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Property and Casualty Insurance Reserves - Narrative (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2020
Mar. 31, 2019
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years $ (0.9) $ 21.4
Specialty Automobile    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years (18.0) 14.3
Personal Automobile    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years (2.1) 1.3
Homeowners    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years 5.0  
Other Personal Lines    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years 1.8 1.8
Commercial Automobile    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years $ 12.5 $ 3.8