ROTC
According to the wikipedia article:
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ROTC produces officers in all branches of the U.S. Armed Forces except the U.S. Coast Guard: 56 percent of U.S. Army, 11 percent of the U.S. Marine Corps, 20 percent of the U.S. Navy, and 41 percent of the U.S. Air Force, for a combined 39 percent of all active duty officers in the Department of Defense.
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And this gem:
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With the exception of the U.S. Coast Guard, each of the U.S. Armed Forces offer competitive, merit-based scholarships to ROTC students, often covering full tuition for college.
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Mind you, successful service in the military will also result in money for college, if he chose to go after the fact.
I also agree with what you said about him thriving in heavily structured environments. And in that respect, he could probably do
very well for himself there.
Here's probably a
more specific one, since he's thinking of joining the Marines.