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Change in Presentation of Fiduciary Assets and Liabilities - Summary of Changes to Presentation of Statement of Cash Flows (Details) - USD ($)
$ in Millions
 12 Months Ended
Dec. 31, 2023
Dec. 31, 2022
Dec. 31, 2021
Cash flows from operating activities:      
Net change in accounts receivable, net $ (503.5) $ (319.6) $ (172.3)
Net change in other current assets (107.3) (71.7) (102.8)
Net change in accrued compensation and other accrued liabilities 462.9 119.0 217.3
Net cash provided by operating activities 2,031.7 1,390.0 1,392.4
Cash flows from financing activities:      
Net change in fiduciary assets and liabilities   735.4 311.7
Net cash provided by (used) by financing activities $ 2,873.9 212.6 2,995.8
Reported 2022      
Cash flows from operating activities:      
Net change in premium and fees receivable   (4,789.3)  
Net change in premiums payable to underwriting enterprises   5,084.2  
Net change in other current assets   (47.1)  
Net change in accrued compensation and other accrued liabilities   215.3  
Net cash provided by operating activities   2,125.4  
Cash flows from financing activities:      
Net cash provided by (used) by financing activities   (522.8)  
Reported 2021      
Cash flows from operating activities:      
Net change in premium and fees receivable     132.9
Net change in premiums payable to underwriting enterprises     35.5
Net change in other current assets     (136.8)
Net change in accrued compensation and other accrued liabilities     222.3
Net cash provided by operating activities     1,704.1
Cash flows from financing activities:      
Net cash provided by (used) by financing activities     2,684.1
Change      
Cash flows from operating activities:      
Net change in accounts receivable, net   (319.6) (172.3)
Net change in premium and fees receivable   4,789.3 (132.9)
Net change in premiums payable to underwriting enterprises   (5,084.2) (35.5)
Net change in other current assets   (24.6) 34.0
Net change in accrued compensation and other accrued liabilities   (96.3) (5.0)
Net cash provided by operating activities   (735.4) (311.7)
Cash flows from financing activities:      
Net change in fiduciary assets and liabilities   735.4 311.7
Net cash provided by (used) by financing activities   $ 735.4 $ 311.7