School for Scoundrels (2006)

In the hope of winning the woman of his dreams, Amanda (Jacinda Barrett), a lovelorn meter-reader (Jon Heder) enrolls in a confidence-building class. The course's title takes on much more meaning when he discovers that he and his egomaniacal professor Dr. P (Billy Bob Thornton) both love the beautiful woman. They begin a fierce rivalry that quickly spirals out of control, their pranks and insults get uglier as they try to prove who is the ultimate guy's guy.