Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. Andie Anderson covers the "How To" beat for "Composure" magazine and is assigned to write an article on "How to Lose a Guy in 10 days." They meet in a bar shortly after the bet is made.
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Kate Hudson | Andie |
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Matthew McConaughey | Ben |
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Kathryn Hahn | Michelle |
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Annie Parisse | Jeannie |
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Adam Goldberg | Tony |
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Thomas Lennon | Thayer |
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Michael Michele | Spears |
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Shalom Harlow | Green |
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Robert Klein | Phillip Warren |
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Bebe Neuwirth | Lana Jong |
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Samantha Quan | Lori |
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Justin Peroff | Mike |
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Celia Weston | Glenda |
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James Murtaugh | Jack |
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Archie MacGregor | Uncle Arnold |
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John DiResta | Joey Sr. |
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Scott Benes | Joey Jr. |
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Zachary Benes | Joey Jr. |
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Rebecca Harris | Dora |
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Liliane Montevecchi | Mrs. DeLauer |
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James Mainprize | Mr. DeLauer |
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William Hill | DeLauer Security |
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Georgia Craig | Receptionist Candi |
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Tony Longo | Sensitive Moviegoer |
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Warner Wolf | Warner Wolf |
| Director | Donald Petrie |
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| Writer | Michele Alexander, Jeannie Long, Kristen Buckley, Brian Regan, Burr Steers | |
| Producer | Brian Alexander, Robert Evans, Elizabeth Joan Hooper, Lynda Obst, Christine Peters, Robin Prybil, Richard Vane | |
| Musician | David Newman | |
| Photography | John Bailey | |
| Edition | Special Edition |
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| Packaging | Keep Case |
| Nr Discs | 1 |
| Distributor | Paramount |
| Layers | Single side, Single layer |
| Regions | Region 1 |
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