1. & 2. Jerry Maguire
I actually think we get a two for one in this movie. The first message for Entrepreneurs is actually what motivates many of us to start our own businesses. We believe we can do it better than our current employer. Of course in Jerry's case, he initially tries to change things from the inside only to get fired, but he does go on to start his own successful boutique agency as a result. The second message is a bit more subtle but is a pivotal one for start ups. Your first customer (in Jerry's case Rod Tidwell) is your most important. Treat them well, nurture them, and they will treat you well. They will provide testimonials, references, feedback and hopefully pay you too.
3. Glengarry Glenn Ross
As I mentioned in my opening paragraph this list is based upon movies in my DVD collection, I am sure you can think of others and if so I'd love to hear them.