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Goodwill and Other Intangible Assets - Schedule of Goodwill and Other Intangible Assets Rollforward (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended
Mar. 31, 2021
Dec. 31, 2021
Dec. 31, 2020
Dec. 31, 2019
Acquired Finite-Lived Intangible Assets [Line Items]        
Beginning balance $ 525.5 $ 525.5    
Amortization   (39.8) $ (28.3) $ (21.8)
Impairments   (30.2) 0.0  
Ending balance   645.5 525.5  
J.C. Taylor Insurance        
Acquired Finite-Lived Intangible Assets [Line Items]        
Attribution of acquisition date fair value estimates between goodwill and other intangible assets   27.2    
Kingsbridge Group Limited        
Acquired Finite-Lived Intangible Assets [Line Items]        
Attribution of acquisition date fair value estimates between goodwill and other intangible assets     13.6  
Measurement period adjustments     4.1  
Other Operations        
Acquired Finite-Lived Intangible Assets [Line Items]        
Attribution of acquisition date fair value estimates between goodwill and other intangible assets   9.3 9.6  
Fresh Insurance Services Group Limited        
Acquired Finite-Lived Intangible Assets [Line Items]        
Proceeds from sale of other assets 1.5      
Goodwill        
Acquired Finite-Lived Intangible Assets [Line Items]        
Beginning balance 525.5 525.5 394.7  
Acquisition of businesses   71.5 140.0  
Attribution of acquisition date fair value estimates between goodwill and other intangible assets   (36.5) (23.2)  
Measurement period adjustments   (0.1) 0.6  
Disposition of businesses   0.0 0.0  
Amortization   0.0 0.0  
Impairments   0.0 0.0  
Assets held for sale   0.0  
Loss on assets held for sale   (30.2) 0.0  
Foreign currency translation   (1.5) 13.4  
Ending balance   645.5 525.5 394.7
Goodwill | Ark        
Acquired Finite-Lived Intangible Assets [Line Items]        
Ark Transaction   116.8 0.0  
Goodwill | J.C. Taylor Insurance        
Acquired Finite-Lived Intangible Assets [Line Items]        
Acquisition of businesses   55.7    
Goodwill | Kingsbridge Group Limited        
Acquired Finite-Lived Intangible Assets [Line Items]        
Acquisition of businesses     125.1  
Goodwill | Other Operations        
Acquired Finite-Lived Intangible Assets [Line Items]        
Acquisition of businesses     14.9  
Goodwill | Other Operations        
Acquired Finite-Lived Intangible Assets [Line Items]        
Acquisition of businesses   15.8    
Total other intangible assets        
Acquired Finite-Lived Intangible Assets [Line Items]        
Beginning balance 256.9 256.9 260.0  
Acquisition of businesses   0.0 0.0  
Attribution of acquisition date fair value estimates between goodwill and other intangible assets   36.5 23.2  
Measurement period adjustments   0.0 6.6  
Disposition of businesses   0.0 0.0  
Amortization   (39.8) (28.3)  
Impairments   0.0 (6.2)  
Assets held for sale   (8.6) 0.0  
Loss on assets held for sale   0.0 0.0  
Foreign currency translation   (0.3) 1.6  
Ending balance   420.4 256.9 260.0
Total other intangible assets | Ark        
Acquired Finite-Lived Intangible Assets [Line Items]        
Ark Transaction   175.7 0.0  
Total Goodwill and Other Intangible Assets        
Acquired Finite-Lived Intangible Assets [Line Items]        
Beginning balance $ 782.4 782.4 654.7  
Acquisition of businesses   71.5 140.0  
Attribution of acquisition date fair value estimates between goodwill and other intangible assets   0.0 0.0  
Measurement period adjustments   (0.1) 7.2  
Disposition of businesses   0.0 0.0  
Amortization   (39.8) (28.3)  
Impairments   0.0 (6.2)  
Assets held for sale   (8.6) 0.0  
Loss on assets held for sale   (30.2) 0.0  
Foreign currency translation   (1.8) 15.0  
Ending balance   1,065.9 782.4 $ 654.7
Total Goodwill and Other Intangible Assets | Ark        
Acquired Finite-Lived Intangible Assets [Line Items]        
Ark Transaction   $ 292.5 $ 0.0