the thing you never touched on in your article is whether or not each guy was happy... because, isn't that the point?
trent, the loser, could of been having a blast partying and drinking all the time, and could have been the life of every party he went to.
ross, on the other hand, could have been a butthole, and been successful but pissed everyone around him off.
so who, then, led the more full life? just because "society" says you need to have a steady job and this and that and 2.4 kids and whatever... doesn't mean you have to. if everyone fit that mold, we'd have a very, very unbalanced country. not to mention, we simply, in america anyway, don't have that many jobs.
you could die with 10 billion dollars in your bank account, but where you're going, you're not spending a dime. so, as long as you enjoyed your life, and made the people around you happy, i'd say you led a full one.