Richard Pryor - Not just a legend but probably most people's pick for GOAT comedian. Any time I've tried to watch his material though I just doesn't find anything funny. And I mean literally nothing, I don't think I've laughed at a Richard Pryor joke once. I guess maybe he was the first guy to popularize the modern style of comedy of talking about controversial subjects, like sex, and drugs. He was maybe the first guy to start doing the overly used trope of making jokes about how black and white people are different which is still being used by comics today. Some times these jokes are funny because they are actually true though, whereas a lot of Pryor's jokes didn't even make sense or were just complete made up bs.
Theo Von - Not witty or sharp. His whole gimmick is acting dumb and his fans just eat it up and then say others are the dumb ones for not getting his corny jokes and seeing the genius in what he's doing.
Bernie Mac - Nothing this dude said was funny. He just had a lot of charisma and knew how to play the crowd but his actual jokes? I went and watched his popular "I ain't scared of you" bit he did on def jam after so many people were saying how good it was and I didn't laugh once.
Rickey Smiley - Another comedian I don't get, but I can toss that up to him playing to a certain demographic. I guess if you are not black, especially a black person from the south then you aren't really supposed to get him in the first place.
And of course mostly all of Rogan's comedy friends suck, Ari, Bert, Segura etc as we all know, and I would say the same applies to most of the regulars you see on Kill Tony except David Lucas. Hans Kim is the opposite of Bernie Mac, zero charism or stage presence. Seems like he's autistic but his jokes don't make up for his awkward boring personality. William Montgomery just acts like an annoying crazy white dude who just babbles off about random shit, nothing genius about him. Kam Patterson just plays into a stereotype of a simple ghetto black dude from the south. I knew from the get go he sucked and wasn't gonna be hot for long. People were all on his shit at first then started getting tired of him and are all surprised for some reason. Like you really expected this dumbass dude to come up with new shit and not just milk the same kind of weak low iq jokes for as long as he can?