#4 Jeff Jarrett
Jeff Jarrett’s contract was about to expire in 1999, and he was still holding on to the Intercontinental Championship. And Vince McMahon was willing to do anything to prevent him from defaulting to WCW with the belt.
Realising this, Jarrett held the belt to ransom for a princely sum of $300,000, forcing McMahon to cough up in order for him to drop the title to Chyna before he left. Needless to say, the duo didn’t do any business together after that.
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