#7 Vince McMahon: Drug distribution
The boss, the chairman of the board, and the man who changed wrestling forever once got on the wrong side of federal authorities.
They believed that McMahon was pushing steroids on his employees, and the trial made international headlines. The prosecution had an ace in the hole they thought would surely land Vince in jail; Hulk Hogan.
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Hogan at the time was working for Vince's rival WCW, and the prosecution believed that Hogan would be quite bitter toward his former boss. However, when he took the stand, Hogan testified that McMahon had never pushed drugs on anyone as far as he knew.
Vince would be cleared of all charges, but oddly showed little gratitude toward Hogan. After the trial, he would run Hogan down and insult the former WWE champion, which Hogan surprisingly blew off. Hogan believed that Vince was angry about the Hulkster not ending his career in WWE, and decided to be generous and forgive the ungrateful man he had just kept out of prison.