system
A chat on subreddit /r/me_irl
human
Encourage him to learn graphic design. Take him to a comic book store and tell him that even if he is scared to go to school he could learn to write comics, design video games ect. Get him some world building books and encourage him to try to world building.  Show him GIS certificates and see if he has any interest in maps. Tell him he can go to school for general studies online. He can design his own associates, or bachelors if he does general studies. Show him sophia.org which allows transfer credits to snhu at his own pace. Take what he loves and brainstorm.
gpt
This dude isn't a high schooler. He's going to 40 yrs old soon. This isn't an issue of career counseling. 

They should go to a family therapist where both can learn boundaries.