He sounds almost exactly like a former colleague who by his own account “drank and partied away his scholarship” to the point of being invited to leave by his college. His parents gave him the choice of getting a job or enlisting in the military.
He chose the latter and in the course of his 8 year Army career, rose to NCO rank, served in the first OIF, served a stint as a drill sergeant, and strongly encouraged by his chain of command to go to OCS and come back as an officer. However, by the time the last came around, he was ready for a change.
Second stint in college, graduated with a respectable GPA. When I met him, he was a summer associate about to enter his last year of law school.
I’ve also heard of accounts of soldiers/Service Academy cadets who crashed and burned because they were a bad fit for the strict military regimentation. Especially in basic training/Service Academy training environments.