4. Glengarry Glen Ross
(Lesson: Please, Please, Please, Don't Always Be Closing) Moving from the corporate world in Robocop to the realm of Real Estate, Glengarry Glen Ross is David Mamet's language brought to the screen by James Foley. This movie is all about the hunger that develops when a manager pits Real Estate agents against one another. He holds a contest: first place is a car, second place a set of steak knives, and third place ... the plank! Of course, no one wants to get fired, but someone must. Jack Lemmon expresses the pain involved in the situation with perfection. He's so good at being pathetic. But the lesson here is that instead of scrambling to "always be closing" the sale in order to keep a job you hate anyway, have some pride and quit. Don't reduce yourself. Ever. Stress kills, especially when you're working to fulfill someone else's dream