10 Wrestlers Who Were Notoriously Difficult To Work With

8. Sid

shawn michaels sid
Wiki

A total hothead, Sid is also a strange man in that, even if he beat the sh*t of you, you'd still wind up laughing. He was a terrifying oaf.

Now, Sid meets three criterion for this list.

1) He was difficult to work with because, as an in-ring performer, he was deeply limited. Despite a palpable intensity, unhinged disposition and massive frame, his offence looked strangely gentle. To drag a great match out of him, at Survivor Series '96, Shawn Michaels had to bump like a pinball - think SummerSlam 2005, only significantly less funny.

2) He was difficult to work with because, as mentioned, he was a hothead with delusions of grandeur. When, in 1991, he told Brian Pillman that he was a pretty boy who didn't know how to work, Pillman stood up to him. Sid backed down, and retreated from the scene. He returned to it with a squeegee in hand. He chose a better weapon for his next backstage battle, in 1993, with Arn Anderson. He chose a pair of scissors. Again: terrifying oaf.

3) He was difficult to work with on a literal level, because he was fond of just leaving companies to play softball.

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!