Why do you think Sean misbehaved constantly as a teen? I kept looking for "answers" as I read the book but didn't find any. The best thing I could come up with was that he was just a natural limit-pusher who never really got caught. The only real turning point seemed to be the one time he got caught - arrested and sent to juvie. I didn't see at all how Amity was different from Cascade but he LOVED Amity, maybe because he had gotten arrested and scared straight. It seems like maybe if he had gotten caught doing drugs or doing the beer can stunt at St. Mark's that maybe he would have turned around sooner. Also it seemed to me that most of his academic troubles stemmed from the fact that he just didn't do homework or study, in which case boarding school seemed like the worst possible environment for him. It seems like a child has to be really self-motivated to do homework in that type of environment with no parents present. A boy like Sean who never would have sat down to do some math problems on his own needed to be at home where a parent could force him to at least sit in front of the book if not study it for a couple of hours a night. What do you think?