#3 'Iron' Mike Whitehead
Before Whitehead became what he is criminally known for now, he was actually a fighter well on his way to MMA success. During his career, he amassed 27 victories and fought professionally 35 times. Whitehead is also best known to the casual fan for his appearance on an early season of the Ultimate Fighter.
Reportedly after a party in 2010, Whitehead escorted two females home and upon arrival, raped one and sexually assaulted the other. Despite the disgusting nature of his crime, he still went ahead and tried to pursue an MMA career after serving a three-year prison sentence.
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In the end, this crime will supersede anything Whitehead does from now on the MMA scene, no matter how magnificent.