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Business Segments - Segment Assets (Details) - USD ($)
$ in Millions
Dec. 31, 2019
Dec. 31, 2018
Segment Reporting Information [Line Items]    
Total Assets $ 12,989.1 $ 11,544.9
Specialty Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Total Assets 4,435.2 3,541.0
Preferred Property & Casualty Insurance    
Segment Reporting Information [Line Items]    
Total Assets 1,549.8 1,567.7
Life & Health Insurance    
Segment Reporting Information [Line Items]    
Total Assets 5,847.9 5,117.2
Corporate and Other, Net    
Segment Reporting Information [Line Items]    
Total Assets $ 1,156.2 $ 1,319.0