The killer's family literally said he became very left wing...

https://www.ndtv.com/world-news/charlie-kirk-assassination-w...

And the inability to reason from evidence is a big part of the disconnect here.

That article doesn't substantiate your statement. The single quote in the charging document it's talking about is that he had become "more pro-gay and trans-rights-oriented", which is obviously not the same thing. Otherwise Thiel and Jenner would be "left wing" in your world view.

Real people's views are complicated, especially those of an insane murderer.