Starting in 2003, Massey played Cory Baxter on the Disney Channel show That\'s So Raven for four seasons, and then headlined its 2007 spinoff Cory in the House. Massey also starred in the 2005 Disney Channel Original Movie, Life Is Ruff. He also voices the character of the fish Milo on the Disney Channel\'s Fish Hooks. Massey also played a role in the PBS children\'s educational series, The Electric Company.\n', '

Massey appeared on the Disney Channel Holiday soundtrack and the Shaggy Dog soundtrack where he performed "Who Let The Dog Out" and "Jingle Bells (a Hip-Hop Carol)". He sang the theme song for Cory in the House. Massey also raps a song called "It\'s a Dog" on the Life is Ruff soundtrack. He also sang the theme song for Yin Yang Yo!. Massey and his brother Christopher Massey have performed rap as the duo, The Massey Boyz. He also sang the music video for Disney\'s Underdog.\n', '

On June 12, 2016, Massey was featured using his surname as a mononym on the song \'Verse\' by Lebanese-American rapper Skate, making it the first time in nearly 10 years since Massey has done anything musically. Massey also owns a SoundCloud account where he uploads new original music, with his most recent song being Finess.\n', '

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