Am I the only one that sees a problem with post #10. I had a brother do the same thing, 3 junior college degrees on the GI bill. It made me sick. I constantly pointed out to him that he needed to thank me for my tax dollars. He wouldn't and we don't speak today.
I think you're assuming that in those 6 years, he obtained three associate's degrees. That would certainly be excessive. If he had a large family, it's far more likely that he took one or two classes at a time to get an associate's eventually. No problem with that at all.
"I constantly pointed out to him that he needed to thank me for my tax dollars."
As long as you thanked him for his service, that's fine.