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Top-notch slapstick turns in several huge comedy hits over the next few years made Anderson a familiar face among both industry people and audiences. He appeared opposite Jim Carrey as one of triplet sons of Carrey's split-personality character in Me, Myself & Irene, and in Barbershop (2002) he played one of a hapless pair of thieves who steal an automatic teller machine but then find that it becomes an enormous millstone as they struggle to move it from place to place. Anderson functioned well in the flourishing African-American ensemble film genre, taking a turn in the funeral-themed comedy-drama Kingdom Come.
The year 2003 brought Anderson, whose friends call him "Ant," no fewer than four film parts, including his first lead role, in Kangaroo Jack. That comedy featured Anderson as one of a pair of friends who try to recover $50,000 in an envelope lost to an aggressive kangaroo in Australia; it received generally lukewarm reviews but topped American box-office lists for a week. Anderson also appeared that year in Cradle 2 the Grave, Scary Movie 3, and the hip-hop spoof Malibu's Most Wanted.
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