You can't get a credit, if he's not your dependent. But, if he's not your dependent, he can claim the education credit, on his return, even if you paid the expenses. The problem with that is, because of his income, his credit will be MUCH smaller than the one you woulda got.
"if he decides to file his own 2019 taxes for the first time". It's not optional. If he qualifies as your dependent, he is not allowed to claim himself.
With the tax law change, effective 2018, most students will get the same refund whether they claim themselves or not. The personal exemption has been eliminated and the standard deduction increased.
Furthermore, a full time, unmarried student, under age 24, is only eligible for the refundable portion of the American Opportunity Credit if he supports himself by working. You cannot be supporting yourself on parental support, 529 plans or student loans & grants. You usually must have actually paid tuition, not had it paid by scholarships & grants. It is usually best if the parent claims that credit.
If him wanting to claim himself is about the $1200 stimulus payment, be advised that he can wait and claim that next year, assuming he will no longer be a dependent in 2020.
"In essence, the stimulus check acts as an advance of your 2020 income tax refund. This means when you prepare your 2020 income tax return, there will be a line to include the section 6428 credit. The credit on your 2020 return is subtracted by any amount received as a stimulus check in 2020. If the amount you received as a stimulus check is less than the credit you are due, the difference will be included as part of your 2020 refund. If you have been overpaid by receiving the stimulus check, however, you will not be required to return any excess amount".
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