Synopsis

Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.

Cast

Drew Barrymore

Josie Geller

David Arquette

Rob Geller

Molly Shannon

Anita

Michael Vartan

Sam Coulson

Jessica Alba

Kirsten

John C. Reilly

Gus Strauss

James Franco

Jason

Octavia Spencer

Cynthia

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Jenny Bicks

Miss Haskell

Garry Marshall

Rigfort

Sean Whalen

Merkin

Cress Williams

George

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Sarah DeVincentis

Rhoda

Allen Covert

Roger in Op-Ed

Armand Reiser

Dutton

David Doty

Hairplug Bruns

Derek Morgan

Armcast Henson

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Kathleen Marshall

Sun-Times Worker

Leelee Sobieski

Aldys

Marley Shelton

Kristin

Jordan Ladd

Gibby

Jeremy Jordan

Guy Perkins

Jason Weissbrod

Big Bad Wolf

Katie Lansdale

Tracy

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