I’d strongly encourage MIT/Brown/Dartmouth, he can always find his way back to the Air Force if it’s something he really wants in his life. I know lots of Academy nerds (and I went to UPT with @elvis) and the honest-to-God truth is the majority of the Academy grads I talk to don’t speak particularly favorable about their time there. Maybe it’s bias, but I’ve heard lots of “I didn’t enjoy it but it’s a nice place to be a graduate of”, some “If I could go back I would go somewhere else”, and a few “I needed the discipline but other that that..pass” but I can’t recall if I’ve ever heard anyone be purely positive about it.
I’m an off the street guy and I think some of the USAFA story sounds kinda cool, but I look around and realize that even if I could go back in time I wouldn’t even consider going. Thankful others are willing to though, nothing but respect