Freeway (rapper) - Early Career

Early Career

Born Leslie Pridgen, Freeway began his career by participating in freestyle battles in his high school and met fellow Philadelphia native Beanie Sigel while rapping on stage at a hometown nightclub. Not long after being signed to Roc-A-Fella Records, Sigel put in a word for Freeway, who made his first appearance on The Dynasty: Roc La Familia, on the track "1-900-Hustler" with Beanie, Jay-Z, and Memphis Bleek. After the appearance, Jay-Z signed him to a deal; he was featured on "Think it's a Game," also alongside Jay-Z, on Beanie's second album The Reason. In 2001, he underwent a notorious freestyle battle with then-unsigned rapper Cassidy, hosted by Swizz Beatz and lost with a unanimous judges decision.

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