Cast as Jennifer Lopez's troubled brother in "Angel Eyes"
Co-starred with Keri Russell in the indie feature "Waitress"; helmed by Adrienne Shelly, who was murdered before the film's release
Joined the cast of NBC's "Law & Order" as a detective; series was cancelled after being on the air for 20 years
Played a serial killer in "Hideaway"; first film with Alicia Silverstone
Portrayed Gwyneth Paltrow's love interest in "Moonlight and Valentino"
Featured in the ensemble of the festival-screened "Bongwater," playing Andy Dick's comic love partner
Acted with Chicago's Absolute Theater Company and at the Cherry Street Theater
By age eight, started auditioning for various Chicago theaters; hired by Goodman Theater to appear in Tennessee Williams' "House Not Meant to Stand" and opposite Brian Dennehy in "Galileo"
Co-starred in in the ensemble of "White Squall"; directed by Ridley Scott
Co-starred in the indie thriller "Wrong Turn"
Made film debut as Kevin Kline's son in Lawrence Kasdan's "Grand Canyon"
Portrayed Frederick Seward in "The Day Lincoln Was Shot" (TNT)
Starred as a young Hollywood screenwriter who deals with the untimely death of his wife in "This Space Between Us"
Acted in the black comedy-thriller "Suicide Kings" as a morphine-addicted medical student
Moved to Los Angeles and landed the role of Andrew, an epileptic and retarded teenager in "The Care and Custody of Barbara Moon" at Theatre Geo
Played a heroin addict opposite Heather Graham in the indie film "Broken"
Played distance runner Frank Shorter to Billy Crudup's Steve Prefontaine in "Without Limits"
Played the over-the-edge radical Kenny Klein in NBC's miniseries "The '60s"
Starred alongside Larry Bryggman, Ali MacGraw and Julianna Margulies in the Broadway production of "Festen"
Starred as a sexually confused, vulnerable and explosive young man in the independent feature "The Crew"
TV debut, opposite Reese Witherspoon in "Desperate Choices: To Save My Child" (NBC)
Appeared in Disney's ABC-TV remake of "The Shaggy Dog" as Trey Miller, the hero's cool best friend who invisions himself a teenage Casanova
Cast as a hostage rescue specialist in the NBC drama "Kidnapped"
Cast in the award winning HBO series "Six Feet Under" as Billy Chenowith, the troubled brother of Rachel Griffith's character Brenda
Cast opposite Ashton Kutcher and Amanda Peet in the romantic comedy "A Lot Like Love"
Played title role in the TNT miniseries "Julius Caesar"
Played the title role in the CBS miniseries "Jesus"
Re-teamed with Alicia Silverstone, playing popular and rich high school student Elton in "Clueless"
Co-starred as the father of a Manhattan teen (Jane Levy) who moves from the big city to the suburbs on the ABC comedy series "Suburgatory"