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I'd like a little more clarification, because I'm in the same boat.  Also, for the record, I usually receive a federal tax refund from the IRS each tax year of $2,000.  In this scenario, are you saying that for the Roth conversion of $20,000, s/he should take $5,000 out of the Roth conversion amount of $20k, thereby depositing $15k into the Roth, and then taking the $5,000 and writing a check to the IRS?  What if s/he is in the 22% tax bracket? Thanks in advance.