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Reserve for Unpaid Losses and Loss Adjustment Expenses - Prior Accident Years Reserve Development (Details) - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Segment Reconciling Items      
Prior accident years reserve development      
Change in Deferred Gain on Retroactive Reinsurance $ 312 $ 16 $ 0
Adverse Development Cover Navigators Group [Member]      
Prior accident years reserve development      
Change in Deferred Gain on Retroactive Reinsurance 102 16  
Deferred Revenue 118    
Catastrophes | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (529) (42) (49)
Net asbestos reserves      
Prior accident years reserve development      
Prior accident year development [1] 127    
Net asbestos reserves | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (2) 0 0
Net environmental reserves      
Prior accident years reserve development      
Prior accident year development [1] 91    
Net environmental reserves | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] 0 0 0
Asbestos and Environmental      
Prior accident years reserve development      
Prior accident year development [1] 218    
Change in Deferred Gain on Retroactive Reinsurance 210    
Workers’ compensation | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (110) (120) (164)
Workers’ compensation discount accretion | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] 35 33 40
General liability | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] 237 61 52
Marine [Member] | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] 3 8 0
Package business | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (58) (47) (26)
Professional liability | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (14) 29 (12)
Bond | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (19) (3) 2
Assumed Reinsurance [Member] | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (6) 3 0
Uncollectible reinsurance | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (8) (30) 22
Other | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] 54 46 38
Property and Casualty Insurance Products      
Prior accident years reserve development      
Prior accident year development [1] (136) (65) (167)
Prior Year Claims and Claims Adjustment Expense, net of retroactive reinsurance benefit (448) (81) (167)
Property and Casualty Insurance Products | Adverse Development Cover Navigators Group [Member]      
Prior accident years reserve development      
Change in Deferred Gain on Retroactive Reinsurance 312 16 0
P&C Commercial Lines | Property | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] (4) (11) (12)
P&C Commercial Lines | Automobile liability | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] 27 27 (15)
P&C Personal Lines | Property | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] 7 3 (25)
P&C Personal Lines | Automobile liability | Segment Reconciling Items      
Prior accident years reserve development      
Prior accident year development [1] $ (61) $ (38) $ (18)