When record store owner and compulsive list-compiler Rob Gordon gets dumped by his long-time girlfriend, Laura, because he hasn't changed since they met, he revisits his top five breakups of all time in order to figure out what went wrong. As he examines his failed attempts at romance and happiness, the process finds him being dragged, kicking and screaming, into adulthood.
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| Sound | Howard Shore | Original Music Composer |
| Editing | Mick Audsley | Editor |
| Production | Victoria Thomas | Casting |
| Production | Emma Thomas | Producer's Assistant |
| Production | Tim Bevan | Producer |
| Writing | John Cusack | Screenplay |
| Production | John Cusack | Co-Producer |
| Sound | John Cusack | Music Supervisor |
| Directing | Stephen Frears | Director |
| Writing | Nick Hornby | Novel |
| Writing | D.V. DeVincentis | Screenplay |
| Production | D.V. DeVincentis | Co-Producer |
| Sound | D.V. DeVincentis | Music Supervisor |
| Writing | Steve Pink | Screenplay |
| Production | Steve Pink | Co-Producer |
| Sound | Steve Pink | Music Supervisor |
| Writing | Scott Rosenberg | Screenplay |
| Production | Rudd Simmons | Producer |
| Camera | Seamus McGarvey | Director of Photography |
| Art | David Chapman | Production Design |
| Art | Thérèse DePrez | Production Design |
| Editing | Mags Arnold | First Assistant Editor |
| Production | Kim Taylor-Coleman | Casting Associate |
| Sound | Adrian Rhodes | Sound Re-Recording Mixer |
| Production | Liza Chasin | Executive Producer |
| Sound | Michael Higham | Supervising Music Editor |
| Production | Mike Newell | Executive Producer |
| Art | Nicholas Lundy | Art Direction |
| Production | Wendy Weidman | Casting Associate |
| Production | Brendan Donnison | ADR Voice Casting |
| Production | Alan Greenspan | Executive Producer |
| Production | Billy Higgins | Unit Production Manager |
| Sound | Doug Dearth | Music Coordinator |
| Art | Timothy W. Tiedje | Property Master |
| Camera | William R. Nielsen Jr. | Camera Operator |
| Lighting | Robert Swander | Best Boy Electric |
| Crew | Susan Hegarty | Dialect Coach |
| Crew | Chris Nolte | Stunt Double |
| Production | Tarn Harper | Post Production Accountant |
| Crew | Tania Blunden | Post Production Supervisor |
| Directing | Chiemi Karasawa | Script Supervisor |
| Directing | Jeffrey Wetzel | First Assistant Director |
| Camera | Melissa Moseley | Still Photographer |
| Costume & Make-Up | Jeanne Van Phue | Key Makeup Artist |
| Crew | Rick LeFevour | Stunt Coordinator |
| Sound | Jason Swanscott | Foley Artist |
| Sound | Carl Fischer | Boom Operator |
| Sound | Joe Lisanti | Music Editor |
| Crew | Louise Spencer | Unit Publicist |
| Costume & Make-Up | Naomi Donne | Makeup & Hair |
| Sound | Ted Swanscott | Foley Mixer |
| Crew | A. Welch Lambeth | Transportation Coordinator |
| Art | Michael D. Gianneschi | Assistant Property Master |
| Costume & Make-Up | Jennifer Jobst | Costume Supervisor |
| Production | Veloz Gomez | Production Assistant |
| Production | Claire Simon | Casting |
| Costume & Make-Up | Heather Pollock | Costumer |
| Sound | Kathy Nelson | Music Supervisor |
| Costume & Make-Up | Laura Bauer | Costume Designer |
| Production | Joan Philo | Extras Casting |
| Sound | Peter Joly | Supervising Sound Editor |
| Sound | Diane Greaves | Foley Artist |
| Sound | Danny Longhurst | Dialogue Editor |
| Art | Larry Lundy | Set Decoration |
| Sound | Petur Hliddal | Sound Mixer |
| Costume & Make-Up | Phillip Ellman | On Set Dresser |
| Sound | Jeffrey A. Williams | Utility Sound |
| Costume & Make-Up | Gina Panno | Costumer |
| Editing | John Stanborough | Color Timer |
| Sound | Shari Johanson | Music Editor |
| Camera | Art Bartels | Key Grip |
| Production | Joan Altman | Production Accountant |
| Directing | Anne Berger | Second Second Assistant Director |
| Production | Joanna S. Frank | Production Assistant |
| Production | Jennifer Baron | Assistant Location Manager |
| Art | Derrick Kardos | Graphic Designer |
| Costume & Make-Up | Laura Connolly | Key Hair Stylist |
| Crew | Will Gatlin | Craft Service |
| Camera | David Morenz | First Assistant Camera |
| Production | Margaret J. Orlando | Assistant Production Coordinator |
| Sound | Michael Redfern | Foley Editor |
| Camera | Fernando M. Briones | Dolly Grip |
| Art | Joel Prihoda | Leadman |
| Crew | William T. Hogan III | Transportation Coordinator |
| Production | Demetra Diamantopoulos | Location Manager |
| Crew | Elizabeth Miller | Loader |
| Production | John David Wolfe | Location Assistant |
| Crew | Sam Barkan | Special Effects Coordinator |
| Art | Terry Baughman | Construction Coordinator |
| Directing | Aiman A. Humaideh | Second Assistant Director |
| Editing | Kate Higham | First Assistant Editor |
| Production | David Malley | Production Assistant |
| Production | Adrienne Swan | Second Assistant Accountant |
| Production | Deborah Evans | Payroll Accountant |
| Production | Anne Johns | Production Coordinator |
| Sound | Terry Isted | Foley Mixer |
| Crew | Thomas Coe | Stunt Double |
| Crew | Ed Rak | Score Engineer |
| Costume & Make-Up | Margaret Morettini | Assistant Costume Designer |
| Sound | Clare Mahoney | Foley Artist |
| Production | Dan Koretzky | Production Consultant |
| Sound | Mark Rose | Assistant Sound Editor |
| Camera | Chad Erickson | Camera Intern |
| Production | Anita Brongiel | Production Secretary |
| Production | Andy Wheeler | First Assistant Accountant |
| Camera | Daniel W. Fuller | Second Assistant Camera |
| Lighting | James A. Miller | Gaffer |
| Camera | Michael Lange | Best Boy Grip |
| Production | Adam Graham | Location Assistant |
| Crew | Gareth Jones | Score Engineer |
| Production | Anne Devereux | Producer's Assistant |
| Production | Juliette Dow | Producer's Assistant |
| Production | Melissa Sadoff | Producer's Assistant |
| Production | Kenneth w. Bradley | Production Assistant |
| Production | Eric H. Heisner | Production Assistant |
| Production | Dawn Patch | Production Assistant |
| Production | Ed Portoghese | Production Assistant |
| Production | Jon Schluenz | Production Assistant |
| Production | Jeff Sternberg | Production Assistant |
| Production | Adam Rosen | Production Assistant |
| Crew | Edward J. Reardon | Set Medic |
| Crew | Michael Cronin | Set Medic |
| Crew | Robert Byrnes | Set Medic |
| Crew | Patricia Newby | Set Medic |
