Personally, I'd be cautious about depending upon others to reload for me. Maybe a next door neighbor or something, but depending upon the proximity, personalities, schedules, etc, I wouldn't want my ammo supply to depend upon somene elses convenience.
When I was in my late teens and learning about guns and shooting (among other things) my mentor lived about 2 miles away. His work schedule, family commitments, my schedules etc were difficult to mesh. As a result, when I decided to go shooting on a whim and he wasn't going, it was sometimes difficult to hook up and do up some loads.
So, while many good cartridge and bullet suggestions have been made, a reloading only proposition may not be completely practical for the guy. I'd suggest either 25-06 or 270 and probably lean tward the 270 due to availability.
