Justin Long
Bartleby Gaines
Jonah Hill
Sherman Schrader
Blake Lively
Monica Moreland
Adam Herschman
Glen
Columbus Short
Hands
Lewis Black
Uncle Ben
Jim O'Heir
Mr. Schrader
Mark Derwin
Jack Gaines
Ann Cusack
Diane Gaines
Hannah Marks
Lizzie Gaines
Robin Lord Taylor
Abernathy
Diora Baird
Kiki
Lisa Gleave
Kiki's Best Friend
Joe Hursley
Maurice / The Ringers
Jeremy Howard
Freaky Student
Anthony Heald
Dean Van Horne
Ross Patterson
Mike McNaughton
Sam Horrigan
Mike Welsh
Travis Van Winkle
Hoyt Ambrose
Kaitlin Doubleday
Gwynn
Kellan Lutz
Dwayne
Brendan Miller
Wayne
Chantelle Tibbs
Confused Kid
Skyler Stone
S. H. Student in Hallway
Darcy Shean
Mrs. Schrader
Brian Powell
Economics Teacher
Scott Adsit
Drop-off Dad
Lindy Loundagin
Drop-off Mom
Steve Little
Desk Clerk
Parker Quinn
Frat Guy
Artie Baxter
Mike Chambers
Greg Sestero
Frat guy (uncredited)
Sara Jean Underwood
Girl By Pool (uncredited)
Alejandra Gutierrez
Kiki's Best Friend
Yorke Fryer
S. H. Student in Hallway
James Taku Leung
S. H. Student in Hallway
Jay Harik
Family Friend
Mathew Vigil
Shoe Store Boy
Debbon Ayer
Shoe Store Mother
Carla Jimenez
Shoe Store Manager
Ned Schmidtke
Dr. J. Alexander
Tim Bagley
Vice Principal Matthews
Ray Santiago
Boy Going to Princeton
Margaret Travolta
Academic Counselor
Ethan Hova
Male Graduate (scenes deleted)
Criscilla Anderson
Go Go Dancer
Larke Hasstedt
Go Go Dancer
Meredith Giangrande
Glen's Party Girl
Kate French
Glen's Party Girl
Zoe Di Stefano
S. H. Testimonial Student
David Carmon
S. H. Testimonial Student
Armen Weitzman
S. H. Testimonial Student
Christopher Khai
S. H. Testimonial Student
Jamie Leffler
Fake ID Kid
Wendy Rodriguez
Fake ID Kid
Richard Alan Brown
Fake ID Kid
Mylika Davis
Fake ID Kid
Laurie Meghan Phelps
Fake ID Kid
Portis Hershey
Fake ID Kid
Joseph Stiteler
The Ringers