If you receive a 1099-Q and spend all of the money taken out on qualified education expenses then you don't report it on your tax return. If you take the money out and you don't spend it on qualified education expenses then you do report it. It sounds like the MIlitary academies have qualified expenses associated with them. So the standard advice is save all of your receipts that add up to the amount that you took out of the 529 and be ready in case you get a letter from the IRS but don't worry about it otherwise.
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