In the bustling world of New York City, ambitious magazine writer Lane Daniels, played by Hilary Duff, is given a career-making assignment that turns her world upside down. Tasked with finding a husband in the corporate world for a story on modern romance, she abandons her bohemian style and plunges into the cutthroat arena of finance undercover. As Lane navigates this new landscape, she finds herself unexpectedly drawn to two very different men: the charming and seemingly perfect marketing executive Matt Dallas and a cynical, yet intriguing advertising copywriter Chris Carmack. This romantic comedy, directed by Gil Junger, follows Lane's hilarious and heartfelt journey as her professional deception becomes entangled with genuine personal connection, forcing her to question what she's really looking for in both love and life. With a supporting cast including Jaime Pressly and Michael McMillian, the film blends workplace antics with romantic entanglements, exploring whether true love can be found when you're pretending to be someone you're not.