Confronting a housemate on Shapiro

Hey guys galls and non-binary pals.

I could do with some help on resources and pitching my tone and strategies in this situation.

It's transpired my housemate likes "some of the things Shapiro says". Bit of a surprise given what I know about him but not something completely improbable.

I had a long chat that was fairly confrontational about Shitpiro's transphobia, the invalidity of chromosomes dictating pronouns and the greater complexity of gender vs sex vs sexuality etc and have shared philosophytube's transphobia video as an intro for him.

I could do with any suggestions of videos that outline how the issue of trans competitors in women's categories is a bad faith issue and videos that show Shitpiro's shittiness that don't get complex too quick. I have a tendency to pursue tangents in discussion and lose the central point as well as get frustrated and rude to the point of ending the engagement fruitlessly, hence hoping for videos that can take him by the hand and prevent him starting down the path, rather than what I'm likely to do which will leave his only input Shitpiro's videos.

Slight aside, I haven't yet introduced him to Contrapoints as I can see him getting thrown by the number of characters jumping about and not realising the tone indicates when she's satirising. (he does have a tendancy to not notice someone is taking the piss)

Anyway, thanks to all y'all for pitching in.