A comedy about fear of commitment, hating your job, falling in love and other pop favorites.
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".
Made in US
7.1/10
2000
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Cast
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
As Mourner
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
As Party Guest
Polly Noonan
As Party Guest
Philip Rayburn Smith
As Party Guest
Michele Graff
As Party Guest
Susie Cusack
As Party Guest
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)
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