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Business Segments - Segment Revenues (Details) - USD ($)
$ in Millions
 3 Months Ended 9 Months Ended
Sep. 30, 2021
Mar. 31, 2021
Sep. 30, 2020
Sep. 30, 2021
Sep. 30, 2020
Segment Reporting Information [Line Items]          
Earned Premiums $ 1,356.1   $ 1,206.5 $ 3,894.6 $ 3,458.2
Net Investment Income 101.9   92.1 318.9 245.5
Change in Value of Alternative Energy Partnership Investments (23.8)   0.0 (46.9) 0.0
Other Income (Loss) 12.3   0.9 20.8 92.7
Total Revenues 1,455.4   1,353.7 4,315.1 3,813.6
Income (Loss) from Change in Fair Value of Equity and Convertible Securities (0.6)   45.2 92.4 (1.0)
Impairment Losses (0.6)   (1.0) (7.8) (20.0)
Operating Segments          
Segment Reporting Information [Line Items]          
Total Revenues 1,435.1   1,298.4 4,169.2 3,706.8
Operating Segments | Specialty Property & Casualty Insurance          
Segment Reporting Information [Line Items]          
Earned Premiums 1,028.3   871.4 2,916.2 2,452.9
Net Investment Income 37.0   30.5 114.7 76.2
Change in Value of Alternative Energy Partnership Investments (11.3)     (22.3)  
Other Income (Loss) 1.2   0.4 3.1 1.4
Total Revenues 1,055.2   902.3 3,011.7 2,530.5
Operating Segments | Preferred Property & Casualty Insurance          
Segment Reporting Information [Line Items]          
Earned Premiums 163.7   174.5 489.1 519.0
Net Investment Income 16.1   10.3 51.5 24.3
Change in Value of Alternative Energy Partnership Investments (6.4)     (12.5)  
Other Income (Loss) 0.0 $ 0.1 0.0 0.0  
Total Revenues 173.4   184.8 528.1 543.4
Operating Segments | Life & Health Insurance          
Segment Reporting Information [Line Items]          
Earned Premiums 164.1   160.6 489.3 486.3
Net Investment Income 48.4   50.7 151.9 146.0
Change in Value of Alternative Energy Partnership Investments (6.1)     (12.1)  
Other Income (Loss) 0.1   0.0 0.3 0.6
Total Revenues 206.5   211.3 629.4 632.9
Segment Reconciling Items          
Segment Reporting Information [Line Items]          
Income (Loss) from Change in Fair Value of Equity and Convertible Securities (0.6)   45.2 92.4 (1.0)
Gain (Loss) on Sale of Investments 10.1   10.0 43.1 38.2
Impairment Losses (0.6)   (1.0) (7.8) (20.0)
Other $ 11.4   $ 1.1 $ 18.2 $ 89.6