I could rip a apart Thiel, Adams or Taleb on ___(their own dumb kryptonite). For example, listen to Taleb on religion. He's a buffoon. On power laws...very insightful.
I see no reason to glorify individuals outside of their domains.
Regarding Trump, he's just a Republican, as Hillary is just a Democrat. They are the faces of the machine. This is how most Trump-backers get comfort with Trump.
If Trump TRULY TRULY was anti-establishment, he would sound more like Lawrence Lessig and less like Archie Bunker.