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Goodwill and Other Intangible Assets - Fair Value of Goodwill and Intangible Assets (Details) - USD ($)
$ in Millions
Sep. 30, 2019
Jun. 28, 2019
Apr. 04, 2019
Apr. 01, 2019
Mar. 12, 2019
Dec. 03, 2018
May 18, 2018
May 11, 2018
NSM Holding Co LLC                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired $ 653.0              
Renewal Rights                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired   $ 82.5            
NSM Holding Co LLC                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired               $ 383.0
Fresh Insurance Services Group Limited                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired             $ 54.6  
KBK Insurance Group, Inc. & KBK Premium Services, Inc.                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired           $ 65.3    
Embrace Pet Insurance                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired       $ 67.6        
Kudu                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired     $ 9.8          
Other Operations                
Finite-Lived Intangible Assets [Line Items]                
Goodwill and intangible assets acquired         $ 22.6      
Other Assets | Embrace Pet Insurance                
Finite-Lived Intangible Assets [Line Items]                
Software       $ 3.4