I'd probably choose something very practical. I can't think of any major mistakes I'd like to undo, but I'd go back and tell my 14 year old self to just go ahead and take Acutane. They never wanted to give it to me because I already suffered from depression and thought it would send me over the edge. Because of that I had acne till 26 when I finally took the medicine. It cleared it right up and left me no worse for the wear.
Edit: WELL. I clearly didn't read the OP. I'm totally guilty. There was clearly more to this than I had assumed. I thought it was limited to our lives. Mah bad.