Alec talks with late-night legend David Letterman. Letterman describes his early days as a local TV host in Indiana, followed by time working the comedy clubs in LA. In just three years, he found himself appearing on The Tonight Show; as Letterman says, "that's not supposed to happen." Baldwin also visits Michael Douglas at his New York apartment for a conversation about what makes a great director, a smart producer, and why playing the villain is the much more satisfying part.