10 Wrestlers You'll NEVER Believe Shared The Same Ring

7. The Undertaker & New Jack

A wild meeting of contrasts here as the Undertaker, staunch defender of this business takes on a man who didn't give a f*ck about upholding it: New Jack.

A fascinating match WWE should have built the Invasion around, if only because it would have been funny to see the Dead Man doing the rope walk with Natural Born Killaz playing in the background, it's insane that it did actually happen. 'Taker was firmly established as a rich and made man when New Jack first lit up the scene.

He was WWF for life; New Jack was more likely to serve it than get a Fed payday.

It came about as a result of a talent-sharing agreement struck between the WWF and Smoky Mountain Wrestling in the embryonic stage of the developmental model. No footage of the pairing exists, beyond a record on WrestlingData of two matches worked across SMW between the 7th and 8th of April 1995. 'Taker and Tracy Smothers worked the Gangstas trio in a Handicap Loser Salutes the Flag match before Bob Armstrong restored parity the following night in a six-man tag.

Footage does exist however of New Jack et al. promoting it, and it's great: choosing the perfect time to perform out of character and relinquish his bravado, New Jack appears skittish at the cemetery he trespassed to prove himself unafraid.

D'Lo Brown hightails it out of there, terrified by a sound in the distance, or his imagination - and New Jack in a quality sight gag throws down the shovel and follows him out of there.

Contributor
Contributor

Michael Sidgwick is an editor, writer and podcaster for WhatCulture Wrestling. With over seven years of experience in wrestling analysis, Michael was published in the influential institution that was Power Slam magazine, and specialises in providing insights into All Elite Wrestling - so much so that he wrote a book about the subject. You can order Becoming All Elite: The Rise Of AEW on Amazon. Possessing a deep knowledge also of WWE, WCW, ECW and New Japan Pro Wrestling, Michael’s work has been publicly praised by former AEW World Champions Kenny Omega and MJF, and current Undisputed WWE Champion Cody Rhodes. When he isn’t putting your finger on why things are the way they are in the endlessly fascinating world of professional wrestling, Michael wraps his own around a hand grinder to explore the world of specialty coffee. Follow Michael on X (formerly known as Twitter) @MSidgwick for more!