There seems to be a theme here. "Jason is a jerk because he's overly confident and brags and expects people to work hard." So? That's the exact type of person who should be running a startup. When you're facing long odds against you, only someone who's completely confident in themselves and their idea will get over the hurdle. Frankly there's almost nothing worse than working for a meek, type-b manager who doesn't have a clear vision. Believe me, I've done it. As a side note: I'd work for Jason in a heartbeat, work as many hours as necessary and do whatever I could to help his company succeed. And I'd relocate to LA tomorrow if there was a spot for me. Because working there is worth more than the money you'd make. After you invest your time with him he'll invest with you. He said as much in the video. Will your boss do that?