The Good Shepherd (2006)

Laconic and self-contained, Edward Wilson (Matt Damon) heads C.I.A. covert operations during the Bay of Pigs. The agency suspects that Fidel Castro was tipped, so Wilson looks for the leak. As he investigates, he recalls, in a series of flashbacks, his father’s death, student days at Yale (poetry; Skull and Bones), recruitment into the fledgling O.S.S., truncated affairs, a shotgun marriage, cutting his teeth on spy craft in London, distance from his son, the emergence of the Cold War, and relationships with agency, British, and Soviet counterparts. We watch his idealism give way to something else: disclosing the nature of that something else is at the heart of this movie’s narration as he closes in on the leak. Awards: 2 wins & 13 nominations totalBudget: $110,000,000 (estimated)Worldwide Gross: $100,266,865Soundtrack: H.M.S. Pinafore: Act 1: Hail! Men O’War’s Men… I’m Called Little Buttercup (Lyrics by W.S. Gilbert (uncredited))Robert De NiroMatt Damon, Angelina Jolie, Robert De Niro2006-12-22 (United States)tt0343737