- 2009: Co-starred in the horror film "A Perfect Getaway"
- 2009: Played the male lead role, opposite Jennifer Aniston, in the comedy, "Management"
- 2008: Co-starred with Rachel Griffiths and Val Kilmer in Larry McMurtry's Lonesome Dove prequel "Comanche Moon"
- 2007: Played a POW in Werner Herzog's "Rescue Dawn"; earned an Independent Spirit Award Nomination for Best Supporting Actor
- 2005: Cast opposite Matthew McConaughey and Penélope Cruz in the action feature "Sahara"
- 2003: Supported Martin Lawrence in the comedy feature "National Security"
- 2001: Received raves reviews as the dim-witted, drug addicted husband of Drew Barrymore in "Riding in Cars with Boys"
- 2001: Co-starred with Paul Walker and Leelee Sobieski in "Joy Ride"
- 1999: Played Ben Affleck's best friend in "Forces of Nature"
- 1999: Won widespread praise for his portrayal of an escaped convict who poses as a gay man in "Happy, Texas"
- 1998: Featured as the perpetually stoned, sunglass-wearing thief Glenn in Steven Soderbergh's "Out of Sight"
- 1998: Starred (with Sam Rockwell) as half of a terrible singing duo mistaken for safe crackers in the indie "Safe Men"
- 1997: Recreated stage role of Buff in Richard Linklater's film version of "subUrbia"; second film with Ribisi
- 1996: Breakthrough screen role as the girl-crazy, guitar player Lenny in Tom Hanks' "That Thing You Do!"
- 1994: Created role of Buff in the Lincoln Center staging of Eric Bogosian's play "subUrbia"
- 1994: Co-starred with Ethan Hawke in "Reality Bites"
- 1993: Had featured role in the Off-Broadway play "Sophistry" starring Ethan Hawke
- 1992: Made film debut with a role in the futuristic political drama "Rain Without Thunder"
- 1991: Starred as Hugo Peabody in Tommy Tune's touring company of "Bye, Bye Birdie"; met future wife Robyn Peterman who was also featured in the cast
- 1989: Trained at Harvard University sponsored American Repertory Theater
- Made stage debut in a Minnesota production of "Biloxi Blues"




