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."
Letterman admits that for a good portion of the past thirty years, he “didn’t do anything else.” Things have changed now; he has “no patience for meetings” and avoids making decisions on the show, preferring to save that energy to explore the world with his eight-year-old son: “when you have a child you do things you never thought you would do, and it’s fun.”
Alec 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. Douglas reveals how competition with his father, legendary actor Kirk Douglas, shaped both his career and his life as a parent, telling Alec, “I’m much more honest with my seven-year-old daughter then I ever thought I would be.” Douglas also discloses how his father’s early brush with death, and his own cancer diagnosis affected them each in different ways.