Portrayed Marty Deeks on the series NCIS: Los Angeles and played starring roles in the comedy features Not Another Teen Movie and Dumb and Dumberer: When Harry Met Lloyd.
He trained in improv with ComedySportz and had a brief role in the Steven Spielberg-produced TV show High Incident.
He made his film debut in the 2001 feature Pearl Harbor.
He has a son and two daughters with actress Sarah Wright. His older brother, David Paul Olsen, is a professional stuntman.
He appeared in the film License to Wed alongside Robin Williams.