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After graduating in 1998 from Monte Vista High School in Spring Valley, California, Cannon attained a gig as a warm-up comedian for Nickelodeon's studio audience in Los Angeles, most notably All That, on which he also made guest appearances. During the mid '90s, he was affiliated with a group of young African Americans between the ages of 10-15 where they produced a program for cable access television titled, "Check This Out!
Cannon married American R&B/pop singer Mariah Carey in 2008.
As a teenager, Cannon formed the rap group "Da G4 Dope Bomb Squad" with his friend Steve Groves; they opened for the likes of Will Smith, LFO, 98 Degrees, and Montell Jordan.