| John Cusack | Rob |
| Iben Hjejle | Laura |
| Todd Louiso | Dick |
| Jack Black | Barry |
| Lisa Bonet | Marie DeSalle |
| Catherine Zeta-Jones | Charlie Nicholson |
| Joan Cusack | Liz |
| Tim Robbins | Ian |
| Chris Rehmann | Vince |
| Ben Carr | Justin |
| Lili Taylor | Sarah |
| Joelle Carter | Penny |
| Natasha Gregson Wagner | Caroline |
| Sara Gilbert | Anaugh, Dick's Girlfriend |
| Bruce Springsteen | Himself |
A store owner, who sells only vinyl records, has a midlife crisis, assesses his life and tries to win back an ex-girlfriend .
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