Cameron Diaz
Elizabeth Halsey
Jason Segel
Russell Gettis
Justin Timberlake
Scott Delacorte
Lucy Punch
Amy Squirrel
John Michael Higgins
Principal Wally Snur
Phyllis Smith
Lynn Davies
Thomas Lennon
Carl Halabi
Molly Shannon
Melody (Garrett's Mom)
Eric Stonestreet
Kirk
Dave Allen
Sandy Pinkus
Matthew J. Evans
Garrett Tiara
Kaitlyn Dever
Sasha Abernathy
Jillian Armenante
Ms. Pavicic
Kathryn Newton
Chase Rubin-Rosse
Igal Ben Yair
Arkady
Aja Bair
Devon (Chase's Friend)
Andra Nechita
Gaby
Noah Munck
Tristan
Finneas O'Connell
Spencer
Daniel Castro
Rodrigo (Acne Kid)
Adrian Kali Turner
Shawn
Paul Bates
School Superintendent
Jeff Judah
Janitor
Nat Faxon
Mark
Stephanie Faracy
Mrs. Pubich
David Paymer
Doctor Vogel
Alanna Ubach
Angela
Christine Smith
Danni
Paul Feig
Dad at Carwash
Deirdre Lovejoy
Sasha's Mother
Melvin Mar
Male Teacher (Bathroom)
Rose Abdoo
School Secretary
Jerry Lambert
Morgan's Dad
Jennifer Irwin
Chase's Mom
Christopher Rockwell
Chase's Dad
David Doty
Armando the Homeless Guy
Rick Overton
Philip
Danny Trapp
Cowboy at Palace
Matt Besser
Abraham Lincoln (Tour Guide)
Lee Eisenberg
Blacksmith (Re-Enactor)
Bruno Gunn
Police Officer
Jordan Van Vranken
Crying Girl
Kadee Noel Brown
Student in Elizabeth's Class (uncredited)
Jennifer Holloway
Sheila (uncredited)
Christina Gabrielle
8th Grade Student (uncredited)