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Summary of Significant Accounting Policies - Summary of Changes to Presentation of Statement of Cash Flows (Details) - USD ($)
$ in Millions
 6 Months Ended
Jun. 30, 2023
Jun. 30, 2022
Net Cash Provided by (Used in) Operating Activities [Abstract]    
Net change in accounts receivable, net $ (732.3) $ (559.2)
Net change in other current assets (29.9) 3.1
Net change in accrued compensation and other accrued liabilities 15.0 (221.6)
Net cash provided by operating activities 440.9 140.4
Cash flows from financing activities:    
Net change in fiduciary assets and liabilities   627.9
Net cash provided by (used) by financing activities $ 2,560.3 627.4
Reported 2022    
Net Cash Provided by (Used in) Operating Activities [Abstract]    
Net change in premiums and fees receivable   (6,892.7)
Net change in premiums payable to underwriting enterprises   6,820.2
Net change in other current assets   118.0
Net change in accrued compensation and other accrued liabilities   (195.3)
Net cash provided by operating activities   768.3
Cash flows from financing activities:    
Net cash provided by (used) by financing activities   (0.5)
Change    
Net Cash Provided by (Used in) Operating Activities [Abstract]    
Net change in accounts receivable, net   (559.2)
Net change in premiums and fees receivable   6,892.7
Net change in premiums payable to underwriting enterprises   (6,820.2)
Net change in other current assets   (114.9)
Net change in accrued compensation and other accrued liabilities   (26.3)
Net cash provided by operating activities   (627.9)
Cash flows from financing activities:    
Net change in fiduciary assets and liabilities   627.9
Net cash provided by (used) by financing activities   $ 627.9