Brittany Murphy as Stacy

Holly Hunter as Barb

Kathy Bates as Kippie Kann

Ron Livingston as Derek

Julianne Nicholson as Joyce

Stephen Tobolowsky as Carl

Kevin Sussman as Ira

Rashida Jones as Dr. Rachel Keyes

Josie Maran as Lulu Fritz

Jason Antoon as Larry

Sharon Lawrence as Mom

Gavin Rossdale as Random

Cress Williams as Phil

Dave Annable as Bean

Yvette Nicole Brown as Production Assistant

Vivian Bang as Katie

Ron Pearson as Warm-Up Guy

Matthew Frauman as Backstage Production Assistant

Katie Murphy as Stacy at Age 7

Emma Thaler as Emma Greer

Mercedes Mercado as Honey Squeeze

Lee Cherry as Rapper Taye

Ross Gottstein as Sound Guy

Alex Alexander as Nurse Kisilevsky

Marjorie Loomis as Grandma

Lucy Lee Flippin as Daughter

Sara Chase as Colleen (Bean's Wife)

Stephanie Langhoff as Jane

Gary Dubin as Father

Dan Benson as Phillip

Guy Wilson as Sean

Joey Capone as Bruce

Shawnacy Patrick Todd as Jeremy

Benjamin Caya as Gideon

Jason Cowles as Noah

Chris Dotson as Mudfoot

Trent Gill as Dan

Marshall Allman as Trotsky

Noah Smith as John

Mathew Botuchis as Earl

Ben Ziff as Frank

Zach Cole as Brian

Kory Alden as Vic

Brendan Bonner as Bartender

Nick Vallelonga as Tough Guy at Bar

Greg Baker as Guy at Bar

Noah Harpster as Guy at Bar

Mary Firestone as Receptionist

Jon Simanton as Midget

Louis Bernstein as Neighbor

Norma Lee Resnick as Self

Irene Goldstein as Self

Keram Malicki-Sánchez as Waiter

Chad Holland as Chef

Natalie Denise Sperl as Natalie

Carly Simon as Self (uncredited)