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Think about this heel vs heel feud. With Flair's and Roberts promo abilities this match would have been hot.

Roberts was doing that demonic type gimmick. If Roberts was leaving WWF he could have lost to Flair.

Eventually they could build Bret to beat Flair later that year.

But this was a missed opportunity. WWF/WWE rarely thinks outside the box.

The match would have been awesome too.
 

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Think about this heel vs heel feud. With Flair's and Roberts promo abilities, this match would have been hot.

Roberts was doing that demonic type gimmick. If Roberts was leaving WWF he could have lost to Flair.

Eventually, they could build Bret to beat Flair later that year.

But this was a missed opportunity. WWF/WWE rarely thinks outside the box.

The match would have been awesome too.

In 1992 you couldn't sell a Heel vs. Heel wrestling match the traditional face/heel dynamic was what sold wrestling matches. Fans wanted to see the heels lose and the faces win. You can't apply today's template for fan reaction to past eras. WWE needed the dynamic of Sid vs Hogan and Savage vs Flair to sell people on buying WrestleMania. They may not I have needed those exact matches but good guy vs bad guy is what people were still paying for despite growing apathy towards Hulk Hogan.

In regards to Roberts vs Flair being a good match, I'm not sure you can make a case for that as each performer needed specific things from their opponent to get the best out of the situation. Jake was a guy who moved slowly in the ring and needed an opponent that didn't throw anything away just to get their spots in. He also worked so much better when his opponent was a guy who could push the pace in a match so that when Jake slowed it down it looked like he was doing it purposefully and to gain an advantage in the match. It's simple psychology but it was effective when someone like Jake was paired with the right opponent. By 1992 Ric Flair was entering the dregs of "Flair match" territory(negative connotation intended). He was slowing down beginning to often throw away simple psychology in order to get his spots in and becoming heavily reliant upon the over-the-top version of the Southern heel complete with silly gimmicked taped knucks overtly "Dusty" ref logic rough bumps and wildly unnecessary and far too frequent manager interference. This is without mentioning that flare to was always better when wrestling a guy like Barry Windham who could push the pace in a match to give credence to flare using so many underhanded tactics. I guess maybe they could have made it work if Jake was a face but not as a heel in 1992.

It would have had solid promos but getting around the aforementioned issues that would have all but precluded it from ever occurring chiefly it was 1992 and you would have had to appeal to 1992 fans and not 2019 fans would have been extremely difficult. There just isn't a way to make fans from then want to pay for that match. Especially not at a WrestleMania with Hogan, Savage, and Sid on the card.
 

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Echo what others have said. Just not a great idea. Vince had always been one to subscribe to the theory of sending the audience home happy, particularly at Mania. Flair beating a heel accomplishes nothing. They were already in a tough position of having to build around their top star leaving.

If Roberts was leaving WWF he could have lost to Flair.
He wasn't supposed to be leaving. He quit the night of Mania.
 

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Always thought Roberts deserved more. Still given his spot in 1992 not sure this match would work. Besides Flair/Savage was a good main event match.
 

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Always thought Roberts deserved more.
I think his 1991-92 heel character had huge potential but he had the shittiest luck with his storylines. First, he was supposed to work with Warrior but that never happened because Warrior got canned before they could start their program. Then they went home early on the Savage angle because Liz's folks got hot at Randy over it. By the time, Mania came along and he supposedly got a huge offer from WCW to jump ship but after he quit WWF, Watts came in and cut that deal down to almost nothing. Jake had some of the best psychology in the business and never really got to play it out to its full potential.
 

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ABSOLUTELY NOT!!!! Even if Jake went back to being a face or never turned at all, that shouldn't have been even a Wrestlemania match, much less the Main Event.

I say this, even with Macho Man Randy Savage being my favorite wrestler of all time and me being happy he won the WWF Title that night:

There is only one match that should have been the Main Event of WM 8:

HULK HOGAN VS. RIC FLAIR!!...PERIOD!!

The 2 biggest stars in wrestling in an arena that drew over 60,000 fans (I don't know what the capacity was, but if this ME happened, they would have had to turn people away!!)...no reason why this should not have happened. They botched Flair's arrival by jumping the gun and running these 2 on house shows. This should have not been done until this date. The first ever meeting between these 2 happening here would have been epic. They still should have gone with it being that no one (outside of the local markets) saw them wrestle. It still would have done well.
 

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Plenty of missed opportunities for Ric Flair at that point in time. I don't think I've ever seen Heel vs Heel at a Wrestlemania but that would have been interesting, I do think they would need a special referee at that point though because the crowd would be confused af as to who to cheer for especially during those days where the traditional dynamic of face vs. heel has always been the tried and tested formula.
 

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I love both guys but it wouldn’t have worked. Heel vs heel feuds weren’t unheard of (Rick Martel and Shawn Michaels feuded in 1992), but for a championship match at Wrestlemania you needed at least one fan favourite involved. Personally, I’d like to have seen Ric Flair against Hulk Hogan in a ‘loser leaves town’ match (with Flair winning) and Randy Savage beating Jake Roberts for the WWF Championship (I’d have had Jake win the WWF title in the Royal Rumble). Sid Justice could’ve faced the Undertaker.
 

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Hogan Vs. Flair should have been the main event.

Savage and Roberts should have capped off their feud on the undercard with a massive brawl. Great, great feud, but they never got a real payoff that didn't feel rushed.

Plus, I'm still scratching my head over their non-use of Ricky Steamboat during that period, too.
 

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Didn't Hogan Vs Flair failed to draw in house-shows which was the reason why they didn't book that feud?
Hogan was running on fumes(and mixed reactions) at that point and the general consensus of Hogan v Flair was "it happened 5 years too late"

Watching Hogan "Hulk Up" and do the clothesline and legdrop on Flair might've gone over OK in the building, but would've led to even more dismal house show returns than their initial ones did. Vince soured on Flair during the summer of 92 anyway.

Doing that Main Event leading to the rest of the year wasn't going to stop the major downturn in business that was coming
 
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