Nice to hear that re-applying is part of his Plan B. I applied 3 times (means 2 years of college) and in a gross miscarriage of justice (according to my Plebe summer detailer), the Admissions Board let me in. His academic plan is good and follows exactly what the Academy wants, however, and this is only my personal opinion, I would highly discourage him from joining the Corps at Texas A&M. Not because it is a bad road or anything against the Aggie Corps but to go through TWO plebe years is too much. If he wants to go A&M or any other SMC, he should make that his chosen path and kiss USNA goodbye because he has an equally rigorous military education ahead of him. I can assure you he will not get any leadership opportunities as a Fish any more than a USNA Plebe gets leadership opportunities which is below zero. In the leadership lab of both schools the first year is taking orders and following them.......ask any Plebe. The only thing that leads is their nose.
Two Plebe years is not only incredible misery and needless stress but counterproductive. Nothing more is learned after the first Plebe year as the individual now has the values, knowledge, and behaviors that the institution wants for them to move on to the next stages of becoming an officer. It is time to move up. Repeating it is meaningless and terrible for a young man's morale because the guys he bonded with initially and who are looking forward to the future together, your son would now leave. He would put on another uniform and do it all over again and I would bet cold cash he would be burned out and his attitude would well show it. I saw exactly this phenomena in a classmate of mine who was a great friend but after a military boarding school and a Plebe year, he was sick of rank and the military and to our regret, he bailed out his Youngster year.
Actually, this all may well be a moot point as usually after a first year at a SMC, the young man usually voluntarily dumps any thoughts of a service academy and after his SMC graduation he wants to get on to the business of driving tanks or flying airplanes or whatever fired him up to be an officer in the first place.
By the way, there is nothing wrong with his high school leadership. But if he is concerned about this, there are FAR more organizations he can shine in at a civilian college.