In director Alexander Payne's stinging 1999 high school satire, Matthew Broderick plays the seemingly perfect teacher Jim McAllister. After watching his colleague's life fall apart following an illicit affair with goody goody student Tracey Flick (a pitch-perfect Reese Witherspoon), McAllister chooses to rig the school presidential election to exact revenge against Flick. Of course, nothing ever goes quite as planned…