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He was there, at work.
They hardly every hung out or saw each other outside of their working environment.
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Doesn't mean you can't consider somebody to be a close friend. He was at her wedding. You don't do that for a co-worker you don't care about.
Back on topic: I think Jess would move to SH for a number of reasons. If he simply wanted to, for god knows what reason, if Luke needed him there, if his mom needed him there. If Rory needed him there. He's not so different from Luke...