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To many of you, he’s known as Combat Jack, blogger for Daily Mathematics and Internet radio DJ/personality for www.pncradio.fm. However, to people like Jay-Z and Missy Elliott, he is known as Reggie Osse, an entertainment lawyer who represented them at one time. Osse entered the music industry as part of Def Jam’s business and legal affairs department, and has worked with artists like Public Enemy, LL Cool J, and the Beastie Boys. His storied career, which has spanned the past 20 years, has allowed him to be involved with—and in some cases see up close—the genesis of multiple rap classics.

Combat Jack Presents: True Stories Behind 25 Rap Classics

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