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Reserve for Unpaid Losses and Loss Adjustment Expenses - PC Additional Information (Details) - USD ($)
$ in Millions
3 Months Ended 6 Months Ended 12 Months Ended 13 Months Ended 42 Months Ended
Jun. 30, 2019
Jun. 30, 2020
Jun. 30, 2019
Dec. 31, 2016
Jun. 30, 2020
Jun. 30, 2020
Dec. 31, 2019
Liability for Claims and Claims Adjustment Expense [Line Items]              
Reinsurance Recoverables, Gross   $ 5,751     $ 5,751 $ 5,751 $ 5,641
Adverse Development Cover Navigators Group [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Payments for Reinsurance $ 91            
Policyholder Benefits and Claims Incurred, Assumed         190    
Reinsurance Recoverables, Gross   190     190 190  
Prior accident year development [1]         290    
Change in Deferred Gain on Retroactive Reinsurance   99     99 99  
Adverse Development Cover Navigators Group [Member] | Remaining [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Maximum adverse loss development to be ceded under agreement   110          
Adverse Development Cover Navigators Group [Member] | Retention Layer for Reserve for the Covered Liabilities as of the Inception Date [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Reinsurance Retention Policy, Amount Retained   1,816          
Adverse Development Cover Navigators Group [Member] | Retention Layer Above Reserve for the Covered Liabilities as of the Inception Date [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Reinsurance Retention Policy, Amount Retained   100          
General Liability [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Prior accident year development [1]   114 $ 43        
Asbestos and Environmental              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Payments for Reinsurance       $ 650      
Maximum adverse loss development to be ceded under agreement   860          
Reinsurance Retention Policy, Amount Retained       $ 1,700      
Policyholder Benefits and Claims Incurred, Assumed           640  
Asbestos and Environmental | Remaining [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Maximum adverse loss development to be ceded under agreement   860          
Maximum | Adverse Development Cover Navigators Group [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Maximum adverse loss development to be ceded under agreement   300          
Maximum | Asbestos and Environmental              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Maximum adverse loss development to be ceded under agreement   1,500          
PG&E [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Former Gain Contingency, Recognized in Current Period   289     $ 289 $ 289  
Abuse Claims [Member] | General Liability [Member]              
Liability for Claims and Claims Adjustment Expense [Line Items]              
Prior accident year development [1]   $ 102