Culkin's picture is featured in his brother's movie "The Good Son" as Macaulay's character when he was younger

Again played a younger version of his brother's character in "Richie Rich"

Had breakthrough role as Laura Linney's son in "You Can Count on Me"

Had two guest appearances on the Dennis Leary sitcom "The Job"

Had lead role in the Showtime original movie "Off Season"

Played the younger version of his brother Kieran Culkin in the independent film "Igby Goes Down"

Starred with Mel Gibson and Joaquin Phoenix in "Signs"

Played the youngest son of Michael Douglas and Bernadette Peters in "It Runs in the Family;" Kirk Douglas also co-starred

Co-starred in the drama "Mean Creak"

Co-starred in Arie Posin's ensemble "The Chumscrubber," a darkly satiric story about life crumbling in the midst of a seemingly idyllic suburbia

Co-starred with Edward Norton and Evan Rachel Wood in the indie drama, "Down in the Valley"

Cast opposite Robin Williams in an adaptation of Armistead Maupin's novel "The Night Listener"