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Milestones
- 2005: Starred in Paul Haggis' directorial debut "Crash," a multicharacter study of L.A. race relations
- 2002: Made feature directorial debut with "City of Ghosts;"also co-starred
- 2001: Had featured role in the independent film "Deuce's Wild"
- 2001: Co-starred in the ensemble of "One Night at McCool's", about three men whose lives are changed by the same woman
- 1998: Announced plans to make feature directorial debut with "City of Ghosts" (still in development as of 2000)
- 1998: Played popular guidance counselor wrongly accused of raping two students (Neve Campbell and Denise Richards) in the campy thriller "Wild Things"
- 1998: Starred as sleazy private detective hired to track down Cameron Diaz (then his real-life girlfriend) in the blockbuster comedy "There's Something About Mary"; had memorable scene where he revived a dead dog
- 1997: Featured as platinum-tressed actor who announces during Oscar telecast his closeted high-school English teacher is gay in the hit comedy "In & Out"
- 1997: Directed episode of the HBO drama "Oz"
- 1995: Starred as Nicole Kidman's doomed husband in Van Sant's black comedy "To Die For"
- 1993: Played schizophrenic homeless man in the drama "The Saint of Fort Washington" opposite Danny Glover
- 1993: Starred as Con Ed worker trying to marry off his ex-wife in the romance "Mr. Wonderful"
- 1992: Played dim-witted Seattle grunge rocker in the sweet and funny ensemble comedy "Singles"
- 1989: Won rave reviews for his searing portrayal of a junkie who robs drugstores to support his habit in the critically acclaimed "Drugstore Cowboy"; first collaboration with director Gus Van Sant
- 1985: Broadway debut in "The Boys of Winter", a play set in Vietnam
- 1984: Proved he could play non-hoodlum characters in the popular comedy "The Flamingo Kid"
- 1983: Played alienated teen living in his brother's shadow in the mostly black and white "Rumble Fish", another Coppola film based on a Hinton book
- 1983: Starred as troubled teen leader of "The Outsiders", a Francis Ford Coppola film that launched careers of Tom Cruise, Rob Lowe, C Thomas Howell, Patrick Swayze and Ralph Macchio; based on a Hinton novel of the same name
- 1982: TV debut in "American Playhouse" (PBS) production of "The Great American Fourth of July and Other Disasters"
- 1982: Played titular character in "Tex", rare Disney film to tackle subjects like sex, boozing and fighting; first of three alienated teens Dillon portrayed in films based on S.E. Hinton novels
- 1980: Played hunk who deflowers Kristy McNichol in camp drama "Little Darlings"
- 1980: Cast as the bully in "My Bodyguard"
- 1979: "Discovered" at age 14 while cutting class in junior high school by casting director Vic Ramos; made screen acting debut, "Over the Edge"
- Directed rock videos for several bands including Dinosaur Jr
- Grew up in Mamaroneck, New York
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