Appeared in several television commercials, including the 'Betcha bite a chip' campaign for Chips Ahoy
Made feature film debut in "Rocky V" starring Sylvester Stallone
Had a small part as Dabney Coleman's son in "The Beverly Hillbillies," a feature adaptation of the popular 1960s television series
Cast as Ryan Malloy on the WB's television series "Unhappily Ever After"; began directed episodes in the fourth season
Appeared in "Don's Plum," alongside friends and future collaborators, Tobey Maguire and Leonardo DiCaprio (internationally released in 2001)
Cast in the Nick Cassavetes directed, "John Q" opposite Denzel Washington
Appeared in Denzel Washington's directorial debut "Antwone Fisher"
Directed the short, "Whatever We Do"; produced by Maguire and scripted by Cassavetes
Re-teamed with director Nick Cassavetes to star in "The Notebook," opposite Ryan Gosling and Rachel McAdams
Cast as Eric Murphy (also known as 'E') in the HBO series "Entourage"; produced by Mark Wahlberg; earned a Golden Globe nomination in 2009 for Best Actor in a Comedy series
Feature directorial debut, "Gardener of Eden"; starred Lukas Haas and produced by Leonardo DiCaprio
Joined an ensemble cast for the feature adaptation of the bestselling book, "He's Just Not That Into You"
Co-starred with Katherine Heigl and Gerard Butler in "The Ugly Truth"
Portrayed journalist, William Nack in "Secretariat," based on the horse that won the U.S. Triple Crown in 1973