5. Cool C
One of the pioneers of Hip-Hop is, unfortunately, better known for his role in the shooting death of a police officer, for which he is now sitting on death row in Pennsylvania. In 1996, he and two other rappers were robbing a bank when they shot and killed responding officer Lauretha Vaird. Recently, Cool C was granted a stay of execution — his second stay of execution since he was first convicted of the crime.