IMDb Page
Movie Release Date Character Age at Release
The Bride! 10/03/25 54
Memory 12/22/23 Saul 52
Coup! 09/08/23 Floyd Monk 52
Pet Shop Days 09/03/23 52
The Survivor 04/07/22 Emory Anderson 51
The Batman 03/01/22 District Attorney Gil Colson 50
The Lost Daughter 12/16/21 Professor Hardy 50
The Guilty 09/24/21 Henry Fisher (voice) 50
Best Summer Ever 10/10/20 Camera Man 49
Human Capital 07/17/20 Quint Manning 49
Mr. Jones 10/03/19 Walter Duranty 48
The Sound of Silence 09/13/19 Peter Lucian 48
The Lie 09/13/18 Jay Logan 47
Wormwood 10/22/17 Frank Olson 46
Loving Pablo 10/12/17 Shepard 46
Jackie 12/02/16 Robert Kennedy 45
The Magnificent Seven 09/14/16 Bartholomew Bogue 45
Starring Austin Pendleton 04/01/16 45
Experimenter 10/16/15 Stanley Milgram 44
Black Mass 09/17/15 Brian Halloran 44
Pawn Sacrifice 09/16/15 Father Bill Lombardy 44
Ladygrey 05/06/15 Samuel 44
Valley Uprising 09/01/14 Narrator (Voice) 43
Night Moves 04/23/14 Harmon 43
Lovelace 08/08/13 Chuck Traynor 42
Blue Jasmine 08/01/13 Dwight 42
Very Good Girls 01/22/13 Fitzsimmons 41
Robot & Frank 08/16/12 Robot (voice) 41
Green Lantern 06/14/11 Hector Hammond 40
Knight and Day 06/15/10 Fitzgerald 39
Jake Gyllenhaal Challenges the Winner of the Nobel Peace Prize 01/01/10 Alan Troy (archive footage) 38
An Education 10/29/09 David Goldman 38
Mama's Little Devils: Bad Seeds and Evil Children 10/27/09 Self 38
Orphan 07/24/09 John Coleman 38
In the Electric Mist 04/15/09 Elrod Sykes 38
Elegy 08/08/08 Kenneth Kepesh 37
The Mysteries of Pittsburgh 01/20/08 Cleveland Arning 36
Rendition 09/07/07 Alan Smith 36
Year of the Dog 04/13/07 Newt 36
High Falls 01/19/07 Pedro 35
Jarhead 11/04/05 Alan Troy 34
Flightplan 09/22/05 Carson 34
The Skeleton Key 07/29/05 Luke Marshall 34
The Dying Gaul 01/20/05 Robert Sandrich 33
Kinsey 09/04/04 Clyde Martin 33
Garden State 07/28/04 Mark 33
Shattered Glass 11/14/03 Charles 'Chuck' Lane 32
Death of a Dynasty 05/07/03 Brendon III 32
Empire 12/06/02 Jack 31
Unconditional Love 08/23/02 Window Washer 31
K-19: The Widowmaker 07/19/02 Vadim Radtchinko 31
The Salton Sea 02/02/02 Jimmy the Finn 30
The Center of the World 04/19/01 Richard Longman 30
Housebound 09/02/00 Mignon 29
The Cell 08/17/00 Julia Hickson's Fiancee (uncredited) 29
Boys Don't Cry 09/02/99 John Lotter 28
Desert Blue 06/04/99 Billy Baxter 28
Freak City 01/16/99 Cal Jackson 27
Another Day in Paradise 12/30/98 Ty 27
The Man in the Iron Mask 03/12/98 Raoul 27
Subway Stories 07/24/97 Boy No. 1 (segment "Underground") 26
Dead Man Walking 12/29/95 Walter Delacroix 24
The Damning of a Country Merchant None 53