Television:
The 80's are A-Team, Knight Rider, The Equalizer, and Stingray for hooding. Toss in some Miami Vice for morals and undercover work, a bit of Remington Steele for enigmas of fake identities. And A Man Called Hawk for badassery. And Max Headroom for matrix and comedy.
The 90's had Cobra and The Cape, neither of which did much. Not a lot of 'running in the 90s, which is really ironic when you think about it. But there was La Femme Nikita for badassery.
The 00's were better, with everything from Archer to Veronica Mars, giving a lot of shows that centered on groups of misfits doing a lot of hooding and such. For a bit more shadows: Alias, Dollhouse, Leverage, The Pretender, and The Unit. Firefly, of course, is the epitomy of a shadowrun team IMHO, but for weirdness, I'd go with Harsh Realm, John Doe, and Level 9. Magic's got it's thing with The Dresden Files and Charmed, and there's plenty of supernatural hunting with Angel, Buffy, and Supernatural.
Movies:
Blade Runnery, both TRON movies, Sneakers is the best shadowrunning team ever assembled, and you can't go wrong with The Adventures of Buckaroo Banzai Across the 8th Dimension. There's a ton more, but if I start going through my collection, you won't see me for three or four weeks (because I'll be watching them all!).
