James doesn't want to be a small time video maker. He wants to be Hollywood. In particular, he wants to be 50s/60s Hollywood because it's what he grew up watching. If he could make a low budget black and white horror movie that gained a cult following, I think he'd instantly achieve nirvana and cease to exist in that moment. It's really all he wants out of life.
You see this all the time, especially with "content creators". They're making absolute bank working ten hours a month and they're still miserable because they feel like they're destined for greatness. 99% of all humans on earth would trade lives with him in a heartbeat, but some people are just incapable of feeling content with what they have. Sometimes that restlessness drives them to greatness. Usually, it drives them to alcoholism and an early death. Hopefully James can get his zen on and just embrace his incredible life, because he really doesn't deserve to go into a creative death spiral.