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Business Segments - Segment Revenues (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
Segment Reporting Information [Line Items]      
Earned Premiums $ 5,253.7 $ 4,672.2 $ 4,472.4
Net Investment Income 427.3 348.2 364.3
Other Income (Loss) 4.8 94.6 35.5
Total Revenues 5,793.0 5,205.7 5,039.2
Income (Loss) from Change in Fair Value of Equity and Convertible Securities 114.6 72.1 138.9
Net Realized Gains on the Sales of Investments 64.8 38.1 41.9
Net Impairment Losses Recognized in Earnings (11.0) (19.5) (13.8)
Change in Value of Alternative Energy Partnership Investments (61.2) 0.0 0.0
Operating Segments      
Segment Reporting Information [Line Items]      
Total Revenues 5,619.2 5,025.3 4,845.9
Operating Segments | Specialty Property & Casualty Insurance      
Segment Reporting Information [Line Items]      
Earned Premiums 3,948.5 3,335.3 3,078.4
Net Investment Income 152.5 114.1 107.5
Other Income (Loss) 4.1 1.8 7.0
Total Revenues 4,076.1 3,451.2 3,192.9
Change in Value of Alternative Energy Partnership Investments (29.0) 0.0 0.0
Operating Segments | Preferred Property & Casualty Insurance      
Segment Reporting Information [Line Items]      
Earned Premiums 651.7 688.2 750.3
Net Investment Income 68.6 37.7 44.1
Other Income (Loss) 0.0 0.1  
Total Revenues 704.0 726.0 794.4
Change in Value of Alternative Energy Partnership Investments (16.3)    
Operating Segments | Life & Health Insurance      
Segment Reporting Information [Line Items]      
Earned Premiums 653.5 648.7 643.7
Net Investment Income 202.7 198.8 206.4
Other Income (Loss) (1.3) 0.6 8.5
Total Revenues 839.1 848.1 858.6
Change in Value of Alternative Energy Partnership Investments (15.8)    
Segment Reconciling Items      
Segment Reporting Information [Line Items]      
Income (Loss) from Change in Fair Value of Equity and Convertible Securities 114.6 72.1 138.9
Net Realized Gains on the Sales of Investments 64.8 38.1 41.9
Net Impairment Losses Recognized in Earnings (11.0) (19.5) (13.8)
Other $ 5.4 $ 89.7 $ 26.3