Drama Comedy Romance Music
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".
Directed by
Stephen Frears
Jack Black
Barry Judd
Catherine Zeta-Jones
Charlie Nicholson
Lili Taylor
Sarah Kendrew
Joan Cusack
Liz
John Cusack
Rob Gordon
Tim Robbins
Ian Raymond
Chris Bauer
Paul
Lisa Bonet
Marie DeSalle
Sara Gilbert
Anaugh Moss
Alex Désert
Louis
Bruce Springsteen
Bruce Springsteen
Joelle Carter
Penny Hardwick
Iben Hjejle
Laura
Natasha Gregson Wagner
Caroline Fortis
Drake Bell
Rob Jr. High
Aaron Himelstein
Boy In Park
K.K. Dodds
Miranda
Margaret Travolta
Rob's Mom
Todd Louiso
Dick
Polly Noonan
Party Guest
Philip Rayburn Smith
Party Guest
Scott A. Martin
Bartender
Marilyn Dodds Frank
Alison's Mom
David Darlow
Mourner
Laura Whyte
Laura's Mom
Jillian Peterson
Laura's Sister Jo
Ian Michaels
Guy in Chem Lab (uncredited)
Rich Talarico
Barry's Customer
Andrew Micheli
Party Guest
James Azrael
Glam Rocker (uncredited)
Brian Powell
Middle Aged Customer
Susan Yoo
Girl - 19 year old
Chris Rehmann
Vince
Ben Carr
Justin
Shannon Stillo
Alison Jr. High
Matthew O'Neill
Beta Band Customer
Dick Cusack
Minister
Duke Doyle
Kevin Bannister
Jonathan Herrington
Chris Thompson
Daniel Lee Smith
Rock Guy
Leah Gale
Mourner
Erik Gundersen
Marco
Alan S. Johnson
Man In Store
Ian Belknap
Party Guest
Michele Graff
Party Guest
Susie Cusack
Party Guest
Damian Rogers
Greenday Girl
Robert A. Villanueva
Skateboarder
Joe Spaulding
Flea Market Musician
Heather Norris
Laura's Friend

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