Confessions of a Sociopathic Social Climber (2005)

Katya Livingston, a self-centered, obnoxious and conceited 28-year-old ad sales exec, won't let anything or anyone stand in her way in getting to the top of the San Francisco social ladder. When tax inspectors question her claims Katya is forced to keep a financial diary and finds time to add details about her friends, enemies and lovers all from her unique point of view.