So... once he is 18 he can work for the state, get a job as a janitor or grounds keeper or whatever at a college or university (we've got almost 40 in the state to choose from...)
Why? Well, one is the state benefits. Two is that every educational institution in the state offers free/minimal cost classes for employees, their spouses, and their dependents. My BAS cost me about $1200 out of pocket total. I know someone who put himself through engineering school at UF doing this - starting at Santa Fe mowing lawns, then moved to UF after he got an AA degree and cleaned classrooms at night and did coursework during the day.
Once he qualifies for free courses, then look at the votech programs from the former community colleges (legal naming thing...) - I'd say go welding or electrician or automotive repair (then branch out to fancy/expensive stuff like certified Porsche mechanic or marine diesel, etc). But if he does something trades-like (like electrician) and stay working for the college in the facilities department, then he'll be set for basically as long as he wants to be.
One of the other big benefits to working at a college as a young male (or hell middle aged and gettin' older...) is the eye candy. Especially the first few weeks of the Fall term .... good lord. Could raise the dead.