Played Providence police officer Declan Giggs in the Showtime drama, "Brotherhood"
Cast in Incident On and Off a Mountain Road the first episode in "Masters of Horror," Showtime’s 13-part original horror anthology series
Cast as a pizza deliveryman who develops a bond with a girl nearly half his age in Mark Christopher’s indie comedy, "Pizza"
Appeared in the adventure comedy, "Harold & Kumar Go to White Castle"
Cast as detective Frank Smith on Dick Wolf's remake of the classic series "Dragnet"; aired on USA after series was cancelled by ABC
Had a supporting role in the comedy-romance "Sweet Home Alabama," reuniting him with Reese Witherspoon
Starred as Derek Barnes in "FreakyLinks" (Fox); series canceled soon after its debut
Co-starred as Sebastian in the short-lived CBS sitcom "Work with Me"
Had feature role in "Montana," starring Kyra Sedgwick and Stanley Tucci
Cast in "Disturbing Behavior," with Katie Holmes and James Marsden
Played the lead in the teen film, "Can't Hardly Wait," costarring Jennifer Love Hewitt and Lauren Ambrose
Played Chevy Chase and Beverly D'Angelo’s son in "Vegas Vacation"
Cast as the bass player in Tom Hanks' "That Thing You Do" again co-starring with Liv Tyler
Co-starred in Ridley Scott's "White Squall," opposite up-and-coming actors Ryan Phillippe and Scott Wolf
Took the offbeat role of Mark in "Empire Records," alongside Liv Tyler and Renee Zellweger
Cast opposite a young Reese Witherspoon in the teen adventure "A Far Off Place"
Feature debut in the Albert Brooks comedy "Defending Your Life"
First starring role in the ill-fated John Hughes film, "Dutch," playing preteen Doyle Standish, opposite Ed O'Neill
Began acting in television and radio commercials