Conversation so far:
What was Macaulay Culkin's breakthrough?
Macaulay Culkin rose to fame with his lead role of Kevin McCallister in the blockbuster Christmas film Home Alone
Did Macaulay Culkin win any awards for the role in Home alone?
Mcaulay Culkin won an American Comedy Award and a Young Artist Award for his role in Home Alone
Did Macaulay Culkin have any other movies during this time besides Home Alone?
My Girl
Did Macaulay Culkin work with any other celebrities?
Anna Chlumsky.
Is there anything else interesting about the Mcaulay Culkin article?
He was paid $4.5 million to reprise his role of Kevin McCallister in the sequel Home Alone 2: Lost in New York
Was the sequel Home Alone 2: Lost in New York with Macaulay Culkin movie successful?
the film became the second most financially successful film

Question: What was his biggest role?
Self-contained rewrite: What was Macaulay Culkin's biggest role?