Into the Wild 2007
Director, Screenplay, Producer
The Secret Life of Walter Mitty 2013
Sean O'Connell
The Game 1997
Conrad Van Orton
Mystic River 2003
Jimmy Markum
Being John Malkovich 1999
Sean Penn (uncredited)
Gangster Squad 2013
Mickey Cohen
The Angry Birds Movie 2016
Terence (voice)
Carlito's Way 1993
David Kleinfeld
21 Grams 2003
Paul Rivers
The Tree of Life 2011
Jack
The Thin Red Line 1998
1st Sgt. Edward Welsh
Licorice Pizza 2021
Jack Holden
I Am Sam 2001
Sam Dawson
Milk 2008
Harvey Milk
Where the Wild Things Are 2009
Thanks
One Battle After Another 2025
Col. Steven J. Lockjaw
The Interpreter 2005
Tobin Keller
Risky Business 1983
Cameo (uncredited)
Dead Man Walking 1995
Matthew Poncelet
Fast Times at Ridgemont High 1982
Jeff Spicoli
This Must Be the Place 2011
Cheyenne
The Professor and the Madman 2019
Dr. William Chester Minor
The Pledge 2001
Director, Producer
The Gunman 2015
Jim Terrier, Screenplay, Producer
Casualties of War 1989
Sgt. Tony Meserve
Fair Game 2010
Joseph Wilson
U Turn 1997
Bobby Cooper
We're No Angels 1989
Jim
Sweet and Lowdown 1999
Emmet Ray
Colors 1988
Danny McGavin
What Just Happened 2008
Self
State of Grace 1990
Terry
I'm Still Here 2010
Sean Penn (uncredited)
September 5 2024
Producer
All the King's Men 2006
Willie Stark
Taps 1981
Cadet Captain Alex Dwyer
The Assassination of Richard Nixon 2004
Samuel Bicke
Before Night Falls 2000
Cuco Sanchez
Bad Boys 1983
Mick O'Brien
At Close Range 1986
Bradford "Brad" Whitewood Jr.