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Casualty, Environmental and Other Reserves - Schedule of Claims Activity (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2023
Dec. 31, 2022
Dec. 31, 2021
Loss Contingency Accrual [Roll Forward]      
Balance at beginning of period $ 436 $ 368 $ 314
Charged to Expense 165 143 130
Payments (161) (130) (138)
Balance end of period 440 436 368
Quality Carriers, Inc.      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition     62
Pan-Am      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition   55  
Casualty Reserves      
Loss Contingency Accrual [Roll Forward]      
Balance at beginning of period 194 180 196
Charged to Expense 69 45 55
Payments (68) (50) (71)
Balance end of period 195 194 180
Casualty Reserves | Quality Carriers, Inc.      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition     0
Casualty Reserves | Pan-Am      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition   19  
Environmental Reserves      
Loss Contingency Accrual [Roll Forward]      
Balance at beginning of period 161 108 76
Charged to Expense 29 47 26
Payments (36) (30) (23)
Balance end of period 154 161 108
Environmental Reserves | Quality Carriers, Inc.      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition     29
Environmental Reserves | Pan-Am      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition   36  
Other Reserves      
Loss Contingency Accrual [Roll Forward]      
Balance at beginning of period 81 80 42
Charged to Expense 67 51 49
Payments (57) (50) (44)
Balance end of period $ 91 81 80
Other Reserves | Quality Carriers, Inc.      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition     $ 33
Other Reserves | Pan-Am      
Loss Contingency Accrual [Roll Forward]      
Assumed in Acquisition   $ 0