Bobby Singer (Supernatural) - 2
Bobby dealt in information, he always had, really, and as he'd been there for the inception of the internet, he knew his way around most of the information available.
Of course, it wasn't strictly technological information that he spread around, not even a little, he wasn't a rumor mill by any means, but he did know a lot about a few people, and he could find out more for the right price. Give him a couple days and he could form a viable working dossier on a person. Give him a couple weeks and he'd have found out their sleeping habits, their food allergies, most of if not all of their medical records and a dozen other things besides.
He wasn't a hacker in the traditional sense, but he knew his way around a machine, knew how to make it do what he wanted. And if he didn't already have the information someone needed, he could get to them within short order.