I think precisely because the line is thin, I tend to cut comedians more slack here. A lot of good humour is offensive to people with thin skin. But I can also accept that some humour is legitimately offensive and in poor taste. I have no investment in or real knowledge about Dave Chappelle, so I can’t make a judgement in his case.
I do too usually. However from what I’ve gathered he went in with the intent that he knew it would offend people. I think that’s when he should’ve taken a step back and re-thought his plan. I mean a few jokes here and there aren’t a bad thing as everyone should laugh at themselves but going as far as doing it with ill intent is pushing it a bit far in my book.