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Business Segments - Earned Premiums by Product Line (Details) - USD ($)
$ in Millions
3 Months Ended
Mar. 31, 2021
Mar. 31, 2020
Segment Reporting Information [Line Items]    
Earned Premiums $ 1,200.8 $ 1,166.4
Operating Segments | Specialty Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 877.6 822.5
Operating Segments | Preferred Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 162.2 180.9
Operating Segments | Life & Health Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 161.0 163.0
Operating Segments | Specialty Automobile | Specialty Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 785.4 753.2
Operating Segments | Commercial Automobile | Specialty Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 92.2 69.3
Operating Segments | Personal Automobile | Preferred Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 103.0 114.9
Operating Segments | Homeowners | Preferred Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 50.8 56.8
Operating Segments | Other Personal Lines | Preferred Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 8.4 9.2
Operating Segments | Life | Life & Health Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 98.1 97.2
Operating Segments | Accident and Health | Life & Health Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums 47.4 49.4
Operating Segments | Property | Life & Health Insurance    
Segment Reporting Information [Line Items]    
Earned Premiums $ 15.5 $ 16.4