When the auther starts going on about other people being losers, and him being a winner, because they do things he doesn't personally value, you start to wonder if he is really free from defining himself in contrast to the guys who excluded him years ago. Life isn't a competition like that.
There's a classic transformation you see a lot of high-functioning geeks go through when they leave school, and start earning more money, living more cosmopolitan lifestyles and meeting more interesting people than those they left behind - they flip around and start juding their ex-classmates negatively in just the way their classmates judged them. You see it a lot on places like reddit, and I think it comes through a little in this article.