Film acting debut as cousin Fuller in "Home Alone"

Played the son of Steve Martin and Diane Keaton in the remake of "Father of the Bride"

Reprised his role in the sequel "Home Alone 2: Lost in New York"

Again played Martin and Keaton's child in "Father of the Bride Part II"

Played a 13-year old stricken with Morquio Syndrome in the film, "The Mighty"

Joined the cast of the ensemble comedy, "She's All That"

Had a supporting role in Lasse Hallstrom's "The Cider House Rules" as the orphan Buster

Cast in the short-lived NBC sitcom, "Go Fish"

Played a leading role in "The Dangerous Lives of Altar Boys"

Starred in the title role as a runaway teen in "Igby Goes Down"; received a Golden Globe nomination for Best Actor

Featured in the West End production of "This Is Our Youth"

Played Buff in Eric Bogosian's updated version of "SubUrbia" at the Second Stage Theatre in New York

Starred in the independent feature, "Lymelife"; also co-starred brother Rory Culkin

Joined Matthew Broderick for Kenneth Lonergan's "The Starry Messenger" at off-Broadway's Theater Row