Determined fashion journalist Lane Daniels (Hilary Duff) weighs love against ambition while researching the Cosmopolitan cover story that could make or break her career. An aspiring writer who has always dreamt of penning a cover story for Cosmo, Lane makes a pitch to editor Kate White (Jaime Pressly) for an article entitled "Switching Careers to Find Love." Incredibly, Kate gives Lane the green light, instructing her to first seek out a corporate job, and commence dating as many of her co-workers as possible. In no time, Lane is punching the clock, and juggling boyfriends. But while Tom (Michael McMillan) and Seth (Matt Dallas) are both plenty of fun, charming music producer Liam (Chris Carmack) is the guy who really drives Lane wild. Trouble is, Liam doesn't work in Lane's office, so he's strictly off-limits. Now, with her biggest career goal finally within grasp, Lane must choose to follow her heart, or give in to ambition.