Let me preface this by saying I'm not a fan at all of Bill Burr, but he recently went on Bill Maher's show, and said he was with the students. He's also said some inflammatory things in the past, so I'm not sure. Are we cool with Bill Burr, now?
I reject that kind of black and white thinking. We don't have to classify people as either "cool" or "uncool", or "good" and "bad". We can criticize one thing someone does, while also praising something else that they do.
I think he's always been a bit of an asshole, but he's a charming asshole and sometimes the things he says are on point. Other times he's just being an asshole though, but I still find that entertaining for the most part.
I think in general he leans more left than he lets on if that's what you mean.
His podcast when his wife is on (It annoys me that people would find this to be relevant credentials, but she's a POC) shows that he has a pretty healthy world view where he talks crap a lot, but is happy to be told he's an idiot as well, at least by her.
I think he's smart and brave. A lot of smart people won't say what they think because of people everywhere checking on discourses for the smallest fractures getting offended. Smart people, in the end, will choose their battles. Bill Burr is not always on point but he does not shy away from stating his point of view. Sometimes he does it brilliantly. I don't follow the guy as much as a fan or a critic would to know why they like him or why they hate him right now. Seriously, cancelation culture is not constructive.
I used to listen to his podcast. It was never the podcast i was really looking forward to, but it was a good filler. I havend listened to it in like a year or two, and i don't miss it at all. It was kinda just noise after a while.
I never really liked him. He's very much like Joe Rogan in that he'll go "I'm an idiot, don't listen to me I don't know anything about this subject, but...." And goes on a 10 minute ignorant rant about the subject he just said he doesn't know anything about. He's an asshole, and he's made that part of his schtick so people love him for it but he's still just an asshole.
To his Fanboys who will downvote me out of outrage, this has nothing to do with his comedy or jokes, but him personally. And he doesn't need your defense.