12 Superstars Vince McMahon Broke The WWE Bank For

4. Jeff Jarrett - $300,000 Just To Drop The Intercontinental Title

Now this was audacious. In 1999, Jeff Jarrett was on his way to WCW, but he was still the Intercontinental Champion on the day his contract expired. With that leverage, he demanded Vince pay him $300,000 just to drop the belt to Chyna at that year's No Mercy. It was almost as much as his WCW contract was going to be worth. Wanting to avoid an Alundra Blayze garbage can scenario, McMahon paid up. Chyna versus Jarrett ended up being one of the most expensive WWE matches ever produced, but McMahon got his revenge, firing Jarrett on live television when WWE acquired WCW in 2001.