He's kind of a bizzare one, he's not as retarded as someone like BossmanJack. He's not a sociopath like Boogie. And his life is in a better state than Null's or Ralph's. The man even managed to pull one over on the IRS.(to @Null) "It doesn't seem like you're a bad guy"
Forgive me as I don't really know DSP lore, but is DSP really that retarded?
He's just kind of shit at videogames and being a "content creator" it's kind of amazing that he's stuck around for so long.