10. Vince McMahon
The Headlock Honcho

WWE founder and chairman Vince McMahon's hustle style falls somewhere between P.T. Barnum and the devil. This diagnosis isn't based solely on him turning his father's moderately successful wrestling business into an obnoxious, billion-dollar juggernaut that went public in 1999. Nor is it the fact that he went on federal trial to face charges of supplying wrestlers with steroids, and admitted to using the juice, but escape jail time. Or that McMahon actually convinced network bigwigs at NBC to take on the laughable 2001 XFL professional football fuck up. It's simply his willingness to do anything, no matter how trashy, to keep his WWE brand on top. This trait may explain why he let his son and part-time grappler Shane get his family jewels electrocuted during a nationally televised match.