I think that he thinks he's knuckling down and getting serious now that he's past 30. His wild Taylor Swift suing days are over, and now he's settling into Plan B -- America's Got Talent. He's gonna fall back on being a Hollywood scriptwriter if that doesn't work out.
He's so weird. He does seem to have a work ethic, but he's still incredibly entitled. If he'd put the hard work into starting at the bottom of the industry he wants to be in, he could theoretically (but not actually, because he's shit) have a career in the Biz now. Instead, he puts his effort into day jobs he gives no shits about and daydreams about being discovered and launched into fame and fortune overnight. Like winning the lottery or something. He would never settle for being fame-adjacent, like a photographer or something (like bio-sis) or an entertainment industry lawyer (I know he's completely incapable of such a thing, but on paper at least it would have made sense for him to end up in a position like that) but no.
I wonder where he would have ended up if he wasn't so broken in the brain and if he'd been instilled with a realistic sense of his abilities. I don't know if he could have cut it as a paralegal (6) but maybe a mailroom clerk or something. All snark aside, I think that might've been more his speed. That, or janitor. It's not glamorous, but it's honest work and if he wasn't so fucked up and self-important, he might've even been happy.
Oh well.