- 2006: Helmed the adaptation of Eric Schlosser's best-selling book, "Fast Food Nation"
- 2006: Adapted Philip K. Dick's novel "A Scanner Darkly" which starred Keanu Reeves and Winona Ryder; also directed
- 2005: Directed Billy Bob Thornton in the remake of "The Bad News Bears"
- 2004: Reunited with Ethan Hawke and Julie Delpy for "Before Sunset" wrote and directed; received an Independent Spirit Award nomination for Best Screenplay; received an Oscar nomination for Best Adapted Screenplay
- 2003: Directed Jack Black in the comedy hit "School of Rock"
- 2001: Had two films premiere at Sundance Film Festival: "Waking Life", made with live actors (inlcuding Ethan Hawke and Julie Delpy) and then animated; and "Tape", shot digitally and starring Hawke, Uma Thurman and Robert Sean Leonard
- 2001: Appeared in Ethan Hawke's "Chelsea Walls"
- 2001: Played a cool spy in Robert Rodriguez's children's feature "Spy Kids"
- 1998: Directed the based-on-fact "The Newton Boys", about early 20th-century bank-robbing brothers, featuring Ethan Hawke, Matthew McConaughey, Skeet Ulrich and Vincent D'Onofrio
- 1997: Helmed the feature adaptation of Eric Bogosian's stage play "subUrbia", featuring Nicky Katt, Parker Posey and Steve Zahn
- 1996: Voiced a character in the animated feature "Beavis and Butt-head Do America"
- 1995: First film under the Castle Rock deal, "Before Sunrise", a two-character romance starring Ethan Hawke and Julie Delpy
- 1995: Appeared in Steven Soderbergh's "The Underneath"
- 1994: Signed a two-year, first-look deal with Castle Rock
- 1993: Wrote and directed first Hollywood feature, "Dazed and Confused"; cast included numerous up and comers including Ben Affleck, Parker Posey, Nicky Katt, Matthew McConaughey, Renee Zellweger, Jason London and Anthony Rapp
- 1990: Made first feature, "Slacker" (shot in summer 1989)
- 1987: Completed first film, "It's Impossible to Learn to Plow By Reading Books"
- Moved to Austin Texas, co-founded the Austin Film Society in 1985 (with cinematographer Lee Daniel) and began making films
- Quit college to work on an offshore oil rig in the Gulf of Mexico
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