around a bunch of other self motivated guys, especial if the job has anything to do with jumping out of airplanes can be a great way to learn to overcome anxiety.

It will build self confidence and give him a purpose that is somewhat tangible.
Yes I do have experience in this type of field.

What may have more of a negative effect is to pressure him into doing something he is unsure of or not ready for. He may hold resentment against you if he follows your desire and things don’t work out.

Support him, love him and just encourage him to be the best person he can be and be to strive to be the best at what he chooses to do.

Good luck. Life is complicated and there are no easy or single correct solutions for everyone’s life. There are many paths to get us to the “One” path.