Adam Scott
Gary Bloom

Evangeline Lilly
Samantha

Owen Atlas
Lucas

Bridget Everett
Al

Donald Faison
Larry

Chris D'Elia
Wayne

Kyle Bornheimer
Victor

Clancy Brown
Reverend J.D. Gospel

Tyler Labine
Karl C. Miller

Sally Field
Miss Shaylock

Marcus Terrell Smith
Dwayne

Chip Zien
Stepdad Therapist

Rick Applegate
Principal

Ken Bolden
School Psychiatrist

Hank Harris
Gabriel

Carla Gallo
Wendy

Eli Craig
Derby Official

Schuyler White
Birthday Clown

Mark Rademacher
Wedding Priest

Sasha Williams
Mom at Waterpark

Ray Wise
Guy On TV (uncredited)