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Coolidge attended Norwell High School. Coolidge is known for her supporting roles in many well loved comedy movies and guest spots on television. She is best known for playing "Stifler's mom", the consummate "MILF", in the American Pie films, though she is also known for supporting parts in other films, including Hilary Duff's stepmother in A Cinderella Story, Paulette, the manicurist in Legally Blonde and its sequel, Joey's agent on the sitcom "Joey" and the voice of Aunt Fanny in the animated feature Robots.

She has played comic parts in the mockumentaries Best in Show, A Mighty Wind, and For Your Consideration directed by Christopher Guest. She also appeared in the 2006 film Date Movie as a spoof of Barbra Streisand's Meet the Fockers character. Her first movie released in 2007, Epic Movie, was made by the same people behind Date Movie this time playing the "White Bitch" (the White Witch) of Gnarnia (Narnia) a lampoon of the Disney and Walden Media film The Chronicles of Narnia; the Lion, the Witch and the Wardrobe.

Coolidge had a regular role in the NBC sitcom Joey as Joey's agent. Appearing in 37 out of 49 episodes in the series. She originally starred in an episode of Friends in its final season as Amanda, a tactless and uninhibited wannabe whom Phoebe and Monica try to shake off. Prior to her Friends appearance she was a regular on She TV, a very short-lived sketch comedy that also featured Nick Bakay, Elon Gold, Simbi Khali, and Linda Kash. She also has appeared on According to Jim, playing Jim's sister and in an episode of Sex and the City.

Coolidge also appeared in the kiddie comedy Slappy and the Stinkers and as Adam Sandler's wife's friend, Janine, in the 2006 comedy film Click. Coolidge made one of her first appearances in the Seinfeld episode "The Masseuse." Though Coolidge has not had a stand-out role yet and may not be as well known as some actors in Hollywood she still has worked with several distinguished actors.