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Jennifer Jason LeighElsa Gardner / Producer Keir GilchristSam Gardner Michael RapaportDoug Gardner Rachel RedleafBeth Chapin Kevin DanielsCoach Briggs Michelle Farrah HuangTanya Ariela BarerBailey Bennett Allie Rae TreharneGretchen Kimmy GatewoodCoach Crowley Sara GilbertProfessor Judd Anthony JacquesChristopher Eric McCormackProfessor Shinerock Annie MebaneLauren / Writer Rizwan ManjiVice Principal Patrick Kue Lawrence4 Year Old Sam Jeremiah BirkettOfficer Timms Andrew SecundaPharmacy Clerk Donna PieroniMrs. Dumsich Bryan LawrenceSkateboarder Donnabella MortelWaitress James S.W. LeeDave the Bartender Marisa DavilaMadison Gold Heather BrookerMrs. Jablonski Stacey MoseleyShelby Pines Claire LeahyCheckout Girl Brittney BertierPonytail Girl Geri Courtney-AusteinKayla Carla VilaMadame Delacroix Cornelius PeterBushy Eyebrow Guy Andrew J. HamptonHenry (uncredited) Jessica Marshall-GardinerPaige's Teacher (uncredited) Dominique MortonStudent Worker Elena Campbell-MartinezDoctor Jessica Honor CarletonMom Chiquita FullerBank Employee Sandra RoskoPolice Officer (uncredited) Christopher ChenRoller Blader Mark Casimir Dyniewicz Jr.Creepy Biker Dude (uncredited) Marcy GoldmanDMV Employee Omar AdamOfficer Chris Cortez Todd Robert AndersonDuane Brandon RodriguezRandom Art Kid Tucker GenalCollege Dude #1 Ryan SalazarCollege Dude #2 Tom VirtueDirector of Student Conduct Angelita TorresStudent #1 Logan JohnsonWill (uncredited) Alden RayHawaiian Shirt Guy Jamal AntarGroom (uncredited) Meggan AndersonBride (uncredited) Tyler DavidsonGavin (uncredited) Brett TuckerNiles Blanderman Lauren PriceTrack Team (uncredited) Michael Patrick JannDirector Seth GordonDirector / Executive Producer Joe KesslerDirector / Director Of Photography Robia RashidDirector / Writer / Executive Producer Victor Nelli, Jr.Director Fernando SariñanaDirector Annabel OakesDirector / Writer Kevin Rodney SullivanDirector Michael OppenhuizenWriter Annie MebaneLauren / Writer Jennifer Jason LeighElsa Gardner / Producer Mojdeh DaftaryCostume Design Heba ThorisdottirMakeup Department Head