"After his long-time girlfriend dumps him, a thirty-year-old record store owner seeks to understand why he is unlucky in love while recounting his "top five breakups of all time"."
John Cusack
as Rob Gordon
Iben Hjejle
as Laura
Todd Louiso
as Dick
Jack Black
as Barry Judd
Lisa Bonet
as Marie DeSalle
Catherine Zeta-Jones
as Charlie Nicholson
Joan Cusack
as Liz
Tim Robbins
as Ian Raymond
Chris Rehmann
as Vince
Ben Carr
as Justin
Lili Taylor
as Sarah Kendrew
Joelle Carter
as Penny Hardwick
Natasha Gregson Wagner
as Caroline Fortis
Shannon Stillo
as Alison Jr. High
Drake Bell
as Rob Jr. High
Laura Whyte
as Laura's Mom
Sara Gilbert
as Anaugh Moss
Rich Talarico
as Barry's Customer
Matthew O'Neill
as Beta Band Customer
Brian Powell
as Middle Aged Customer
Margaret Travolta
as Rob's Mom
Jillian Peterson
as Laura's Sister Jo
Dick Cusack
as Minister
Susan Yoo
as Girl - 19 year old
Chris Bauer
as Paul
K.K. Dodds
as Miranda
Marilyn Dodds Frank
as Alison's Mom
Duke Doyle
as Kevin Bannister
Aaron Himelstein
as Boy In Park
Jonathan Herrington
as Chris Thompson
Daniel Lee Smith
as Rock Guy
Leah Gale
as Mourner
David Darlow
Erik Gundersen
as Marco
Bruce Springsteen
as Bruce Springsteen
Alex Désert
as Louis
Alan S. Johnson
as Man In Store
Ian Belknap
as Party Guest
Andrew Micheli
Polly Noonan
Philip Rayburn Smith
Michele Graff
Susie Cusack
Liam Hayes
as Piano Player
Damian Rogers
as Greenday Girl
Robert A. Villanueva
as Skateboarder
Joe Spaulding
as Flea Market Musician
Scott A. Martin
as Bartender
Heather Norris
as Laura's Friend
Timothy W. Tiedje
as Operator (uncredited)
James Azrael
as Glam Rocker (uncredited)
Ian Michaels
as Guy in Chem Lab (uncredited)
Susan Hegarty
as Laura's Mom (voice) (uncredited)
Victoria Thomas
Casting
Steve Pink
Screenplay
D.V. DeVincentis
David Chapman
Production Design
Thérèse DePrez
Tim Bevan
Producer
Mick Audsley
Editor
Rudd Simmons
Scott Rosenberg
Howard Shore
Original Music Composer
Seamus McGarvey
Director of Photography
Stephen Frears
Director
Demetra Diamantopoulos
Location Manager
Terry Baughman
Construction Coordinator
Adrian Rhodes
Sound Re-Recording Mixer
Diane Greaves
Foley Artist
Co-Producer
Jeanne Van Phue
Key Makeup Artist
Wendy Weidman
Casting Associate
Aiman A. Humaideh
Second Assistant Director
David Morenz
First Assistant Camera
Michael Redfern
Foley Editor
Peter Joly
Supervising Sound Editor
Shari Johanson
Music Editor
Alan Greenspan
Executive Producer
Jeffrey Wetzel
First Assistant Director
John Stanborough
Color Timer
Liza Chasin
Michael Higham
Supervising Music Editor
Ted Swanscott
Foley Mixer
Joan Altman
Production Accountant
Tania Blunden
Post Production Supervisor
Heather Pollock
Costumer
Phillip Ellman
On Set Dresser
Kathy Nelson
Music Supervisor
Kim Taylor-Coleman
Nicholas Lundy
Art Direction
Jennifer Jobst
Costume Supervisor
Derrick Kardos
Graphic Designer
Dialect Coach
Mike Newell
Carl Fischer
Boom Operator
Chiemi Karasawa
Script Supervisor
Gina Panno
Rick LeFevour
Stunt Coordinator
Chris Nolte
Stunt Double
Melissa Moseley
Still Photographer
Will Gatlin
Craft Service
Larry Lundy
Set Decoration
Robert Swander
Best Boy Electric
Brendan Donnison
ADR Voice Casting
Terry Isted
Joel Prihoda
Leadman
Jason Swanscott
Danny Longhurst
Dialogue Editor
Art Bartels
Key Grip
Billy Higgins
Unit Production Manager
Petur Hliddal
Sound Mixer
Tarn Harper
Post Production Accountant
Property Master
A. Welch Lambeth
Transportation Coordinator
Clare Mahoney
Joe Lisanti
Joan Philo
Extras Casting
Robert Byrnes
Set Medic
Edward J. Reardon
Patricia Newby
Michael Cronin
Emma Thomas
Producer's Assistant
Elizabeth Miller
Loader
Laura Bauer
Costume Designer
Anne Johns
Production Coordinator
Thomas Coe
Margaret J. Orlando
Assistant Production Coordinator
Anita Brongiel
Production Secretary
Anne Berger
Second Second Assistant Director
William R. Nielsen Jr.
Camera Operator
Daniel W. Fuller
Second Assistant Camera
Deborah Evans
Payroll Accountant
Andy Wheeler
First Assistant Accountant
Margaret Morettini
Assistant Costume Designer
Laura Connolly
Key Hair Stylist
Mark Rose
Assistant Sound Editor
Naomi Donne
Makeup & Hair
Chad Erickson
Camera Intern
Mags Arnold
First Assistant Editor
Kate Higham
Michael D. Gianneschi
Assistant Property Master
Adrienne Swan
Second Assistant Accountant
Jeffrey A. Williams
Utility Sound
James A. Miller
Gaffer
Claire Simon
Ed Portoghese
Production Assistant
Adam Graham
Location Assistant
Dan Koretzky
Production Consultant
Veloz Gomez
Eric H. Heisner
John David Wolfe
Kenneth w. Bradley
Jeff Sternberg
Joanna S. Frank
Anne Devereux
David Malley
Michael Lange
Best Boy Grip
Fernando M. Briones
Dolly Grip
Doug Dearth
Music Coordinator
Ed Rak
Score Engineer
Louise Spencer
Unit Publicist
William T. Hogan III
Jon Schluenz
Gareth Jones
Juliette Dow
Sam Barkan
Special Effects Coordinator
Melissa Sadoff
Jennifer Baron
Assistant Location Manager
Dawn Patch
Adam Rosen
Ronald Kane
Construction Foreman
Conductor
Music Arranger
Rick Norman
Sound
Ray Conchado
Special Effects
Nick Hornby
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