You ask him. Self loathing lefties aren't exactly the most consistent bunch.

Either way, you're missing the point. Getting a crossdressing wine sipping tranny who talks about how evil white people are and how gender is fake or whatever while doing pretentious amateur theatrics is literally the furthest you could possibly be from a "great entry point".

That kind of content is designed to appeal to people who already agree with it, not to convert any centrists or right wingers. Your bubble has got to be beyond massive if you think contrapoints will appeal to literally anyone other than a very specific subset of far leftists.

Also, you keep calling him "her", its very distracting.

I'll be honest, your reasoning seems a bit chapo-y to me.