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Basis of Presentation and Significant Accounting Policies (Details) - USD ($)				3 Months Ended	12 Months Ended
	May 23, 2019	Jan. 01, 2019	Jan. 01, 2018	Dec. 31, 2018	Dec. 31, 2020	Dec. 31, 2019	Dec. 31, 2018	Jan. 01, 2020
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Tax Cuts and Jobs Act, Reclassification from AOCI to Retained Earnings, Tax Effect			$ (88,000,000)				$ (88,000,000)
Discontinued Operation, Amount of Adjustment to Prior Period Gain (Loss) on Disposal, Net of Tax					$ (48,000,000)	$ 0	202,000,000
Equity securities, at fair value			1,000,000,000.0		1,438,000,000	1,657,000,000
Right-of-Use Asset Obtained in Exchange for Operating Lease Liability					49,000,000	42,000,000
Reserve for future policy benefits					638,000,000	635,000,000
Participating dividends to policyholders					29,000,000	30,000,000	23,000,000
Accumulated depreciation					2,100,000,000	1,900,000,000
Depreciation expense					$ 313,000,000	283,000,000	232,000,000
Minimum | Other Intangible Assets
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Useful lives					1 year
Maximum | Other Intangible Assets
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Useful lives					15 years
Other liabilities
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Operating Lease, Liability					$ 221,000,000	201,000,000
Retroactive Reinsurance [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Paid loss and loss adjustment expenses					1,100,000,000	747
Adverse Development Cover Navigators Group [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Deferred Revenue					118,000,000
Deferred Revenue, Additions					312,000,000	16,000,000	$ 0
Adverse Development Cover Navigators Group [Member] | Other liabilities
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Deferred Revenue					$ 328,000,000	$ 16,000,000
Property and Casualty Insurance Subsidiaries
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Participating Insurance, Percentage of Premium Income					7.00%	9.00%	10.00%
Accounting Standards Update 2016-01 [Member] | Equity securities | Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest			83,000,000
Accounting Standards Update 2017-12 [Member] | Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest		$ 1,000,000
Accounting Standards Update 2016-02 [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Operating Lease, Liability		160,000,000
Right-of-Use Asset Obtained in Exchange for Operating Lease Liability		150,000,000
Incentive to Lessee		$ 10,000,000
Accounting Standards Update 2017-04 [Member] | Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest								$ 0
Accounting Standards Update 2016-13 [Member] | Cumulative Effect, Period of Adoption, Adjustment [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest						$ 2,000,000
Accounting Standards Update 2016-13 [Member] | Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest								(18,000,000)
Accounting Standards Update 2016-13 [Member] | Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment [Member] | Other liabilities
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest								$ 25,000,000
Section 4013 of the CARES Act [Member] | Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest					$ 0
Continuing Operations [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Tax Cuts and Jobs Act, Reclassification from AOCI to Retained Earnings, Tax Effect			(105,000,000)
Discontinued Operations, Held-for-sale or Disposed of by Sale [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Discontinued Operation, Amount of Adjustment to Prior Period Gain (Loss) on Disposal, Net of Tax				$ (193,000,000)
Discontinued Operations, Held-for-sale or Disposed of by Sale [Member] | Accounting Standards Update 2016-01 [Member] | Shadow DAC [Member] | Retained Earnings | Cumulative Effect, Period of Adoption, Adjustment [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Stockholders' Equity, Including Portion Attributable to Noncontrolling Interest			$ 10,000,000
The Navigators Group, Inc. [Member]
New Accounting Pronouncements or Change in Accounting Principle [Line Items]
Business Acquisition, Share Price	$ 70
Business Combination, Consideration Transferred	$ 2,137,000,000

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Amount of accumulated depreciation, depletion and amortization for physical assets used in the normal conduct of business to produce goods and services.

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