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Property and Casualty Insurance Reserves - Narrative (Details) - USD ($)
$ in Millions
 6 Months Ended
Jun. 30, 2020
Jun. 30, 2019
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years $ (19.5) $ 34.6
Specialty Automobile    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years (29.3) 18.0
Personal Automobile    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years (11.5) 5.0
Homeowners    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years 5.2  
Other Personal Lines    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years 1.9 2.7
Commercial Automobile    
Liability for Claims and Claims Adjustment Expense [Line Items]    
Incurred Losses and LAE Related to Prior Years $ 14.2 $ 8.8