10 Wrestlers Who Crossed Vince McMahon For Real

Kevin Wacholz arrived in WWF in 1992 with a bone to pick against the Big Boss Man. Now going by the name of Nailz, Wacholz was an ex-con (curiously still dressed as an inmate) who claimed the Boss Man mistreated him during his prison guard days. A logical choice of nemesis for the then-babyface Boss Man to throw down with, the heel Nailz was exposed as the man in the wrong of the two pretty quickly.

We never knew what Nailz had done to warrant a stay in the big house but we do know what crime he almost committed behind the scenes. Furious with Vince McMahon over a pay dispute, Wacholz violently assaulted the chairman of the board, strangling him till his face turned a near-fatal shade of blue. To the surprise of no one, Wacholz was future endeavoured shortly thereafter.

It didn’t stop there for Wacholz, however, as he would soon file a sexual assault lawsuit against McMahon and testified against him during the steroid trial in 1994. The sexual assault suit was quickly thrown out of court and Wacholz bungled his steroid trial claims so badly McMahon never needed to sport Nailz’ orange jumpsuit. Far from the most famous member of the list, Nailz went out of his way to do more damage to McMahon than just about anyone else ever has.