You hit the nail on the head, Job opportunities on the outsideI second what silverado said. Trigger pullers come out and land..... Security jobs and not any good ones. It's on him as far as his internal drive. If he lives. eats, breathes infantry. Go active, get every school you can. If after the 4 he doesn't like it? No harm no foul, can still pick a new path, or transfer jobs if he likes being in. If one contract and done, go do contract work and make big bucks. Do NOT sign anything unless everything is in the contract. It's comparison shopping at this point. I also joined to deploy as odd as it sounds to some. My grandfather was in Korea, uncles in VIetnam. I grew up playing combat games galore, looked up to the warriors of the past and had that drive to do something more. I don't regret it at all, I was just misled as far as opportunities when I came back. I sunk into a dark hole because I couldn't land a decent job worth a damn.
As a Training Manager I can tell you it takes an an act of Congress. I did see one only because it was written into his contract.In the AF you get the opportunity to apply and graduate these AFSC's. With a very high wash out rate, if you wash out, you end up in whatever job the AF needs. I don't remember anyone going to a 'promised' job after washing out. In the scenario posed here I think the OP is asking the right questions.
Best of luck to your son @PennyPincher.