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Contact the Naval Academy itself, and get any information you can on your local 'Blue and Gold' officer. In addition, obviously check with each congressional and senate office you have for information on how to get into their nomination process. Finally, make sure your son is getting good grades, and a well rounded set of extracurricular activities. He doesn't have to be the football star, but any sports, scouts, team work, community service, and leadership type organizations will all highlight his ability to work as a team, lead peers, and in general be social. Take the SAT as many times as he can to get his scores up. If possible, get letters of recommendation from former military officers or service school graduates who know him.

I had a letter from a WWII Corsair pilot who was also a hunting buddy of my fathers. We all used to go deer hunting when I was young, and his endorsement, while it seemed embarrassing to me at the time (something about being chief camp bottle washer and privy digger), was honest, humorous, and exactly what you'd expect from a old navy vet who had really been there. The review boards have to look at hundreds of apps. If a former grad or career officer tells the board he thinks your son has what it takes to be molded into officer material, then thats more information than most board interviewers will be able to figure out on their own, and they value that.