Jane Goodale (Ashley Judd) has everything going for her. She’s a producer of a popular daytime talk show, and is in a hot romance with the show’s dashing executive producer Ray (Greg Kinnear). When Ray unexpectedly dumps her, she begins an extensive study of male behaviour to try to find out what makes men tick. Her "research" leads her to become an overnight sensation/guru for single women everywhere. When Jane begins to use her womanizing roommate and co-worker Eddie (Hugh Jackman) as fodder for her research, she finds both humour and answers where they were least expected.