At the company ball, Andie talks to Phillip, who tells Ben that he has met Andie and that she loves him. It seems like Ben has won the bet. However, Judy and Judy reveal to Tony and Thayer that Andie was aware of the bet from the beginning and was only playing along to help Ben win. Tony and Thayer unintentionally let slip this information to Andie. Meanwhile, Lana, Andie’s boss, who is unaware of Ben’s involvement, tells him about Andie’s “How to” article. When Andie discovers Ben’s bet, she tries to embarrass him in front of everyone at the party, and they end up breaking up on stage.

Tony shows Ben Andie’s subsequent article, where she expresses how she lost the only guy she ever fell for. Upon reading it, Ben realizes that Andie quit her job at Composure because Lana once again denied her the opportunity to write about serious topics. Ben also learns that Andie is heading to Washington, D.C., for an interview. He chases after her taxi and stops her, accusing her of running away. They both confess their true feelings for each other. Ben tells the taxi driver to return Andie’s belongings to her place, as he will be taking her with him. They share a passionate kiss, signifying a new beginning for their relationship.

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So, there’s this woman named Andie Anderson who works as a writer for a women’s magazine called Composure. She’s known for writing “How to” articles, but she’s getting tired of it and wants to tackle more serious topics. Her friend, Michelle, just went through another breakup and feels down, thinking she’s not attractive enough. Andie believes the real issue is Michelle’s clingy and overly emotional behavior with men. This inspires Andie to write an article called “How to Lose a Guy in 10 Days,” where she plans to date a guy and make him break up with her by acting like Michelle.

Now, there’s this advertising executive named Benjamin Barry who wants to prove himself in a prestigious diamond campaign. His boss, Phillip, questions whether Ben understands the romantic aspect associated with diamonds. To prove his point, Ben makes a bet with Phillip. He claims that he can make any woman fall in love with him within 10 days. If he succeeds before an upcoming company ball, Phillip will let him lead the diamond campaign. Ben’s competitors, Judy Spears and Judy Green, find out about Andie’s article and see her as the perfect woman for Ben to romance.

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