If he talked to that "trans friend" he definitely has, maybe he could find out what being trans is actually like and incorporate meaningful material about it. But no, he's just another bigoted rich asshole now. All he can see is his own "struggles" and that the world is "out to get him".

*I was morbidly curious and looked up the transcript of his bit about her ('cause fuck listening to him) and wow, how does he think that is remotely supportive? He says the "magic" words ("trans women are women"), then spends the rest of the bit critiquing how well she passed, comparing her genitals to imitation meat, and lauding her for taking his and other people's abuse "well". Her only value seemed to be what she could provide to him. Also found out she committed suicide two years prior, so he's using a person as a shield/punching bag that can't even speak for herself. What a classless fucking move.