“I can't talk to the SEP IRA, but you will have to pay tax on the TIRA rollover, based on the ratio of pre-tax and after tax funds...unless something has changed dramatically since we tried doing that ages ago and had to do a recharacterization when we realized we would owe taxes.”

Well, the idea is that the pretax part plus all earnings is pushed to the 401k, which isn’t actually considered a rollover (I think), leaving exactly the after tax part. Then it’s just like doing a back-door Roth.

The Bogleheads say it can be done. My accountant thought it could be. It seems to me, from the IRS links posted upthread, that it can be. My Fidelity rep said it could, *before* I transferred all my retirement accounts to them (401k was already at Fidelity). Now he’s balking, lol.

Retirement Investing FAQ

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