Edward Wilson (Matt Damon) is a somber, quiet man. Every morning he leaves his middle class home in the suburbs and along with his neighbors boards a bus for downtown D.C. But unlike his neighbors, who presumably work as office functionaries, Wilson is a top, experienced, "higher-up" for the C.I.A. and though, on the surface dressed exactly like his neighbors in felt fedora and Sears trench coats, Wilson is headed for the monolith that is the C.I.A. headquarters.
As written by Eric Roth and directed by Robert De Niro (De Niro's only other directing job was "A Bronx Tale"), "The Good Shepherd" traces the genesis of the C.I.A. as it evolves from the World War II O.S.S. and central to this terrific, fascinating, intelligently written and passionately directed movie is the story of Wilson himself and the ultimate tragedy of his life: a life that begins to unravel the moment he agrees to become a spy right out of college.
Wilson, as portrayed by Matt Damon is the perfect spy if there is such a thing: he is without humor, looks like a thousand other men, dresses like a small town banker and is passionate about only two things: his son and his miniature ship in a bottle hobby. And anytime he strays from these two things, as in women or [...], he fails miserably.
The world of Espionage is a dirty business, one that defies and twists the basic notions of truth, loyalty and pride. For Wilson there is almost no room for anything else: upon marrying he leaves his pregnant girlfriend, Clover(Angelina Jolie) for six years to serve in Europe without thinking about it twice. His life is his work and his work ultimately ruins his life by chipping away at the basic goodness and humanity that infuses his core self. By the end of this film, he is used up...hollow.
"The Good Shepherd" moves back and forward in time from Wilson's initiation into the Skulls and Bones at Yale through the Bay of Pigs fiasco in 1961 and though the running time is approximately three hours, you are never bored for on the one hand, De Niro keeps things moving quickly and on the other the subject matter is rife with conflict, mystery and operates on the very highest level of commitment and interest.