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