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Property and Casualty Insurance Reserves - Reserve Activity (Details) - USD ($)
$ in Millions
9 Months Ended
Sep. 30, 2019
Sep. 30, 2018
Liability for Unpaid Claims and Claims Adjustment Expense [Roll Forward]    
Gross of Reinsurance at Beginning of Year $ 1,874.9  
Incurred Losses and LAE Related to:    
Incurred Losses and LAE Related to Prior Years (55.8) $ (1.7)
Paid Losses and LAE Related to:    
Property and Casualty Insurance Reserves - Gross of Reinsurance at End of Period 1,941.6  
Property, Liability and Casualty Insurance Product Line    
Liability for Unpaid Claims and Claims Adjustment Expense [Roll Forward]    
Gross of Reinsurance at Beginning of Year 1,874.9 1,016.8
Less Reinsurance Recoverables at Beginning of Year 101.9 53.1
Property and Casualty Insurance Reserves - Net of Reinsurance at Beginning of Year 1,773.0 963.7
Property and Casualty Insurance Reserves Acquired, Net of Reinsurance 3.6 682.9
Incurred Losses and LAE Related to:    
Incurred Losses and LAE Related to Prior Years (55.8) (1.7)
Total Incurred Losses and LAE 2,084.3 1,411.0
Paid Losses and LAE Related to:    
Paid Losses and LAE Related to Prior Years 853.1 535.3
Total Paid Losses and LAE 1,981.9 1,306.2
Property and Casualty Insurance Reserves - Net of Reinsurance at End of Period 1,879.0 1,751.4
Plus Reinsurance Recoverables at End of Period 62.6 67.7
Property and Casualty Insurance Reserves - Gross of Reinsurance at End of Period 1,941.6 1,819.1
Property, Liability and Casualty Insurance Product Line | Continuing Operations    
Incurred Losses and LAE Related to:    
Incurred Losses and LAE Related to Current Year 2,140.1 1,412.7
Incurred Losses and LAE Related to Prior Years (55.8) (1.2)
Paid Losses and LAE Related to:    
Paid Losses and LAE Related to Current Year 1,128.8 770.9
Paid Losses and LAE Related to Prior Years 850.7 533.1
Property, Liability and Casualty Insurance Product Line | Discontinued Operations    
Incurred Losses and LAE Related to:    
Incurred Losses and LAE Related to Prior Years 0.0 (0.5)
Paid Losses and LAE Related to:    
Paid Losses and LAE Related to Prior Years $ 2.4 $ 2.2