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Business Segments - Earned Premiums by Product Line (Details) - USD ($)
$ in Millions
3 Months Ended 9 Months Ended
Sep. 30, 2023
Sep. 30, 2022
Sep. 30, 2023
Sep. 30, 2022
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) $ 1,117.8 $ 1,290.9 $ 3,465.6 $ 3,948.5
Operating Segments | Specialty Property & Casualty Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 890.4 999.5 2,766.9 3,064.8
Operating Segments | Life Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 102.1 142.1 303.6 428.9
Operating Segments | Specialty and Life Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 992.5 1,141.6 3,070.5 3,493.7
Operating Segments | Preferred Property & Casualty Insurance [Member]        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 125.3 149.3 395.1 454.8
Operating Segments | Personal Automobile | Specialty Property & Casualty Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 724.0 858.8 2,278.5 2,666.3
Operating Segments | Commercial Automobile | Specialty Property & Casualty Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 166.4 140.7 488.4 398.5
Operating Segments | Life | Life Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 84.9 84.3 251.9 253.8
Operating Segments | Accident and Health | Life Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) 5.8 45.9 17.5 136.8
Operating Segments | Property | Life Insurance        
Segment Reporting Information [Line Items]        
Earned Premiums (Changes in Deferred Profit Liability for the Nine and Three Months Ended: 2023 - $51.6 and $15.9; 2022 - $56.8 and $19.1) $ 11.4 $ 11.9 $ 34.2 $ 38.3