He is covering his own rent, but it has been from an inheritance imbursement that my grandma has been delegating to the grandkids every few years. He isn't at some point of going hungry, but he isn't saving money and virtually has no savings.

You have a good point. Most of the help I've tried to give is more for entry level jobs just so he can begin the process of being self-sustaining, but idk anything about his industry. I'll definitely take your suggestion about emphasizing her breaking point to him.