Thirty-something Rob Gordon, a former club DJ, owns a not so lucrative used record store in Chicago. He not so much employs Barry and Dick, but rather keeps them around as they showed up at the store one day and never left. All three are vinyl and music snobs, but in different ways. Rob has a penchant for compiling top five lists. The latest of these lists is his top five break-ups, it spurred by the fact that his latest girlfriend, Laura, a lawyer, has just broken up with him. He believed that Laura would be the one who would last, partly as an expectation of where he would be at this stage in his life. Rob admits that there have been a few incidents in their relationship which in an of themselves could be grounds for her to want to break-up. To his satisfaction, Laura is not on this top five list. Rob feels a need not only to review the five relationships, which go back as far a middle school when he was twelve, and try to come to terms with why the woman, or girl as the case may be…
Release Date: 31 March 2000Runtime: 113 min
Stars:
- Ben Carr
- Catherine Zeta-Jones
- Chris Rehmann
- Drake Bell
- Iben Hjejle
- Jack Black
- Joan Cusack
- Joelle Carter
- John Cusack
- Lili Taylor
- Lisa Bonet
- Natasha Gregson Wagner
- Shannon Stillo
- Tim Robbins
- Todd Louiso
Director: Stephen Frears