#2 Jeff Jarrett
The former TNA World Champion is no stranger to WWE fans. Jarrett left WWE in bitter terms during the late 90s. WWE's lawyers forgot to recognize that Jarrett's contract was expiring, which led to him holding Vince up for an undisclosed amount of money to wrestle his final WWE match.
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Sources say that the amount was US$300,000, but Jarrett admitted once that he only received stock options as a part of the deal. Years later, Jarrett started TNA, which garnered its own fan base and became an alternative to WWE for many.
Despite all of this, Vince McMahon welcomed him back to WWE with open arms, and Jarrett was inducted into the WWE Hall of Fame in 2018. Later, he was signed as a backstage producer. After his "Global Force Wrestling" project failed gloriously, this job came in as a boon for Jarrett.