Jeff Bridges
Charles Howard
Elizabeth Banks
Marcela Howard
Gary L. Stevens
George Woolf
Eddie Jones
Samuel D. Riddle
William H. Macy
Tick Tock McGlaughlin
Royce D. Applegate
Dutch Doogan
Chris McCarron
Charley Kurtsinger
Michael Ensign
Steamer Owner
Jesse Hernandez
Male Mariachi Band
Paul Vincent O'Connor
Bicycle Supervisor
Michael O'Neill
Mr. Pollard
Valerie Mahaffey
Annie Howard
Michael Angarano
Young Red Pollard
Dyllan Christopher
Frankie Howard
Matt Miller
Pimlico Starter
Gary Ross
Pimlico Track Announcer
Michael B. Silver
Baltimore Doctor
Cameron Bowen
Pollard Child
Hans Howes
White Horse Trainer
Kevin Mangold
Saratoga Jockey