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Live in the Clubs: Talent show loss gave rapper impetus

Gregory Caldwell, better known by his hip-hop name, Fitted, will open for Lil’ Kim at Northern Lights on Saturday. (Amber Ring Photography)
Gregory Caldwell, better known by his hip-hop name, Fitted, will open for Lil’ Kim at Northern Lights on Saturday. (Amber Ring Photography)
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When Gregory A. Caldwell — better known to Capital Region hip-hop fans as Fitted — lost his high school’s talent show as a sophomore, he knew he needed to step up his game. The show at Columbia High School in East Greenbush, an “American Idol”-styled affair dubbed “Columbia Idol,” was Caldwell’s first time onstage. He rapped original lyrics over the Ludicris song “Southern Hospitality” in front of the entire school, to less-than-enthusiastic results. “After losing ...


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