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 married actress Sarah Wright and they welcomed their first child in 2013. His older brother, David Paul Olsen, is a professional stuntman.
He appeared in the film License to Wed alongside Robin Williams.