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In the modern world, Sam would probably be the engineer cofounder of a successful app. Besties with Jon, he has the right friends but isn't one for the spotlight. He's more of a right-place-right-time kind of guy, and that is exactly how Gilly fell into his lap. Sam is one of the only true "good guys" on the show. The type of guy your friends would encourage you to date because he'd be such a good boyfriend. And sure, Gilly might have had to "show him the ropes," but what he lacks in experience he makes up for in courage. Like when his family was snobby to poor Gilly, and Sam says a swift #boybye to his dad, packs up, and leaves.