Three best friends mess up their already flagging love lives with an ill-fated bet. They each put two thousand dollars in a bank account, with the winner being the one who can not only get a girlfriend, but also live with her for three months. Nick decides to hoodwink his two friends by faking a relationship with an old girlfriend from college, while Al proceeds to embark on a series of the worst dates imaginable, and Les finds himself getting deeply involved with an alluring but mysterious woman who may or may not be married to a mobster. Hilarious antics lead to an unexpected outcome guaranteed to surprise.
| Art | Jeffrey H. Luther | Production Design |
| Production | Jim Milio | Producer |
| Sound | Edgar Struble | Original Music Composer |
| Production | Mark Hufnail | Executive Producer |
| Directing | Jim Milio | Director |
| Writing | Jim Milio | Writer |
| Production | Kate Brinegar | Casting |
| Editing | Leslie Tolan | Editor |
| Production | Melissa Jo Peltier | Executive Producer |
| Crew | Pat Romano | Stunt Coordinator |
| Camera | Joe C. Maxwell | Director of Photography |
| Editing | Paul Anderson | Editor |
| Costume & Make-Up | Jaci Rohr | Costume Designer |
| Production | Alain Silver | Supervising Producer |
| Production | Elliot Bellen | Co-Executive Producer |
| Production | William J. Bosso | Co-Executive Producer |
| Production | Alain Silver | Production Manager |
| Directing | Nunzio Fazio | First Assistant Director |
| Directing | John D. Kuberski | Second Assistant Director |
| Production | John Gengl | Associate Producer |
| Art | Jill Markey | Set Decoration |
| Art | Dan Rucinski | Art Direction |
| Production | Mandy Georgi | Production Coordinator |
| Directing | Dawn C. Dreiling | Script Supervisor |
| Camera | Scot Petitclerc | First Assistant Camera |
| Camera | Al Myers | Second Assistant Camera |
| Camera | Sylvie Madore | Second Assistant Camera |
| Camera | Scott Gottesman | Additional Camera |
| Camera | Jeanine Tropiano | Additional Camera |
| Camera | Hiro Fukuda | Additional Camera |
| Camera | Leyla Guzman | Additional Camera |
| Camera | Peter Jensen | Steadicam Operator |
| Camera | Brian Lataille | Steadicam Operator |
| Camera | Gino Mifsud | Still Photographer |
| Camera | Estok Rosandich | Still Photographer |
| Camera | Elizabeth Ward | Still Photographer |
| Sound | John Roberts | Production Sound Mixer |
| Sound | Stacey A. Washer | Boom Operator |
| Editing | Blake Dennis | Assistant Editor |
| Costume & Make-Up | Jennifer McClure | Costume Assistant |
| Costume & Make-Up | Lori Zachary | Makeup & Hair |
| Sound | Paul Ratajczak | Sound Supervisor |
| Sound | Eric Behrend | Sound Mixer |
| Sound | Don Gooch | Sound Effects Editor |
| Sound | Reid A. Woodbury Jr. | Dialogue Editor |
| Sound | Kerri Wilson | ADR Editor |
| Sound | Michael Kreple | ADR Recordist |
| Sound | Lorita Dela Cerna | Foley Recordist |
| Sound | Gretchen Thoma | Foley Artist |
| Sound | Michael Davis | Music Editor |
| Crew | Pat Romano | Stunts |
| Crew | Seth Arnett | Stunts |
