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Property and Casualty Insurance Reserves - Reserve Activity (Details) - USD ($)
$ in Millions
 6 Months Ended
Jun. 30, 2020
Jun. 30, 2019
Liability for Unpaid Claims and Claims Adjustment Expense [Roll Forward]    
Gross of Reinsurance at Beginning of Year $ 1,969.8  
Incurred Losses and LAE Related to:    
Incurred Losses and LAE Related to Prior Years 19.5 $ (34.6)
Paid Losses and LAE Related to:    
Property and Casualty Insurance Reserves - Gross of Reinsurance at End of Period 1,877.3  
Property, Liability and Casualty Insurance Product Line    
Liability for Unpaid Claims and Claims Adjustment Expense [Roll Forward]    
Gross of Reinsurance at Beginning of Year 1,969.8 1,874.9
Less Reinsurance Recoverables at Beginning of Year 65.6 101.9
Property and Casualty Insurance Reserves - Net of Reinsurance at Beginning of Year 1,904.2 1,773.0
Incurred Losses and LAE Related to:    
Incurred Losses and LAE Related to Current Year 1,368.2 1,419.4
Incurred Losses and LAE Related to Prior Years 19.5 (34.6)
Total Incurred Losses and LAE 1,387.7 1,384.8
Paid Losses and LAE Related to:    
Paid Losses and LAE Related to Current Year 662.0 636.6
Paid Losses and LAE Related to Prior Years 806.1 698.5
Total Paid Losses and LAE 1,468.1 1,335.1
Property and Casualty Insurance Reserves - Net of Reinsurance at End of Period 1,823.8 1,826.3
Plus Reinsurance Recoverables at End of Period 53.5 85.6
Property and Casualty Insurance Reserves - Gross of Reinsurance at End of Period $ 1,877.3 $ 1,911.9