Mish: That's good that he is being really Pro-Active about getting another job. Something will come together.
I do wish you could find a way to go back to school, though, since it is obviously important to you. I really don't know what to suggest, though.
Can you do book keeping? Assist with Resumes? Computer work for seniors who don't have the skills? There are many things you can do online with the skills you have.