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Summary of Significant Accounting Policies, Claim and Claim Adjustment Expense Reserves (Details) - CNA [Member] - USD ($)
$ in Millions
12 Months Ended
Dec. 31, 2020
Dec. 31, 2019
Dec. 31, 2018
Claim, Claim Adjustment Expense and Future Policy Benefit Reserves [Abstract]      
Anticipated amounts due from insureds related to losses under deductible policies $ 1,200 $ 1,200  
Interest rate used in determining present value of obligations of structured settlements unfunded by annuities 6.50% 7.10%  
Discounted reserves for unfunded structured settlements $ 520 $ 497  
Discounted reserves for unfunded structured settlements, discount amount 657 724  
Interest recognized on discounted reserves for unfunded structured settlements $ 35 $ 36 $ 40
Interest rate used to discount workers' compensation lifetime claim reserves 3.50% 3.50%  
Discounted reserves for workers' compensation lifetime claim reserves $ 258 $ 293  
Discounted reserves for workers' compensation lifetime claims reserves, discount amount 113 135  
Interest recognized on discounted reserves for workers' compensation lifetime claim reserves $ 15 $ 21 $ 16
Interest rate used to discount long term care claim reserves 5.80% 5.90%  
Discounted reserves for long term care claim reserves $ 2,700 $ 2,700  
Discounted reserves for long term care claim reserves, discount amount $ 439 $ 462