Agree with the others that the meds need to be sorted out before he leaves - you cannot mail them and it might be hard or take too long to figure out how to get once there. I think either the pharmacy or our insurance called it a vacation override even though it was for study abroad. For the phone, he should find out if the program recommends or requires a local number or not, and then you can look into using the international plan of your provider or adding a SIM card. The SIM card especially esim was much easier in practice than when trying to understand how it works. Good luck!
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