Brittany Murphy
Stacy

Holly Hunter
Barb

Kathy Bates
Kippie Kann

Ron Livingston
Derek

Julianne Nicholson
Joyce

Stephen Tobolowsky
Carl

Kevin Sussman
Ira

Rashida Jones
Dr. Rachel Keyes

Josie Maran
Lulu Fritz

Jason Antoon
Larry

Sharon Lawrence
Mom

Gavin Rossdale
Random

Cress Williams
Phil

Dave Annable
Bean

Yvette Nicole Brown
Production Assistant

Vivian Bang
Katie

Ron Pearson
Warm-Up Guy

Matthew Frauman
Backstage Production Assistant

Katie Murphy
Stacy at Age 7

Emma Thaler
Emma Greer

Mercedes Mercado
Honey Squeeze

Lee Cherry
Rapper Taye

Ross Gottstein
Sound Guy

Alex Alexander
Nurse Kisilevsky

Marjorie Loomis
Grandma

Lucy Lee Flippin
Daughter

Sara Chase
Colleen (Bean's Wife)

Stephanie Langhoff
Jane

Gary Dubin
Father

Dan Benson
Phillip

Guy Wilson
Sean

Joey Capone
Bruce

Shawnacy Patrick Todd
Jeremy

Benjamin Caya
Gideon

Jason Cowles
Noah

Chris Dotson
Mudfoot

Trent Gill
Dan

Marshall Allman
Trotsky

Noah Smith
John

Mathew Botuchis
Earl

Ben Ziff
Frank

Zach Cole
Brian

Kory Alden
Vic

Brendan Bonner
Bartender

Nick Vallelonga
Tough Guy at Bar

Greg Baker
Guy at Bar

Noah Harpster
Guy at Bar

Mary Firestone
Receptionist

Jon Simanton
Midget

Louis Bernstein
Neighbor

Norma Lee Resnick
Self

Irene Goldstein
Self

Keram Malicki-Sánchez
Waiter

Chad Holland
Chef

Natalie Denise Sperl
Natalie

Carly Simon
Self (uncredited)