@VentusAlpha But here is the thing, guys who confess or "fall" for girls they barely know aren't that rare.
Second, many of those guys who confess or want the girl don't actually try to better themselves before (or after) they get the crush...
Why would he need to be negative or tragic? He's just an ordinary dude that wanted to go out with a super hot popular girl who had no reason to like him...
He, like most people, doesn't try to be a better person, instead just going with the flow (doesn't mean he doesn't put effort or energy into anything, just that he doesn't try to make himself more appealing).
That's the very point of his character. Adding tragedy would probably be worse if you think about it; because it'd make him pitiable rather than just wrong. He wasn't meant to be the one who was wronged or felt sorry for. You were supposed to watch as he became someone better.
It shows well how, often enough, people just don't put enough effort into being better. Think about all those wasted gym memberships...
@RunaVolkov Well, I don't think the "revenge" was meant to be real revenge, think more "I'm going to be a better person that's good enough for you" kinda thing... it's a more positive connotation.