Cofounder of Vice Media and now he is basically a relatively right wing political comedian (?-if thats what you'd call him). Most of his material is over the top/incendiary, probably on purpose, but i think there is an element of unawareness to it. Frequently featured on Red Eye and now he seems to do his own thing with his YT channel Rebel Media. He seems to have changed quite a bit over the years. I think I would have given his younger self a different typing than I would for him now. I had originally typed him as maybe ENTj but now im not as sure.
How he is now:
haven't watched this one but it will probably work.
I'll find more later.
Edit: could actually be LSE.