Sour Grapes

Steven Weber

Evan Maxwell

Craig Bierko

Richie Maxwell

Matt Keeslar

Danny Pepper

Karen Sillas

Joan

Viola Harris

Selma Maxwell

Robyn Peterman

Roberta

Orlando Jones

Digby

Richard Gant

Detective Crouch

James MacDonald

Detective Frehill

Jack Burns

Eulogist

Scott Erik

Teenage Richie

Michael Resnick

Teenage Evan

Jennifer Leigh Warren

Millie

Anthony Parziale

Blackjack Dealer

Abraham Kessler

Crap Dealer

Fred Goehner

Floor Manager

Amy Hohn

Waitress

Denise Bessette

Cocktail Waitress

Angelo Tiffe

Chauffeur

Bari K. Willerford

Truck Driver

Alan Wilder

Irwin

Hiram Kasten

Male Co-Worker

Kari Coleman

Female Co-Worker

Rosanna Huffman

Mr. Bell's Assistant

Philip Baker Hall

Mr. Bell

Harry S. Murphy

Anesthesiologist #1

Deirdre Lovejoy

Nurse Wells

Iqbal Theba

Dr. Alagappan

Tamara Clatterbuck

Nurse Donato

Helen Anzalone Gordon

Nurse Jamison

Ann Morgan Guilbert

Mrs. Drier

Harper Roisman

Mr. Drier

Edith Yaron

Fran

Jack Kehler

Jack

John Toles-Bey

Lee

Michael Krawic

Larry

Sonya Eddy

Nurse Loder

Jill Talley

Lois

Bryan Gordon

Doug

Rachel Crane

Allie

Julie Claire

Matisse

Patrick Fabian

Palmer

Kevin Shinick

Conner

Meredith Salenger

Degan

Kristin Davis

Riggs

Linda Wallem

TV Producer

Ron West

Dr. Ismer

Bruce Jarchow

Dr. Dean

Marvin Braverman

Bartender

Arthur Chobanian

Man in Bar

Jack O'Connell

Homeless Man

Tucker Smallwood

Anesthesiologist #2

Mark Chaet

Dr. Michaels

Rande Leaman

Hospital Worker

Larry Brandenburg

Landlord

James Gallery

Mr. Lesser

Tom Dahlgren

Mr. Havelock

Larry David

Studio Executive / Annoying Doctor / Singing Bum (uncredited)

Jon Hayman

Studio Executive (uncredited)