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Freeway a.k.a. Philly Freeway began rapping while in high school. He later met fellow rapper Beanie Sigel, who would be signed to Roc-A-Fella and later help Freeway get a contract with the record label. Freeway became one of the label's most visible artists after making his first appearance on The Dynasty: Roc La Familia and appearing on several other Roc releases before putting out his solo album, Philadelphia Freeway. The album was produced primarily by Roc-A-Fella-affiliated artists--Just Blaze, Bink!, Kanye West--and featured mostly Roc-A-Fella rappers as well, many of them from State Property: a Philadelphia-based bunch of Roc members that Freeway and Beanie Sigel had compiled into a group.

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