Successful entrepreneur Max learns that the woman he married has always really been interested more in his money than in being his wife. After his cousin Ricky gets burned by a gold-digger himself, Ricky introduces Max to the world of the pickup artist, hoping to give Max confidence and the tools to find a woman who likes him for who he is.
| Actor | Role |
|---|---|
 Thomas Ian NicholasTripp Stout 'Mark' | Tripp Stout 'Mark' |
 Adam RodriguezRowan Sly 'Ricky' | Rowan Sly 'Ricky' |
 Lisa RayEva Stout | Eva Stout |
 Stephen BaldwinDavid Carroll | David Carroll |
 Michael MadsenDr. Turner | Dr. Turner |
 Natasha HenstridgeAngela | Angela |
 Diora BairdKate | Kate |
 Lochlyn MunroGary Johnson | Gary Johnson |
 Nancy BoulangerDancer | Dancer |
 Caroline NéronSamantha 'the bait' | Samantha 'the bait' |
 Gianpaolo VenutaFrat Boy | Frat Boy |
| DDaniel TiradoCarlos | Carlos |