5.) Christopher Cantwell
Cantwell is a right-libertarian who gained attention in 2017 for his role in the “Unite the Right” rally in Charlottesville. Few other libertarians managed to trigger as many leftists as Cantwell, and his skills as a speaker are legendary to say the least. Cantwell became a political prisoner when he was accused of pepper spraying so called “counter-protestors” at the event, but he has continued his podcast with Jared Howe.