I think it is hard if we focus just on the money and what we want "now". Without a job he is not paying rent either and I wonder that he has a cell phone bill; my husband has an AT&T "Go Phone" that costs us $25 every three months. I can see needing a phone but one does not need a smart phone if one cannot afford it. My smart phone costs $90 a month ($270 every three months, over 10 times as much as his).

I would be tempted to find a burger job in walking distance work on my weight loss and health issues at the same time as I made a little money. He could find a company/corporation he likes working for and then work on a degree part-time. Many companies will even help pay for courses Your Financial Aid Options | UMUC I got a second degree and took multiple independent courses while working and the two went hand-in-hand, what I was learning contributing to my job and my job giving me experience to use in understanding what I was learning.