Freeway vs. Cassidy Freestyle Battle (2001)
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In 2001, Cassidy was but a 19-year-old Philly rapper bubbling up through the ranks and was signed to Full Surface Records. Freeway, also from Philadelphia, had only recently joined Roc-a-fella's family, having parlayed a high school battle-rapping career into a membership in State Property after being noticed by Beanie Sigel. This legendary battle, hosted by Swizz Beatz in New York's Hit Factory studios allegedly came about after Jay-Z and Swizz placed bets on whose roster had better upcoming talent.
For five rounds, Cassidy and Freeway went at one another with rapid-fire rhymes, pre-written as they were. Cassidy and Freeway continue to be asked about the battle to this very day, though it happened well over a decade ago. - "25 Greatest Rap Battles of All Time"
https://www.complex.com/music/2013/02/the-25-greatest-rap-battles-on-youtube/cassidy-freeway
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