James Franco as Conrad

Natalie Portman as Laura

Kristen Wiig as Monica

Kate Mara as Lisa

Amber Tamblyn as Amanda

Jim Parrack as Paul

Abigail Spencer as Abigail

Keir Gilchrist as Michael

Thomas Mann as Lee

Rico Rodriguez as Charlie Foster

Matthew Modine as Theodore Foster

Jimmy Kimmel as Mr. Chipmunk

Tony Cox as Mr. Chubb

Bo Mitchell as Greg

Jacob Loeb as Keen

Kelsey Ledgin as Lila

Tyler Labine as Clete

Jack Kehler as Sheriff Mallon

Wendy Phillips as Mrs. Nighetti

Frank Birney as Edmund

Muriel Minot as Caddy

Priscilla Garita as Maricelle Foster

Tanner Buchanan as Bobby Bell

Wilmer Calderon as Barnett

Kai Lennox as Timmy

Ella Anderson as Sally

Charlie Martin as Cliff

David May as Brian

Katie Cofield as Val

June Conniff as Ophelia

Tom Paliferro as Sydney

Robert DuBois as Stu

Adam J. Harrington as Henry

Milan Johnson as Zach Cuttle

Alex Oberheide as Preston

Bryan Patrick West as Skins

Malia Pyles as Amber

Pappy Faulkner as Jimmy

Isaac Faulkner as Nate

Max Leifman as Young Conrad

Rebecca Ellen Evans as Young Lisa

Lili Brennan as Young Amanda

Jack Sochet as Conrad's Father

Toni Gaal as Greg's Mom

Bridget Bowes as Brian's Wife

Maite Pistiner as Michael’s Love Interest

Brian Lally as Therapist

Anthony Sherritt as Swinger

Maya Zapata as Babysitter