Early Career:
* Fast Times at Ridgemont High (1982): Jeff Spicoli
* The Falcon and the Snowman (1985):
* Bad Boys (1983):
* At Close Range (1986):
Mid-Career:
* Colors (1988):
* Casualties of War (1989):
* State of Grace (1990):
* Carlito's Way (1993):
* Dead Man Walking (1995):
* U Turn (1997):
* She's So Lovely (1997):
* Hurlyburly (1998):
* The Thin Red Line (1998):
* The Game (1997):
* The Insider (1999):
Late Career:
* Mystic River (2003):
* 21 Grams (2003):
* Milk (2008):
* The Assassination of Jesse James by the Coward Robert Ford (2007):
* Into the Wild (2007):
* This Must Be the Place (2011):
* The Tree of Life (2011):
* Gangster Squad (2013):
* The Gunman (2015):
* The Secret Life of Walter Mitty (2013):
* The Irishman (2019):
* Flag Day (2021):
This list is not exhaustive, but it includes some of his most well-known and critically acclaimed roles. He has also been active in television, appearing in shows like "The First" and "The Outsider".
To see a complete filmography, you can visit websites like IMDb.