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MIB wants to leave, but found a loophole to return?

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Has anyone noted this? If MIB's goal is to leave the island, then why did he "find his loop hole." Does that mean he returns to human form or returned to the island? If the latter, then he can still be both smokey and human. Maybe he was "killed" at one point, which would seemingly mean Jacob won whatever game they're playing. So what's this loophole thing really about? Any ideas?

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