That's a good way to look at it if you're in that kind of situation.
That's the thread I was thinking of. I'm guessing it really is true - Chris doesn't like his notion of the trolls being miserable people challenged.
What I see with Chris though is that he expects the trolls to be worse off than he is, but he doesn't try to better his own life so he can say stuff like that in a more "look who's laughing now" kind of way. Let's say in another universe, Chris was a kid who worked hard in school but took lumps from the resident schoolyard bully. Chris may have gotten mad and tard raged, but along the way, he would've learned things that could've helped him succeed and his hard work would eventually pay off while the bully is alone and miserable in a cell after doing something really stupid.
However, this isn't the direction Chris seems to be taking it. It seems to me more like "these trolls are picking on me because they are jealous of me, so therefore I must be better than them." Either Chris heard it on a TV show, or Borb told him that bullies pick on other kids because they are jealous. While it is true that some bullies do pick on kids because they have their own insecurities to deal with, I learned from experience that other kids just do it for dominance or just for the sake of being an asshole. I'm imagining that this is lost on Chris for obvious reasons, mainly his ego.
What I think Chris expected was a kind of "be nice to a nerd, you'll probably end up working for one" kind of thing where he would be rich and famous or running some nondescript big business or something, then the trolls who picked on him will come broke and unhappy with their lives, clamoring for Chris to give them a job in an attempt to get in his good graces/try to grab a piece of the pie, and Chris would have power over them. The thing is though, Chris's lack of ambition hasn't allowed him to put himself in that kind of position.
Then I think about Chris people has known or went to school with, as well as people who he considered JERKS or "trolls". Wes Iseli is(presumably) happily married and probably has at least a little bit of fun working as a magician. MLW is still the dean at PVCC. Officer Bagget has proven himself to be quite heroic on at least two occasions. Kellie Andes now works as a firefighter and is happily married with two kids. What has Chris done that makes him any better than they are? Not every jerky high school jock grows up to become the next Al Bundy, and not every nerdy kid that they torment grows up to be the next Bill Gates.
The idea of a jerk from high school ending up broke and alone can be as enticing as echo chambers like tumblr are to SJWs. You can say that someone who picks on you is going to end up getting his later on(and believe me when I say I knew a few people like that personally). But I think that when any of us have these thoughts, we all need to ask ourselves: "what worthwhile things have we done in our lives?" Mikhail Gorbachev once stated "If what you did yesterday still seems big to you, then you haven't done much today." Bottom line is that Chris doesn't realize he is in a glass house when he goes on about this kind of thing. And people who stand in glass houses don't throw stones.