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The 30 Funniest Political Videos of the Decade

Top Viral Videos of the '00s


The most memorable spoof videos, comedy routines, and political bloopers from 2000-2009.

1. Stephen Colbert's Bush Roast

In the ballsiest comic stunt ever pulled in Washington, Stephen Colbert delivers a searing roast of President Bush at the 2005 White House Correspondents' Dinner. With Bush sitting ten feet away, Colbert says, "I stand by this man because he stands for things. Not only for things, he stands on things -- things like aircraft carriers and rubble and recently flooded city squares. And that sends a strong message, that no matter what happens to America, she will always rebound with the most powerfully staged photo-ops in the world." (C-SPAN, 2005)

2. Tina Fey Skewers Sarah Palin on SNL

Tina Fey impersonates Sarah Palin in a series of epic "Saturday Night Live" skits, including a joint appearance with Amy Poehler as Hillary Clinton, a parody of Palin's interview with Katie Couric, a spoof of the VP debate, and an appearance with Will Ferrell as Bush. "I can see Russia from my house," Fey's Palin boasts, creating a caricature of Palin that came to define her. (NBC, 2008)

3. Obama Girl Sings 'I Got a Crush on Obama'

Amber Lee Ettinger, AKA "Obama Girl," sings the praises of Barack Obama in this viral hit, which put Obama on the pop culture map. "I cannot wait 'til 2008 / Baby you’re the best candidate / Of the new oval office / You'll get your head of state / I can't leave you alone / 'Cause I've got a crush on Obama." (Barely Political, 2007)

4. JibJab Spoofs Bush and Kerry in 'This Land'

George Bush and John Kerry square off and trade insults in this campaign spoof of "This Land is Your Land," the biggest viral hit of the 2004 presidential campaign. (JibJab, 2004)

5. Letterman Mocks McCain for Bailing on 'Late Show'

David Letterman delivers one of the most punishing beat downs any candidate has ever received on late-night TV. "This doesn't smell right," Letterman says of McCain's decision to suspend his campaign and cancel his appearance on the show. "This is not the way a tested hero behaves. Somebody's putting something in his Metamucil." In many ways, it was the tipping point that sunk McCain's presidential hopes. (CBS, 2008)

6. Jon Stewart's 'Crossfire' Smackdown

Jon Stewart browbeats Tucker Carlson over journalism ethics during an unforgettable interview on CNN's "Crossfire." Stewart's money quote: "Stop hurting America ... What you do is not honest. What you do is partisan hackery. You have a responsibility to the public discourse, and you fail miserably." The show was canceled shortly thereafter. (CNN, 2004)

7. Will Ferrell: A Message From the White House West

Comedian and SNL alum Will Ferrell impersonates President Bush trying to film a political ad from his ranch in Crawford, Texas in this brilliant parody. (America Coming Together, 2004)

8. SNL Spoofs the 2000 Bush-Gore Presidential Debate

In this classic SNL skit, Darrell Hammond plays a sanctimonious and sighing Al Gore, who can't stop talking about his "lockbox," and Will Ferrell plays a confused George W. Bush who sums up his candidacy with one word: "strategery." Gore was widely thought to have won the actual debate, but SNL's portrayal of Gore as an over-exuberant and insufferable bore was so devastating that it colored perceptions and helped give Bush the upper hand in the subsequent two debates. (NBC, 2000)

9. Sarah Palin's Turkey Pardon Fiasco

Sarah Palin pardons a turkey while others are slaughtered in the background, completely oblivious to the carnage unfolding behind her. We've learned that when Palin talks, disaster follows, but usually it's not this vivid. (MSNBC, 2008)

10. Daily Show: Bush vs. Bush Debate

In this classic "Daily Show" segment which aired during the Iraq war, Jon Stewart moderates a hilarious debate between President Bush and the one man with the "insight and cajones to stand up to him" -- Texas Gov. George W. Bush. This is Jon Stewart and the Daily Show and its very best. (Comedy Central, 2003)
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