When audiences first met Sam in the pilot, he was attending Stanford and getting ready to start law school. However, when his girlfriend Jessica was killed, the death set in motion Sam’s original journey to kill the demon that murdered Jessica.
Sam was supposed to go back to school, but his journey never went back to where it was supposed to start. In fact, there’s barely a mention of law school in later seasons, though Sam does act as Dean’s lawyer against the god Osiris in season 7, episode 4.
The skills Sam picked up at Stanford did help when it came to doing research for hunts with Dean and other , so it wouldn’t have been too hard to get back into his studies.
It also implies he’d want to be a lawyer, something he may have moved on from after 15 years. Sam still seemed to want to settle down, and it seemed as if season 15 was setting up Eileen to be the girl Sam ended up with.
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