The Good Shepherd (2006) Matt Damon Edward Wilson Angelina Jolie Clover Wilson/Margaret Russell Robert De Niro Bill Sullivan Alec Baldwin Sam Murach John Turturro Ray Brocco William Hurt Philip Allen Billy Crudup Arch Cummings Tammy Blanchard Laura Michael Gambon Dr Fredericks Eddie Redmayne Edward Wilson, Jr John Sessions Valentin Mironov #1/Yuri Modin Timothy Hutton Thomas Wilson Lee Pace Richard Hayes Keir Dullea Senator John Russell Sr Martina Gedeck Hanna Schiller Mark Ivanir Valentin Mironov #2 Gabriel Macht John Russell Jr Joe Pesci Joseph Palmi Directed by: Robert De Niro Produced by: Francis Ford Coppola, Chris Brigham, Guy McElwaine Edward Wilson understands the value of secrecy--discretion and commitment to honor have been embedded in him since childhood. As an eager, optimistic student at Yale, he is recruited to join the secret society Skull and Bones, a brotherhood and breeding ground for future world leaders. Wilson's acute mind, spotless reputation and sincere belief in American values render him a prime candidate for a career in intelligence, and he is soon recruited to work for the OSS (the precursor to the CIA) during WWII. As one of the covert founders of the CIA, working in the heart of an organization where duplicity is required and nothing is taken at face value, Edward's idealism is steadily eroded by a growing suspicious nature, reflective of a world settling into the long paranoia of the Cold War. As his methods are adopted as standard operating procedure, Wilson develops into one of the Agency's veteran operatives, all the while combating his KGB counterpart. However, his steely dedication to his country comes at an ever-increasing price. Not even his wife Clover or his beloved son can divert Wilson from a path that will force him to sacrifice everything in pursuit of this job. ================ Laconic and self-contained, Edward Wilson heads CIA covert operations during the Bay of Pigs. The agency suspects that 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 OSS, 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 the film's narration as he closes in on the leak. ================ Edward Wilson, the only witness to his father's suicide and member of the Skull and Bones Society while a student at Yale, is a morally upright young man who values honor and discretion, qualities that help him to be recruited for a career in the newly founded Office of Strategic Services (OSS, the predecessor of the Central Intelligence Agency). While working there, his ideals gradually turn to suspicion influenced by the Cold War paranoia present within the office. Eventually, he becomes an influential veteran operative, while his distrust of everyone around him increases to no end. His dedication to his work does not come without a price though, leading him to sacrifice his ideals and eventually his family.