Be supportive and get him involved in CAP and AFJROTC. The military is the best option. I was the same way and did CAP & ROTC and met a lot of people in aviation. I wanted to go to the USAF but wearing glasses stopped me. My parents couldn't afford flight training so I took it upon myself and enlisted in the military. I did my time and got out allowing me to utilize my GI bill towards flying and college. My point being do not discourage him. He will understand if u can not financially fund his endeavors. If he wants it badly enough he will find his own path to reach his goals. Just be there for him as a loving father.