“Because what he says in regards to the life of Black men in the country is so spot on and so insightful, he gets a lot of credit, people go to him for his opinions. He is an expert on that, because he is a Black man in America.” But “he’s not a trans woman in America. And to speak with authority on trans-ness when you’re not—and you clearly don’t understand—is problematic and dangerous, because other people who don’t understand look at you and assume that you do.”
Though Chappelle has a lot of admirers, he has vociferous skeptics:
Few people will say anything critical of Chappelle on the record, citing fear of losing their jobs or customers. Off the record, locals from different racial backgrounds and different generations say things like:
Chappelle is “a force that’s turning us into the place that we’re all trying to stay away from.”
“Dave’s got to be the biggest contentious thing that I’ve ever seen pit neighbor against neighbor.”
Several villagers compared Chappelle to former President Donald Trump for his propensity to, as one put it, “never apologize, double down and blame the other person.”
When Chappelle started putting on shows ($200-$500 per ticket) in an empty field, during the pandemic, in violation of local zoning laws, attendees were "handed a mask with Chappelle’s logo, a white “C” with a red stripe above it and a green one below. You either left your phone in the car or let it be sealed in a special pouch..."
The local zoning inspector had to rule that the use was prohibited and order them stopped. Chappelle ignored the order until he was able to get a waiver. On SNL, he said this:
“The local farmers, my neighbors, started to complain that my shows were too noisy—in a cornfield!” He described the ensuing town meeting as “embarrassing” and said, “I resented it, I resented that these country farmers could decide a guy like me’s fate. People don’t deserve to do that. They haven’t seen enough. They don’t know anything.”
There's much, much more in Tyler J. Kelley's piece for Forbes at https://www.bloomberg.com/features/2023-dave-chappelle-yellow-springs