Shyne started making appearances on recordings made by Bad Boy Records artists. He notably featured on a remix of Total’s “Sittin At Home” track and on Mase’s second album Double Up, on the track entitled “From Scratch”.In the same year he featured on Bad Boy Records’ chief executive Sean Combs’ Forever, as well as on a remix of P.E. 2000.
On December 27, 1999, Shyne and then girlfriend Monay Hawkins, who were with Sean Combs and Combs’ then girlfriend, Jennifer Lopez, were involved in a shooting at a Manhattan club which left three people injured. As a result the 21-year-old rapper, whose debut album was pending release, was charged with and convicted of attempted murder, assault, and reckless endangerment.
While many labels met with Shyne while he was at the Clinton Correctional Facility, the rapper ultimately signed with Def Jam Records for a $3 million contract. In 2004 Shyne released his second album, Godfather Buried Alive. The album, recorded prior to imprisonment and partially over the phone, sold 434,000 copies and hit No. 1 on Billboard’s Top R&B/Hip-Hop chart.
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