Cast
- Matt Damon as Edward Wilson, Sr.; based on James Jesus Angleton
- Angelina Jolie as Margaret "Clover" Russell Wilson
- Robert De Niro as General William "Bill" Sullivan; based on William Donovan
- Alec Baldwin as FBI Agent Samuel "Sam" Murach
- Billy Crudup as Archibald "Arch" Cummings; based on Kim Philby, and named for E.E. Cummings, a real life confidante of Angleton.
- Tammy Blanchard as Laura
- Keir Dullea as Senator John Russell, Sr.
- Michael Gambon as Dr. Fredericks
- Martina Gedeck as Hanna Schiller
- Timothy Hutton as Admiral Thomas Wilson
- William Hurt as CIA Director Philip Allen; based on Allen Dulles
- Gabriel Macht as John Russell, Jr.
- Lee Pace as Deputy Director Richard Hayes; based on Richard Helms
- Joe Pesci as Joseph Palmi; based partly on Sam Giancana and Santo Trafficante Jr.
- Eddie Redmayne as older Edward Wilson, Jr.
- John Sessions as Valentin Mironov #1/Yuri Modin; based on Anatoliy Golitsyn, and on Yuri Modin, the 'legman' KGB operative controlling the 'Cambridge Five'.
- Mark Ivanir as Valentin Mironov #2; based on Yuri Nosenko
- Oleg Stefan as Ulysses/Stas Siyanko
- John Turturro as Ray Brocco; based on Angleton deputy Raymond Rocca
- Liya Kebede as Miriam.
This marked Pesci's return to acting after an eight-year absence from the screen following Lethal Weapon 4.
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