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Goodwill and Other Intangible Assets (Goodwill and Intangible Assets Rollforward) (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Goodwill [Roll Forward]      
Beginning balance $ 379.9    
Ending balance 394.7 $ 379.9  
Finite-lived Intangible Assets [Roll Forward]      
Amortization (21.8) (18.8) $ (10.7)
Goodwill and Intangible Assets [Roll Forward]      
Purchases of consolidated subsidiaries, net of cash acquired 258.0 295.2 27.6
Goodwill, impairment loss 7.6    
Other Intangible Assets      
Goodwill [Roll Forward]      
Measurement period adjustments(5) 26.8    
Measurement period adjustments 5.9    
Finite-lived Intangible Assets [Roll Forward]      
Beginning balance 157.6 36.2  
Acquisitions of businesses 34.6 140.9  
Foreign currency translation 0.7 (0.7)  
Amortization (21.8) (18.8)  
Ending balance 260.0 157.6 36.2
Goodwill and Intangible Assets [Roll Forward]      
Impairments 2.8    
Renewal Rights      
Finite-lived Intangible Assets [Roll Forward]      
Acquisitions of businesses 82.5    
Goodwill      
Goodwill [Roll Forward]      
Beginning balance 379.9 25.9  
Acquisitions of businesses 64.8 356.5  
Dispositions of businesses (2) (18.3)    
Measurement period adjustments(5) (26.8)    
Write-off (7.6)    
Measurement period adjustments 0.9    
Foreign currency translation 1.8 (2.5)  
Ending balance 394.7 379.9 25.9
Intangible Asset and Goodwill      
Goodwill [Roll Forward]      
Dispositions of businesses (2) (41.8)    
Measurement period adjustments 6.8    
Finite-lived Intangible Assets [Roll Forward]      
Acquisitions of businesses 99.4 497.4  
Foreign currency translation 2.5 (3.2)  
Amortization (21.8) (18.8)  
Goodwill and Intangible Assets [Roll Forward]      
Beginning balance 537.5 62.1  
Write-off (10.4)    
Ending balance 654.7 537.5 62.1
Intangible Asset and Goodwill | Renewal Rights      
Finite-lived Intangible Assets [Roll Forward]      
Acquisitions of businesses 82.5    
MediaAlpha | Other Intangible Assets      
Goodwill [Roll Forward]      
Dispositions of businesses (2) (23.5)    
Finite-lived Intangible Assets [Roll Forward]      
Write-off (2.8)    
Other Operations      
Goodwill and Intangible Assets [Roll Forward]      
Goodwill, impairment loss 7.6    
Impairments 0.4    
NSM Holding Co LLC      
Goodwill [Roll Forward]      
Beginning balance 354.3    
Ending balance 381.6 354.3  
Finite-lived Intangible Assets [Roll Forward]      
Amortization (19.4) (8.3) $ 0.0
Goodwill and Intangible Assets [Roll Forward]      
Impairments 2.4    
NSM Holding Co LLC | Renewal Rights      
Goodwill and Intangible Assets [Roll Forward]      
Impairments 0.0    
NSM Holding Co LLC | Goodwill      
Goodwill [Roll Forward]      
Foreign currency translation 1.4 $ (2.2)  
Fresh Insurance Services Group Limited      
Goodwill and Intangible Assets [Roll Forward]      
Impairments 2.4    
KBK Insurance Group, Inc. & KBK Premium Services, Inc. | Goodwill      
Goodwill [Roll Forward]      
Measurement period adjustments(5) $ 5.9