Business Held for Sale and Discontinued Operations - Narrative (Details) - Discontinued Operations, Held-for-sale $ in Millions		6 Months Ended
	Sep. 30, 2020 USD ($)	Jun. 30, 2020 USD ($)	Jun. 30, 2019 USD ($)	Dec. 31, 2020 USD ($) subsidiary	Dec. 31, 2019 USD ($)	Dec. 18, 2019 USD ($)	Jun. 01, 2018 subsidiary
Individual Life Transaction
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Reverse termination fee payable if Resolution MTA is terminated in prescribed circumstances related to failure to provide a committed financing facility						$ 100
Reverse termination fee payable if Resolution MTA is terminated in prescribed circumstances related to failure to obtain certain approvals or consents						$ 20
Estimated loss on sale, net of tax		$ 1,348			$ 1,108
Loss on sale, net of tax		(240)	$ 0
2018 Transaction
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Number of subsidiaries to be discontinued | subsidiary							2
Additional loss on sale			$ 82
Forecast | Subsequent Event | Individual Life Transaction
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Number of subsidiaries to be discontinued | subsidiary				5
Purchase price				$ 1,250
Cash consideration	$ 902
Equity interest in RLGH				225
Principal amount in surplus notes that will be retained by the Company				123
Maximum amount of financial obligations guaranteed under limited guarantee provided by RLGH				$ 1,300
RLI and VRIAC | SLD | Forecast | Subsequent Event | Individual Life Transaction
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Reinsurance agreement, reinsurance quota share, percent of respective individual life insurance and annuities of businesses				100.00%
RLNY | SLD | Individual Life Transaction
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Reinsurance agreement, reserves expected to be ceded		$ 10,300
RLNY | SLD | Forecast | Subsequent Event | Individual Life Transaction
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items]
Reinsurance agreement, reinsurance quota share, percent of respective individual life insurance and annuities of businesses				75.00%