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Significant Transactions - NSM (Details)
£ in Millions, $ in Millions
3 Months Ended 9 Months Ended 12 Months Ended
Aug. 06, 2021
USD ($)
Apr. 12, 2021
USD ($)
Apr. 12, 2021
GBP (£)
Apr. 07, 2020
USD ($)
Apr. 07, 2020
GBP (£)
Jun. 28, 2019
USD ($)
Apr. 01, 2019
USD ($)
Dec. 03, 2018
USD ($)
May 18, 2018
USD ($)
earnout_period
Mar. 31, 2021
USD ($)
Sep. 30, 2019
USD ($)
Dec. 31, 2021
USD ($)
Dec. 31, 2020
USD ($)
Dec. 31, 2019
USD ($)
Apr. 07, 2020
GBP (£)
Other Significant Noncash Transactions [Line Items]                              
Purchases of consolidated subsidiaries, net of cash acquired                       $ 39.1 $ 127.3 $ 258.0  
Goodwill and intangible assets acquired               $ 59.4              
Goodwill                       645.5 525.5    
Change in fair value of contingent consideration                       1.0 (3.3) 2.1  
Contingent consideration payments related to acquisitions of subsidiaries                       0.0 7.0 7.6  
Disposal Group, Disposed of by Sale, Not Discontinued Operations | Fresh Insurance Services Group Limited                              
Other Significant Noncash Transactions [Line Items]                              
Proceeds from sale of business   $ 1.5 £ 1.1                        
Disposal Group, Held-for-sale, Not Discontinued Operations | Fresh Insurance Services Group Limited                              
Other Significant Noncash Transactions [Line Items]                              
Loss on sale                   $ (28.7)   28.7      
Fresh Insurance Services Group Limited                              
Other Significant Noncash Transactions [Line Items]                              
Ownership interest (as a percent)                 100.00%            
Proceeds from borrowings                 $ 51.0            
Purchase price adjustment                     $ 0.7        
Number of earnout periods | earnout_period                 2            
KBK Insurance Group, Inc. & KBK Premium Services, Inc.                              
Other Significant Noncash Transactions [Line Items]                              
Proceeds from borrowings               30.1              
Purchases of consolidated subsidiaries, net of cash acquired               60.0              
Goodwill                           32.6  
Intangible assets acquired                           32.7  
NSM                              
Other Significant Noncash Transactions [Line Items]                              
Purchases of consolidated subsidiaries, net of cash acquired               $ 29.0              
Embrace Pet Insurance                              
Other Significant Noncash Transactions [Line Items]                              
Goodwill             $ 52.2                
Intangible assets acquired             15.4                
J.C. Taylor Insurance                              
Other Significant Noncash Transactions [Line Items]                              
Proceeds from borrowings $ 35.0                            
Purchases of consolidated subsidiaries, net of cash acquired 49.6                            
Goodwill 28.5                            
Intangible assets acquired 27.2                            
Assets acquired 60.3                            
Goodwill and other intangible assets 55.7                            
Liabilities acquired $ 10.7                            
NSM                              
Other Significant Noncash Transactions [Line Items]                              
Change in fair value of contingent consideration                       1.0 (3.3)    
Contingent consideration                       6.8 14.6    
Goodwill and other intangible assets                       725.4 736.8    
NSM | KBK Insurance Group, Inc. & KBK Premium Services, Inc.                              
Other Significant Noncash Transactions [Line Items]                              
Contingent consideration payments related to acquisitions of subsidiaries                       8.8 7.0    
NSM | Fresh Insurance Services Group Limited                              
Other Significant Noncash Transactions [Line Items]                              
Equity method investment, aggregate cost                 $ 49.6            
NSM | Embrace Pet Insurance                              
Other Significant Noncash Transactions [Line Items]                              
Proceeds from borrowings             $ 20.4                
Percentage of voting interests acquired             100.00%                
Payments to acquire businesses, gross             $ 71.5                
Additional investment in acquisition             $ 58.2                
NSM | Kingsbridge Group Limited                              
Other Significant Noncash Transactions [Line Items]                              
Equity method investment, aggregate cost       $ 132.2                     £ 107.2
Proceeds from borrowings       $ 52.4 £ 42.5                    
Percentage of voting interests acquired       100.00%                     100.00%
Additional investment in acquisition       $ 80.3                      
Acquisitions of businesses                         111.5    
Finite-lived Intangible Assets Acquired                         20.2    
Pretax income                       (0.3) 4.1    
Contingent consideration       $ 4.1                 0.3    
NSM | J.C. Taylor Insurance                              
Other Significant Noncash Transactions [Line Items]                              
Percentage of voting interests acquired 100.00%                            
KBK Insurance Group, Inc. & KBK Premium Services, Inc.                              
Other Significant Noncash Transactions [Line Items]                              
Change in fair value of contingent consideration                           $ 5.9  
Contingent consideration payments related to acquisitions of subsidiaries                       $ 6.7 $ 6.4    
AIG Collector Car Business                              
Other Significant Noncash Transactions [Line Items]                              
Purchases of consolidated subsidiaries, net of cash acquired           $ 82.5                  
Intangible assets acquired           82.5                  
Additional investment in acquisition           59.1                  
AIG Collector Car Business | NSM                              
Other Significant Noncash Transactions [Line Items]                              
Proceeds from borrowings           $ 22.5