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| Matthew McConaughey | Benjamin Barry | |
| Kate Hudson | Andie Anderson | |
| Kathryn Hahn | Michelle Rubin | |
| Shalom Harlow | Judy Green | |
| Robert Klein | Phillip Warren | |
| Adam Goldberg | Tony | |
| Thomas Lennon | Thayer | |
| Michael Michele | Judy Spears | |
| Bebe Neuwirth | Lana Jong | |
| Annie Parisse | Jeannie Ashcroft | |
| Samantha Quan | Lori | |
| Justin Peroff | Mike | |
| Celia Weston | Glenda | |
| James Murtaugh | Jack | |
| Archie MacGregor | Uncle Arnold |
| Director | Donald Petrie
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| Producer | Lynda Obst
Richard Vane |
| Writer | Burr Steers
Michele Alexander |
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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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Features
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