Why are you assuming that he understands that Williamsburg doesnt encourage trans? Perhaps he looked at their voting record and assumed they have very liberal views? How should he know they sell their souls for money.
I can’t know for sure, but he traveled the world and should understand different cultures. He ain’t stupid.
See quote below from SZ on DDF, if they are friendly I’m sure he knows better.
No. I’ve been working on the Afghanistan project for over a year, long before that video was released. However, I do know Drew Binsky personally, and he did make some recommendations to me, which enhanced my trip.