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and became an "instant You Tube sensation." Kimmel's "revenge" video featured himself, Ben Affleck, and a large lineup of stars, particularly in scenes spoofing the 1985 "We Are the World" video: Brad Pitt, Don Cheadle, Cameron Diaz, Robin Williams, Harrison Ford, Dominic Monaghan, Benji Madden and Joel Madden from Good Charlotte, Lance Bass, Macy Gray, Josh Groban, Huey Lewis, Perry Farrell, Christopher Mintz-Plasse, Pete Wentz, Meat Loaf, Rebecca Romijn, Christina Applegate, Dom Joly, Mike Shinoda, Lauren Conrad, and Joan Jett, among others.

Kimmel also produced and co-wrote the feature film Windy City Heat, Festival Prize winner of the Comedia Award for Best Film at the 2004 Montreal Comedy Festival.

In January 2003, Jimmy Kimmel permanently left The Man Show to host his own late-night talk show, Jimmy Kimmel Live! Jimmy Kimmel Live was briefly also broadcast on Irish digital TV channel 3e.

At the end of the skit Kimmel has a door slammed in his face by none other than Matt Damon, stating that they had run out of time and then Damon continues with a sinister laugh. As a tradition, celebrities voted off Dancing with the Stars appear on Jimmy Kimmel Live! In an October 25 letter to a group called the 80-20 Initiative, which identifies itself as a pan-Asian-American political organization, ABC apologized for the segment, saying "We would never purposefully broadcast anything to upset the Chinese community, Asian community, anyone of Chinese descent or any community at large." On that day's broadcast, Kimmel addressed the controversy personally, saying: "I thought it was obvious that I didn't agree with that statement, but apparently it wasn't …

, causing Kimmel to describe himself as "the three-headed dog the stars must pass on their way to No-Dancing Hell". So I just wanted to say, I'm sorry, I apologize.” Despite the apologies from ABC and Kimmel, protests continued.

Kimmel left Win Ben Stein's Money in 2001 and was replaced by comedian Nancy Pimental, who was eventually replaced by Kimmel's cousin Sal Iacono.

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