Indeed dreams are good things, usually essential for great achievement. Conversely, this allows for a gut check on what it is he really wants and optimal paths to defining and reaching those goals. USNA and SAs are terrific, even romantic notions and experiences, worthy of exceptional effort. But they are not ends of their own. They are simply trains to travel on. And there are many, varied trains, all ending up at the same station. Get on board and enjoy the view. Avoid wallowing too long when there are mountains to be climbed.
And remember, the odds, or at least the absolute numbers are in steep change and suggest that the difficulty of appointment escalates monumentally for repeaters. And that number has dropped dramatically over the past 4 admissions seasons in deference to diversity. Those stats are crystal clear, not encouraging for would-be repeaters, and sadly personalize the direction for appointments @ present. For now, those shrinking slots should de-mythologize the patronizing notion that the SAs "like" or prefer those who stick with it for multiple seasons. Their numbers simply fail to portray that as being accurate and informed. It's people who are victims on both ends of this policy and consequent proceedings.
What's the point? Go in the direction your brain tells you, and increasingly use what you've learned to guide your heart as well. And remember, Chuck Yeager never even went to college. And he had the "right stuff." So do you. Keep moving, one step @ a time, illumined by the Lamp of your life.