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It went over so well, that she decided to take an act on the road.
Coolidge ended up doing shows all over the country and the world for two years, Scotland included.
In the same month Coolidge began to do standup comedy.
She hosted the “Women in Film” at the Beverly Hills Hotel.
From 2000 to 2006 she played comic parts in the improv mockumentaries Best in Show, A Mighty Wind, and For Your Consideration, all directed by Christopher Guest. But happily, Jennifer Coolidge and Fred Willard show up . She also starred in the 2008 Lifetime Television film Living Proof.
In 2004, she had a supporting role in the romantic comedy A Cinderella Story playing Hilary Duff's character's vain, self-absorbed stepmother.She also has appeared on According to Jim, playing Jim's sister and in an episode of Sex and the City, and on Frasier as Frederica, Martin Crane's new physical therapist.Coolidge also appeared in the kiddie comedy Slappy and the Stinkers, and as the voice of Aunt Fanny in the animated feature Robots.The film received unfavorable critic reviews and Rotten Tomatoes ranked the film 77th in the 100 worst reviewed films of the 2000s, with a rating of 6%. In 2009, Coolidge took a dramatic role in Bad Lieutenant: Port of Call New Orleans as Genevieve Mc Donagh.Epic Movie, released in 2007 and made by the same people behind Date Movie, was the first movie in which she received a starring role. Scott of The New York Times called the film "irreverent and also appreciative, dragging its satiric prey down to the lowest pop-cultural denominator" and added, "The humor is coarse and occasionally funny. The film premiered on September 9, 2009 at the 66th Venice International Film Festival, and It opened in general release in the United States on November 20, 2009.