At one point, yes, totally a grand star. Chappelle's Show, back in the early-to-mid 2000's, was pretty ingenious. Like the Player Hater's Ball sketch. He was mostly riffing on what he knew, what he had experienced. Or the playing Prince in basketball sketch. Not sure how factual that second sketch is, but if it's fiction, it's pretty harmless hilarity.
edit2: lol OK, those sketches ain't exactly non-racist, non-sexist, or LGBTQ+ neutral. I will admit that times have changed. The American left has made perhaps too many things taboo, whereas the American right has made taboo almost impossible. I dunno, it used to be somewhat self-deprecatory, now it just seems deprecatory.
Fast forward to now. The "bit" I heard was him saying during a stand-up set (paraphrased), "Well, I looked up the definition of 'feminist', and it turns out, I'm actually a feminist. All this time, I thought it was a frumpy, dissatisfied, complaining woman." Or something like that. Won't link. Perhaps worse than the political inclination, It's straight up lazy comedy. Very low-effort. Contradictory, and totally unironic.
The weirdest thing is that after Chappelle's Show blew up, on Comedy Central, he took a semi-permanent hiatus because of all the pressure, culturally and financially and otherwise, I guess. Apparently, the lesson he learned on that hiatus was how to kill his conscience and maximize his profit-to-effort ratio.
But still, whoever made an attempt to physically harm Dave on stage during a performance a few months ago deserves 100% condemnation. Physical violence is for stupid chumps.
edit: yeah sorry, comedy is my #1 coping mechanism combatting my nihilist inclinations, it's hilarious