Date: 1/8/2015
Losing streak: 14 games

In 1996, Philadelphia rapper Cool C was convicted of first degree murder for the shooting death of a Philadelphia police officer during a botched robbery attempt. After serving the last 19 years in prison, an execution date was announced for Cool C via lethal injection: January 8, 2015. But in shocking last minute decision, Pennsylvania's governor granted a second emergency stay of execution, postponing the death of the 44-year old rapper.