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 Kaitlyn Dever Sasha Abernathy Jillian Armenante Ms. Pavicic Kathryn Newton Chase Rubin-Rosse Aja Bair Devon (Chase's Friend) Andra Nechita Gaby Noah Munck Tristan FINNEAS Spencer 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 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 David Doty Armando the Homeless Guy Rick Overton Philip Matt Besser Abraham Lincoln (Tour Guide) Lee Eisenberg Blacksmith (Re-Enactor) Bruno Gunn Police Officer Jennifer Holloway Sheila (uncredited) Christina Gabrielle 8th Grade Student (uncredited)