Smartest thing Disney could do is recruit Wayne Pygram to play Tarkin's vengence-seeking son in the new STAR WARS trilogy. (it's not like they haven't noticed the resemblence…)

Almost everything you mentioned is equally applicable to Bill Clinton, and we all know Slick Willy was The Big Dog.

Garak is of course a totally valid addition to this list…
  … except that SOME of us consider him the actual star of the show.

Second season has a number of very good individual episodes, but doesn't hold together as a whole the way season one did.
  And while the way they wrote themselves out of the season one cliffhanger actually isn't a TOTAL rip-off (and got the CIA into the show in a big way), that season one ending is so fuckin' perfect,…

Tuco is much more badass than weasel.
  His only problem is that he's only the THIRD biggest badass around. If it wasn't for those two OTHER guys, Tuco would be large and in charge. 
   (Think of MAGNIFICENT SEVEN as an alternate universe, where Tuco is Boss of Bosses,  until he runs up against an entire GANG of…

Wesley was too goody-goody to really qualify for weaselhood.
  Wil Wheaton on BIG BANG THEORY, however…

3 words: THEM MAGNIFICENT EYEBROWS.

Does Rigel from FARSCAPE count? I mean, come on, being a puppet, he's by DEFINITION "underhanded".

Well, Ashur from SPARTACUS didn't QUITE make it, but deserves honourable mention, I think.

*realises he's the only person who's seen MOON ZERO TWO*

A WILD WILD WEST crossover would have been hilarous:We open in this gritty, realistic little town; suddenly a train full of sci-fi gadgets pulls up; a dandified secret agent who barely comes up to Dillon's chest gets out, and tells him he needs his help fighting a superintelligent midget.

Especially surprising since there's an episode where Hec confesses to having used the name "Paladin" during his younger days, making it an official continuation of HAVE GUN, WILL TRAVEL!

One of the editors admitted that, in the early days, the translations they recieved from the French publishers were so incomprehensible that they just made up new stories to match the pictures.
   I've read both the "proper"  and "Heavy Metalised" translations of some of the Moebius stories they ran… and the HM…

Yes., but it's the only one where he co-stars with his Mom.

Well, we all know GILLIGAN'S ISLAND is really an Americanised version of THIS: http://www.youtube.com/watc…

Jim Steranko did an unusual comics adaptation of this for HEAVY METAL magazine (it was supposed to be a followup to their ALIEN adaptation, which sold like hotcakes).
   He did it all in two-page spreads- a single large image of the key moment of that bit of the story, framed by a series of much smaller  panels: http:/…

It was a generally troubled production… switched directors midway through, rewrites, actor's disputes, the works.

Colletta is not well regarded; I recall talk of a fistfight breaking out at a convention when someone confused the names "Colletta" and "Kaluta"!
  When I saw copies of Kirby's pencils and realised just how badly Colleta butchered them…

To give him his due, Lee has always made a point of praising Kirby's abilities, even after Jack trashed him publicly (and Funky Flashman is about as public as a trashing can get!)
 Their relationship was pretty bad at that point, so I suspect Stan thought that Kirby might be interested… if he didn't think it was "Stan…

Seriously, Leigh Brackett should not be underestimated. Have you READ any of her Eric John Stark stories?
  Han Solo WISHES he was that cool!