My opinion is let him play on the golf team.  Let him get a cell phone and send his meds with him.  He is old enough to know if he is not feeling well and needs extra medication.  You are right about him going to college in a few short years,  you need to let him go out on his own.  Remember too that golf is a very safe activity.

I send my kids all the time with people to sporting events and practices.....