Hmm, this article seems to contradict what you are implying:
https://www.thedailybeast.com/dave-...gender-comedian-daphne-dorman-from-the-closer
He may not have known for a long time that she hadn't passed away but that doesn't mean they didn't have a connection of significance. There seems to be a lot of misinformation out there right now though, that's for sure.
I actually thought 95% of the Netflix special was fine relative to Dave Chappelle's style of humor. He's said equally shocking things about a lot of different groups of people. Where I feel Dave went really wrong is his part where he claimed there is no such thing as gender dysphoria when there's plenty of research out there to show this is a real phenomenon and is treated as such in the medical community. By doing that, Dave invalidated the trans community as something that's not really real. It's similar to Joe Rogan claiming that vaccines aren't useful without acknowledging the solid research done showing otherwise. Another way of putting it would be if a white person said, "I really like that black guy, but black people are nonetheless inferior to white people and should be slaves as a result", despite all the evidence to the contrary. That's how that part of Dave's act came across to me and if he were to reflect on this, I hope he would apologize for this at least.