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Austin Crute as Alan John Hartman as Yacht Waiter #2 Kaitlyn Dever as Amy Beanie Feldstein as Molly Jason Sudeikis as Principal Brown Victoria Ruesga as Ryan Skyler Gisondo as Jared Eduardo Franco as Theo Christopher Avila as Rob Mason Gooding as Nick Diana Silvers as Hope Michael Patrick O'Brien as Pat the Pizza Guy Ben Harris as Yacht Waiter Kyle Samples as Butler Deb Hiett as George's Mom Stephanie Styles as Alison Maya Rudolph as Motivational Voice (voice) Nico Hiraga as Tanner Will Forte as Doug Molly Gordon as Triple A Noah Galvin as George Bluesy Burke as Cindy Adam Krist as Dick Ellen Doyle as Murder Mystery Nurse Jessica Williams as Miss Fine Lisa Kudrow as Charmaine Billie Lourd as Gigi

Lisa Pinero Production Sound Mixer, Sound Mixer Allison Caetano Stunt Double Edward Bossert Stunts Olivia Wilde Director Kara Petersen Stunts Jeff 'JJ' Dashnaw Stunt Driver Steve M. Davison Stunt Driver Adam McKay Executive Producer Chris Haarhoff "A" Camera Operator, Steadicam Operator Shaughnessy Hare Sound Effects Editor Will Ferrell Executive Producer Megan Ellison Producer Bethany Levy Stunts Emily Halpern Writer Debbie Evans Stunt Double Brenden Salmon Property Master Denna Thomsen Choreographer Hector C. Gika Sound Effects Editor Allison Jones Casting Susanna Fogel Writer Jillian Longnecker Executive Producer Scott Robertson Executive Producer, First Assistant Director Heidi Pascoe Stunt Double Clay Cullen Stunt Double Mandy Kowalski Stunts François Duhamel Still Photographer Sarah Haskins Writer Jeremy Fitzgerald Stunt Driver Ben Harris Casting Associate Dan the Automator Original Music Composer Donna Evans Stunt Driver Robert Grasmere Visual Effects Supervisor Skip Lievsay Sound Re-Recording Mixer Brent White Editor Katie Byron Production Design Tracy Keehn-Dashnaw Stunt Coordinator Katie Silberman Writer, Producer Twin Shadow Music Jake Dashnaw Stunts Linda Jewell Stunts