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Retirement tax questions
To be on the safe side, I would highly recommend following the IRS guidance exactly: The check must be issued "directly by the trustee of your IRA (other than a SEP or SIMPLE IRA) to an organization eligible to receive tax-deductible contributions." [IRS Pub. 590-B - Distributions from Individual Retirement Accounts (IRAs), p. 13, column 1]
You were very fortunate that the IRS representative cancelled the assessment and penalties, but I wouldn't count on this treatment in the future. The IRS rules very clearly state that the check has to come from the trustee of the IRA.
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‎January 10, 2020
4:14 PM