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Education
Q. I wonder if the 529 provider (Vanguard) will issue me a revised 2023 1099Q ?
A. No. But, you don't need it. You report it as a rollover (if you even report it).
Q. I was questioning whether or not I would really have to do this rollover considering the IRS pub that says: "You must pay the qualified education expenses for an academic period that starts during the tax year or the first three months of the next tax year. "
A. That only means you can pay for the first term of 2024 in Dec. 2023. But, it's questionable if you actually did that (posted 1/2/24).
Q. So I would think this would be ok despite crossing tax years?
A. I agree. It's just that there's no firm evidence of how the IRS might handle it. I think it's a common enough and reasonable situation that they will probably allow it.
Q. But, perhaps better on the safe side and do the rollover/withdrawal?
A. Yes. You have that option. Most of the time that we see this question, the taxpayer has already missed the 60 day window. It might be a minor (and unnecessary) hassle, but you're safe.