Trailer
Cast
Yeardley Smith
Jackie Simpson
Alice Vaughn
Partygoer
Leslie Stefanson
Cafe 24 Waitress
Maya Rudolph
Policewoman
Julie Benz
Receptionist
Jimmy Workman
Sean from the Bakery
Lawrence Kasdan
Dr. Green
Kaitlin Hopkins
Woman in Lobby
Danielle Brisebois
Singer
Patricia Childress
Cafe 24 Waitress
Skeet Ulrich
Vincent Lopiano
Jamie Kennedy
Street Hustler
Bibi Osterwald
Neighbor Woman
Dr. David A. Kipper
Hospital Doctor
Jesse James
Spencer Connelly
Wood Harris
Cafe 24 Busboy
Linda Gehringer
Publisher
Brian Doyle-Murray
Handyman
Kristi Zea
Mother at Table
Ava Lee Scott
New Yorker
Missi Pyle
Cafe 24 Waitress
Maurice LaMarche
Fred Bishop - Simon's Dad on Phone (voice) (uncredited)
Jaffe Cohen
Partygoer
Justin Herwick
Street Hustler
Danielle Spencer
Veterinarian
Paul Greenberg
Bar Waiter
Amy Anzel
Ballet Dancer (uncredited)
Greg Kinnear
Simon Bishop
Lupe Ontiveros
Nora Manning
Tara Subkoff
Cafe 24 Waitress
Helen Hunt
Carol Connelly
Cuba Gooding Jr.
Frank Sachs
Shirley Knight
Beverly Connelly
Harold Ramis
Dr. Bettes
Annie Maginnis Tippe
Daughter at Table
Peter Jacobson
Man at Table
Ross Bleckner
Carl
Bernadette Balagtas
Caterer
Lisa Edelstein
Woman at Table
Randall Batinkoff
Carol's Date
Kathryn Morris
Psychiatric Patient
Tom McGowan
Maitre'd
Jack Nicholson
Melvin Udall
Rebekah Johnson
Cafe 24 Waitress
Matt Malloy
Men's Store Salesman
Frank Slaten
Miffed Party Goer (uncredited)
Shane Black
Cafe 24 Manager
Antonia Jones
Nurse
Todd Solondz
Man on Bus