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Goodwill and Intangible Assets - Schedule of Goodwill by Segment (Details) - USD ($)
$ in Millions
Dec. 31, 2019
Dec. 31, 2018
Goodwill [Roll Forward]    
Goodwill $ 1,114.0 $ 1,112.4
Specialty Property & Casualty Insurance    
Goodwill [Roll Forward]    
Goodwill 845.0 843.4
Preferred Property & Casualty Insurance    
Goodwill [Roll Forward]    
Goodwill 49.6 49.6
Life & Health Insurance    
Goodwill [Roll Forward]    
Goodwill $ 219.4 $ 219.4