Penny Chenery

Diane Lane

Lucien Laurin

John Malkovich

Jack Tweedy

Dylan Walsh

Chris Chenery

Scott Glenn

Hollis Chenery

Dylan Baker

Bull Hancock

Fred Thompson

Miss Ham

Margo Martindale

Eddie Sweat

Nelsan Ellis

Ron Turcotte

Otto Thorwarth

Ogden Phillips

James Cromwell

Bill Nack

Kevin Connolly

E.V. Benjamin

Michael Harding

Kate

AJ Michalka

Robert Kleburg

Richard Fullerton

Andy Beyer

Eric Lange

John Galbreath

Tim Ware

Pancho Martin

Nestor Serrano

Lafitte Pincay

Keith Austin

Seth Hancock

Drew Roy

Sarah Tweedy

Carissa Capobianco

Chris Tweedy

Sean Michael Cunningham

John Tweedy

Jacob Rhodes

Chris Tweedy

Sean Cunningham

Earl Jansen

Graham McTavish

Dr. Manuel Gilman

Ken Strunk

Paul Feliciano

Grant Whitacre

Pastor

Wynn Reichert

Obnoxious Owner

Forry Smith

6-Year-Old Penny

Audrey P. Scott

CBS Anchor

Tom Clark

Sports Desk Anchor

Joe Chrest

Fan #1

Jazz Undy

Reporter #1

Tony Renaud

Fan #2

Michael Guthrie

Che Wannabe

Cullen Wallace

Reporter #2

Tim Layden

Derby Official

Mike Battaglia

Reporter #3

William Nack

Hack Pack

John McClain

Receptionist

Jennifer Trier

Reporter #3

Bill Nack

Waitress

Pamela Pryor

Belmont Guest

Kate Ward

Belmont Singer

Andrew Wallace

Burger Joint Cook

Rusty Hendrickson

Golfer #1

Michael T. Boyd

Golfer #1

Michael Boyd

Golfer #2

Michael Mills

Berated Stable Hand

Albert Duhon

6-Year-Old Penny

Audrey Scott

New York Taxi Driver

Slaid Parker

Spectator

Jason Schwartz

Hack Pack

Reid Cherner

Hack Pack

Hank Goldberg

Hack Pack

Dick Jerardi

Hack Pack

Jay Privman

Jimmy Gaffney

Tom Sean Foley