You still have to be able to pass at least one fitness test within a year. Don't mistake me for saying that he wasn't in the military because he was fat. I know he wasn't the same way I know he failed out of his AS.
Short of showing everyone his life history that I dug up while he was threatening the server, there is also the issue of time. He's only 30 or 31. Someone that immature, with those deep-seated of psychological issues, does not serve a term in the military and complete graduate school while working a full time civilian job and hosting larp sessions every weekend.
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