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Kyle Massey
Though perhaps not as pop culture-saturated as some of his other Disney Channel peers, actor Kyle Massey enjoyed a solid fanbase thanks to his cheeky turns as the scheming Cory Baxter on the network's "That's So Raven" (2003-07) and its spin-off, "Cory in the House" (2008-09). A tween version of every money-minded schemer to ever get a laugh on a TV series, Massey showed considerable showbiz chops in the role and earned his place among the Disney pantheon of kid favorites. Though none of his subsequent efforts rocketed him to the stratosphere like Miley Cyrus or Zac Efron, he remained a popular and welcome figure in the world of kid-friendly programming.