operating Segments | Investments        
Segment Reporting Information [Line Items]        
Net investment income earned 13.00% 12.50% 12.90% 12.50%
Net realized and unrealized investment gains (losses) 0.40% 0.10% 0.20% 0.00%
ROE 13.40% 12.60% 13.10% 12.50%
Other        
Segment Reporting Information [Line Items]        
ROE (2.50%) (2.20%) (2.80%) (2.60%)