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Goodwill and Other Intangible Assets - Goodwill and Intangible Assets Rollforward (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Goodwill [Roll Forward]      
Beginning balance $ 394.7    
Ending balance 525.5 $ 394.7  
Finite-lived Intangible Assets [Roll Forward]      
Amortization (28.3) (21.8) $ (18.8)
Goodwill and Intangible Assets [Roll Forward]      
Goodwill, impairment loss 0.0 7.6  
Total other intangible assets      
Goodwill [Roll Forward]      
Contingent considerations 23.2 26.8  
Measurement period adjustments 6.6 5.9  
Finite-lived Intangible Assets [Roll Forward]      
Beginning balance 260.0 157.6  
Acquisitions of businesses 0.0 34.6  
Impairments (6.2) (2.8)  
Foreign currency translation 1.6 0.7  
Amortization (28.3) (21.8)  
Ending balance 256.9 260.0 157.6
Renewal rights      
Finite-lived Intangible Assets [Roll Forward]      
Acquisitions of businesses 0.0 82.5  
Goodwill      
Goodwill [Roll Forward]      
Beginning balance 394.7 379.9  
Acquisitions of businesses 140.0 64.8  
Acquisition of collector car renewal rights 0.0 0.0  
Dispositions of businesses 0.0    
Contingent considerations (23.2) (26.8)  
Impairment 0.0 (7.6)  
Measurement period adjustments 0.6 0.9  
Foreign currency translation 13.4 1.8  
Ending balance 525.5 394.7 379.9
Intangible Asset and Goodwill      
Goodwill [Roll Forward]      
Dispositions of businesses 0.0 (41.8)  
Contingent considerations 0.0 0.0  
Measurement period adjustments 7.2 6.8  
Finite-lived Intangible Assets [Roll Forward]      
Acquisitions of businesses 140.0 99.4  
Foreign currency translation 15.0 2.5  
Amortization (28.3) (21.8)  
Goodwill and Intangible Assets [Roll Forward]      
Beginning balance 654.7 537.5  
Write-off (6.2) (10.4)  
Ending balance 782.4 654.7 $ 537.5
Intangible Asset and Goodwill | Renewal rights      
Finite-lived Intangible Assets [Roll Forward]      
Acquisitions of businesses 0.0 82.5  
MediaAlpha      
Goodwill [Roll Forward]      
Dispositions of businesses   (18.3)  
MediaAlpha | Total other intangible assets      
Goodwill [Roll Forward]      
Dispositions of businesses 0.0 (23.5)  
Other Operations      
Finite-lived Intangible Assets [Roll Forward]      
Impairments (0.4) (0.4)  
Goodwill and Intangible Assets [Roll Forward]      
Goodwill, impairment loss 7.6 7.6  
Fresh Insurance Services Group Limited      
Finite-lived Intangible Assets [Roll Forward]      
Impairments (6.2) (2.4)  
KBK Insurance Group, Inc. & KBK Premium Services, Inc. | Goodwill      
Goodwill [Roll Forward]      
Contingent considerations $ 4.1 $ 5.9