Magazine writer Kate (Famke Janssen) is on a tight deadline - come up with an uplifting article about relationships by the end of the day, or else. So she does what any self-respecting single girl would do: she embarks on a flashback tour of her own failed romances, including her still unresolved feelings for wise guy artist Adam (Jon Favreau). Will her mad dash down memory lane bring her any closer to a happy ending?