Its something thats tough to explain unless you lived through it. Monday nights in the late 90s were to wrestling fans what Sundays are to Christians. It was borderline sensory overload with the amount of wrestling presented. For many who followed wrestling during the Monday Night Wars, Monday evenings often meant either loading a tape into the VCR to record WCW Nitro while watching WWF Raw (or vice-versa), or having a remote control welded to their hands and flipping back and forth furiously. And if you ask any wrestling fan who watched both WWF and WCW during the Monday Night Wars about dream matches, you will probably get an earful. Both promotions were loaded with top talent and solid undercard performers who were capable of putting on a quality match. Personalities were larger than life and captured fans attention. It was impossible not to wonder what would happen if someone from WWF showed up on Nitro or if a WCW star appeared on Raw. Occasionally, fans got their wish when wrestlers jumped from one promotion to another, giving us some dream matches. For example, the Radicalz jumping in early 2000 gave workrate fans countless Kurt Angle-Chris Benoit matches, and Bret Hart signing with WCW led to Hart and Sting comparing notes on the Sharpshooter and the Scorpion Deathlock. For purposes of this list, we will try to limit duplicate appearances of wrestlers, as well as matchups or feuds that eventually took place after someone jumped (or if they feuded extensively while in a promotion together).
Honorable Mention: Kevin Nash/Scott Hall vs. Fake Diesel/Fake Razor Ramon
https://www.youtube.com/watch?v=_L-zA0OchHE Come on, admit it: The minute Jim Ross introduced the obvious phonies portraying Diesel and Razor Ramon, you wanted Kevin Nash and Scott Hall to storm back onto Raw to beat them into oblivion. It wouldnt have been a match, per se, but it would have been immensely satisfying to see The Outsiders put an end to the imposters run pretending to be two very popular characters. Sure it wouldn't have been as epic as Undertaker vs. Underfaker or Sin Cara Azul vs. Sin Cara Negro, but it would have been a memorable moment for fans in the late 90s.
Scott is a former journalist and longtime wrestling fan who was smart enough to abandon WCW during the Monday Night Wars the same time as the Radicalz. He fondly remembers watching WrestleMania III, IV, V and VI and Saturday Night's Main Event, came back to wrestling during the Attitude Era, and has been a consumer of sports entertainment since then. He's written for WhatCulture for more than a decade, establishing the Ups and Downs articles for WWE Raw and WWE PPVs/PLEs and composing pieces on a variety of topics.
