Edward Wilson

Matt Damon

Clover/Margaret Russell

Angelina Jolie

Sam Murach

Alec Baldwin

Laura

Tammy Blanchard

Bill Sullivan

Robert De Niro

Arch Cummings

Billy Crudup

Philip Allen

William Hurt

Joseph Palmi

Joe Pesci

Sen. John Russell, Sr.

Keir Dullea

Raymond Brocco

John Turturro

Dr. Fredericks

Michael Gambon

Hanna Schiller

Martina Gedeck

Thomas Wilson

Timothy Hutton

Valentin Mironov No. 2

Mark Ivanir

Valentin Mironov #1 / Yuri Modin

John Sessions

John Russell Jr.

Gabriel Macht

Richard Hayes

Lee Pace

Edward Wilson Jr.

Eddie Redmayne

Ulysses / Stas Siyanko

Oleg Stefan

Toddy Allen

Laila Robins

Dollar Woman

Yelena Shmulenson

Photography Technical Officer

Christopher Evan Welch

Dollar Little Boy

Jack Martin

Philip Allen's Secretary

Anne-Marie Cusson

1961 Deer Island Singer

Ann Hampton Callaway

Bay of Pigs Voiceover (voice)

Robert Bermudez Cordell

Spanish Translator

David Crommett

Pinafore Actor

Michael Arden

Pinafore Actor

Justin Bohon

Pinafore Actor

Justin Daniel

Pinafore Actor

Michael Flanigan

Pinafore Actor

John Hill

Pinafore Actor

Will Reynolds

Pinafore Actor

Michael Seelbach

Pinafore Actor

Ryan Michael Shaw

HMS Pinafore Singer

Stephen Powell

Bonesman / Boatswain

Henry Gummer

Dancing Skeleton

Gregory Marcel

Young Edward Wilson

Austin Williams

Connie Wilson

Sophie Sutton

Mr. Haupt

Lars Gerhard

Mr. Haupt's Translator

Tessa Kim

Dr. Manheim

Peter Kybart

Man at Jazz Club

Rob Barnes

Older Bonesman 1940

Redman Maxfield

Reverend Collins

John C. Whitehead

Deer Island Crooner 1940

Jeff Skowron

Army Man 1940

Josh Casaubon

Sound Technical Officer

Tuc Watkins

Tailor

Leonard Logsdail

Tailor Shop Guard

Eric Lindh

Cryptographer

Trace Taylor

Cryptographer

Amanda Barron

Lord Cooper

James Faulkner

Cambridge Club Butler

Robert Ian Mackenzie

Herr Franck

Dieter Riesle

Edward Wilson Jr. - Age 6-7

Tommy Nelson

Guard with Sullivan

Greg Plitt

Dr. Ibanez

Marcos Cohen

Michael Johnson

Jeff Applegate

CIA Insect Man

Jon Monett

Edward's Secretary

Sandee Conrad

Husband Dinner Guest

Jonathan Dokuchitz

Wife Dinner Guest

Susan Haskell

Santa Claus

Sjoerd Dejong

Teletype Operations Officer

Neal Huff

Teletype Communications Officer

Jason Butler Harner

Safe House Operations Officer

Amy Wright

Cherry Orchard Actor

Matthew Humphreys

Cherry Orchard Actress

Karron Graves

Laura's Taxi Driver

Robert C. Kirk

'Dame' Bonesman

Reathel Bean

'Dame' Bonesman

Jerry Coyle

'Dame' Bonesman

Wally Dunn

'Dame' Bonesman

Roger Rathburn

Piano Player

Michael Melvoin

Telephone Operations Officer

Glenn Kalison

Technical Service Officer

John Knox

Bonesman 1960

Benjamin Eakeley

Palmi's Bodyguard

Gino Cafarelli

Palmi's Bodyguard

Tommy DeVito

Tina Palmi

Stefanie Nava

Palmi's Granddaughter

Isabella Cimato

Palmi's Grandson

Jimmy Marchese

Bonesman MC 1961

Robert Prescott

Reverend Christiansen

Bill McHugh

FBI Agent

Christopher Druckman

Miriam

Liya Kebede

Philip Allen's Driver

John Henry

Bonesman

Josh Pence

Mrs. John Russell

Lee Bryant

Sasha

Sándor Técsy

John Russell

Meredith Deacon