>>>Going in to West Point he should have known and understood that it's not like other colleges, and there are some pretty serious consequences for not meeting standards.
West Point modified the standards. They don't have the right to back bill. They recruited him.
The military recruits lots of people, and everyone knows they can be kicked out (or worse) if they don't pass PT, with painful financial penalties.
Like you, I wish nothing but the best for this young man in the future. At best, maybe he'll still be able to serve in the Army, to avoid paying back his tuition. And perhaps he'll still get a chance to serve as an officer some day. I bet he could make this happen if he wanted to.