If you don't know about Dave Chappelle's attacks on trans people then look them up if you want to understand the context behind the sentiment. It's not a difficult one to search for and he hasn't been subtle about it. It would (genuinely) be faster than me writing it all out.
The ignorance is in trying to draw the hard line between the two, especially with something as vague as jokes made in poor taste. Comedy has a history of running cover for bigotry and hate speech, not least with regard to transphobia. Which is part of why people like Dave Chappelle, Ricky Gervais and Bill Burr all manage to keep their specials and stand-ups going despite using them as a platform to demean trans people for years. It's not hate you see, it's just a joke. It might be in poor taste but... He doesn't really dislike trans people he's just... and so on and so forth.
No it doesn't, you fucking moron.
Comedy can - AND SHOULD - be
irreverent, which can - AND SHOULD - include that commentary being transgressive or dealing with taboo subjects, especially when those taboos are pretty fucking arbitrary. Good comedy to some extent relies on novelty or surprise, and great comedy can be challenging in that it makes you
think for yourself about things, by recontextualising societal norms or expectations through humour.
Its why you fucking dipshits should actually watch the routines you complain about as they are performed, not in 'Buzzfeeds top 10 things I was offended by" list format
e:
Hate speech is trying to persuade someone to hate something.
Comedy is trying to make someone see something funny in something.
If you can't tell the difference check your fucking ego.