If he spends the remaining $250 from the distribution that he took this year on a qualified education expense (like a computer used for school) before the end of this year, there will be no tax owed. If he still has all or part of the $250 after the end of this year, there will be tax owed, and possibly also a 10% penalty, on the earnings portion of whatever has not been spent on a qualified education expense. If the $250 is used before the end of this year to help pay for next semester's tuition, there will be no tax owed. On the other hand, if the $250 is used after the end of this year, even for tuition or another qualified expense, that will be a problem.