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I rolled over a Roth 401(k) to a Roth IRA and was charged a fee by the outgoing financial institution. This fee was paid from the account balance. Is this fee deductible as an investment expense? If this were for a traditional 401(k), it's pre-tax money, so the deduction wouldn't really make sense, but since it's a Roth 401(k), the money's been taxed.

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If the fee is paid directly from the account, then unfortunately no, you can not deduct it. It's probably too late now, but in the future you can ask the financial institution if they will allow you to write them a separate check to cover the fees. If they allow that then you can preserve your tax free account balance, and potentially deduct the fees too. More details here.

Update: as discussed in the comments below, a strict interpretation of the IRS description of deductible investment expenses may not include expenses for a Roth IRA, even if they are paid outside of the account. However, there seems to be conflicting interpretations of this IRS rule, so I would advise speaking to an accountant or the IRS directly for clarification. But even if you determine you cannot deduct the fees, paying for them outside of the Roth is still a good idea because it enables you to maintain a higher balance in your tax advantaged account.

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  • I believe Fool is mistaken; pub 550 p35 says non-interest investment expenses are deductible (if you itemize and exceed the 2% floor) if they are "directly related" to producing income that is "taxable to you". Roth income is normally not taxable -- only if (and when) taken before 5 years from opening or before 59.5 and not among certain special cases, which most people avoid. Similarly on p32 investment interest is not deductible if "incurred to produce tax-exempt income". Oct 25, 2017 at 6:21
  • @dave_thompson_085 - I am interpreting your reference the same way you are, and so I want to agree with you. I'm going to do to some further research though. Here's another source that is more blatantly agreeing with Fool: budgeting.thenest.com/…
    – TTT
    Oct 25, 2017 at 22:32

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