What it really comes down to is that he’s conservative in the “I established my worldview as a child and now it’s calcified” sort of way. He wasn’t exactly progressive even back then… He mostly just made fun of stereotypes in a fresh way
I don’t think he’s a hateful person or anything, I just think someone has encouraged him to share dated beliefs that he has no business talking about.
He was never a comedian with a real message, but maybe he always wished he was