Matt Damon: I was sitting at George Clooney's pool in Lake Como, and Brad Pitt walked in, sat down next to me, and said, “Do you want to do a Martin Scorsese movie in Boston?” [Brad] was a producer on The Departed, and he felt like he had gotten too old for those roles. It's one of the most absurd things that's ever happened in my life.
Martin Scorsese (director, ‘The Departed’): He comes from Boston; he's familiar with that world. When we were cutting The Departed, my editor, Thelma Schoonmaker, used a term to describe Matt's presence on-screen that's stayed with me: He's seated as an actor. He enters a movie grounded and at ease in his character and in the world of the story.
Soderbergh: One of the first thoughts I had when I met Matt was, Okay. This guy was very well raised. I don't mean that in a pejorative sense. I was just like, “He's a good kid.” Like, “They raised a good kid.” Which is what you would want anybody to say about your child.
Emily Blunt: I have never played a board game with the Damons. The four of us hang out constantly and drink way too much together. Red wine for the three of us, and John's allergic to red wine, so he has to take down the bottle of white by himself. Which is not an issue.