When Shyne burst onto the scene in the late 90s, he was lauded as Bad Boy Records’ new rising star. His gangster cred and deep voice (which eerily sounded like the late Notorious B.I.G.) seemed the perfect fit for rap’s next superstar. All of this was sidelined when Shyne received 10 years in prison for his involvement in the 1999 Club New York shooting in which three people were injured. He was sentenced in 2001 and released in 2009 and although he’s tried to remain musically active, it was never quite the same.