Won For: Grey's Anatomy, 2007 (Best Supporting Actress in a Drama)Loses For: Having a bitchy attitude toward the Grey's writers, Judd Apatow and pretty much all of H'wood—and for turning her back on the show that made her famous enough to star in an endless amount of vapid rom-coms.
Won For: 24, 2006 (Best Actor in a Drama)Loses For: Almost destroying the good rep of his hit TV show by being thrown in the slammer for 48 days for his drunken antics. If that wasn't bad enough, he head-butted a designer during a friggin' charity fundraiser. We can just imagine this dangerous acting dude using his Emmy to impale somebody if they looked at him cross-eyed.
Won For: Friends, 2002 (Best Actress in a Comedy)Loses For: Having an unquenchably needy ego and not letting this "movie star" thing she craves so badly die, already. Jen was at her best on TV, and she even scored another Emmy nod for dipping a toe back on the little screen for her guest role on 30 Rock. Can't we have more of that Aniston, and not this insipid Marley & Me and Love Happens crap? And no one should be honored when they have such embarrassing taste in men.
Won For: Entourage, 2006, 2007, 2008 (Best Supporting Actor in a Comedy)Loses For: Apparently three Emmys still don't make you a professional actor. Piven barely made it through half his run in Broadway show Speed-the-Plow before hightailing it out due to "mercury poisoning"...and just being an average a-hole.
Won For: Seinfeld, 1993, 1994, 1997 (Best Supporting Actor in a Comedy)Loses For: Not only did none of Richards' post-Seinfeld boob-tube takes stick, no one was laughing when he showed a less-lovable (and incredibly racist) side at his infamous Laugh Factory set. Strangely, there were more chuckles during his awkward apology on Letterman the next day.
Won For: Everybody Loves Raymond 2002, 2003, 2005 (Best Supporting Actor in a Comedy)Loses For: Unleashing on the world the horrible sitcom 'Til Death. Three Emmys and this is the best he could pick for his own show as a leading man? Stick to being the second banana, Brad. You're much better at it. Also, what's with pretending you're Michael Richards with that racist stuff, too?
Won For: The Sopranos, 2004 (Best Supporting Actress in a Drama)Loses For: Following up her stint on one of the best TV shows of all time with one of the worst—Joey. Blech. Can she get back any of her cred by joining the Desperate Housewives cast? Let's hope so, 'cause Drea's talent is totally going to waste otherwise. And we're tempted to totally ignore the fab Drea's whatever involvement in the SamRo-La Lohan debacle. I mean, what's with your company, both on and off camera, Dre-doll?