I'm not gonna stand by what Dave said in his special, but just as Jon mentioned, labels just shut down the conversation. Since that special and blowback afterwards Dave has backed off on the Trans stuff, he probably had a good talking to from some Trans friends who told him how he hurt them.
The SNL monologue felt like a return to form in the style of his old comedic presence - racially charged but left leaning commentary about our relationship to each other as races and how we communicate with one another.
People have to be given the room to grow and learn too, ya know. That was one of the defining points of Jon's argument in this interview.