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Loss and Loss Adjustment Expense Reserves (Details) - USD ($)
$ in Millions
6 Months Ended
Jan. 01, 2022
Jan. 01, 2021
Jun. 30, 2022
Jun. 30, 2021
Dec. 31, 2021
Dec. 31, 2020
Liability for Claims and Claims Adjustment Expense [Line Items]            
Loss and loss adjustment expense reserves     $ 27,812.0 $ 23,895.6 $ 26,164.1 $ 20,265.8
Reinsurance Recoverable for Unpaid Claims and Claims Adjustments and Liability for Unpaid Claims and Claim Adjustment Expense, Other Reconciling Item     4,684.6 4,464.9 4,733.6 3,798.2
Liability for Unpaid Claims and Claims Adjustment Expense, Net $ 21,430.5 $ 17,200.1 23,127.4 19,430.7 $ 21,430.5 $ 16,467.6
Liability for Unpaid Claims and Claims Adjustment Expense, Business Acquisitions $ 0.0 $ 732.5        
Current Year Claims and Claims Adjustment Expense     18,134.6 15,319.9    
Prior Year Claims and Claims Adjustment Expense     144.9 197.0    
Liability for Unpaid Claims and Claims Adjustment Expense, Incurred Claims     18,279.5 15,516.9    
Liability for Unpaid Claims and Claims Adjustment Expense, Claims Paid, Current Year     9,298.3 7,849.6    
Liability for Unpaid Claims and Claims Adjustment Expense, Claims Paid, Prior Years     7,284.3 5,436.7    
Liability for Unpaid Claims and Claims Adjustment Expense, Claims Paid     16,582.6 13,286.3    
Short-Duration Insurance Contract, Accident Year 2021            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense     97.0      
Short-Duration Insurance Contract, Accident Year 2020            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense     16.0      
Short-Duration Insurance Contract, Accident Year 2019            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense       100.0    
Short-Duration Insurance Contract, Accident Years 2018 and Prior            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense       114.0    
Personal Lines | Personal auto business            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense     45.0 111.0    
Personal Lines | special lines            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense       (7.0)    
Commercial Lines            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense     $ 98.0 73.0    
Property            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense       20.0    
Agency | Personal Lines | Personal auto business            
Liability for Claims and Claims Adjustment Expense [Line Items]            
Prior Year Claims and Claims Adjustment Expense       $ 67.0