11 Wrestling Stars We Never Thought Vince McMahon Would Make Up With 

#3. Jeff Jarrett

Jeff Jarrett looked as though he had burned bridges badly on his way out of WWE.

Jeff Jarrett was one of the biggest beneficiaries of the Monday Night War from the perspective of hopping between WWE and WCW to better his salary and position on the card with each new deal. Things came to a rough end, though, when he made his final leap to WCW and reportedly held up Vince McMahon for money on his way out the door, in order to agree to put over Chyna for the Intercontinental Championship in his last match.

The way Jarrett made his exit stuck in McMahon’s craw enough for the Chairman to call him out personally in his monologue on the night Raw absorbed Nitro. It was clear Jarrett wouldn’t finish his in-ring career with WWE at that point, and to make matters all the more severe, Jarrett would follow up by founding the closest thing WWE has had to a US-based competitor in Impact Wrestling.

Against all expectations, as Jarrett hit a low point with substance abuse and falling out with every promotion he was connected to, WWE announced his induction into the Hall of Fame. Rumour has it that Triple H specifically championed his cause, perhaps to have him involved with his administration of the company when he and Stephanie McMahon take over. Regardless, Vince seemed to have signed off for an induction that focused pretty strictly on Jarrett’s WWE mid-carder career.