So what is it that determines whether you end up on the black hat route? Is it an inherent flaw within or external circumstances?
What struck me the most was that he was more concerned about losing network access than any impact on his university standing. He was a courier for some warez group and was really angry and distraught that he'd not be able to keep up with his responsibilities there.
The point being, I think that people who need social interaction or a sense of belonging, and get it from the 'wrong' place, are liable to do 'wrong' stuff to stay in the group.