@ryanhoulihan His style of comedy is basically a snapshot from the 90s when slightly clever white guys could give some opinions mixed with zingers ripped from old Playboy magazines and look like pseudointellectual bad boys. I'm pretty sure his audience are people similarly stuck in time, people who think cheap trolling is funny, and people who think they're far more clever than they actually are.
Remember, this guy was in a movie called "Cannibal Women In the Avocado Jungle Of Death."