You don't need to be offended to think his social commentary (which is what his stand-up partly consists of) is off-base and frankly ignorant on this issue. And for some reason he has kept returning to it over and over again across multiple specials.
If social commentary forms as much of a part of a comedian's stand-up as it does with Chappele's, he will naturally be judged on the basis of that social commentary as well as how funny it is. Just as he was praised for the 8.46 special (which wasn't exactly a laugh-riot) on exactly those terms. He didn't get his current status by cultivating a reputation as someone who only exists to make mindless, meaningless routines that should never be thought about or commented on.
Plus, as a few people have said already, trans material and cancel-culture material is so prevalent among stand-ups now that it has become hack. And in the middle of a special that isn't exactly hitting the heights of his previous work, diving into hack subject matter with hack takes is worth commenting on even just as criticism of it as stand-up.
And then there's also a terrible stink of privilege off a rich, high-status comedian suggesting other rich, high-status comedians are being "punched down on". Kevin Hart not hosting the Oscars is not a problem, at all. There's a bit in 30 Rock where the Tracy Jordan character does stand-up about how people eat their lobsters and that's what I will now picture when I hear millionaire comedians talk about how tough it is for millionaire comedians.