A lot of his appeal is in his character and he would've had to change with the times. Even the Undertaker stopped being the Deadman and became the American Bad Ass. Jeff Jarrett was still there for most of 99 and cut his hair. Even the British Bulldog ditched the Union Jack trunks for jeans tucked into his socks like he was living in rat infestation.
So that leaves Macho at the mercy of Vince Russo for a new gimmick. *shudder*
New gimmick or not, I doubt he would be in the title picture with the youth movement the WWE had going at the time. I imagine Macho's run to be like when Dusty Rhodes went to the WWE in the late 80s and he would work with other big names when the title scene was too crowded.
Hopefully they would bring him to put over newer talent and pair him up with someone that could help hide Macho's age and put on a good match.
Steve Austin was Savio Vega's whipping boy until he worked with Jake Roberts. So can you imagine where Chris Jericho, Eddie Guerrero, Chris Benoit, or Kurt Angle would be if they had gotten a chance to feud with Randy Savage?
Maybe the Macho Man could have served as the Hardy Boyz mentor instead of Dok Hendrix.
Or what if... the rumors of Savage/Stephanie are only rumors and the WWE decided to use them for fuel for an angle? Vince tried to crucify Stephanie, had her date raped into marriage, and had his own daughter **** shamed for years on national television. Therefore, Stephanie's cherry popping rumors are ripe for an angle.
This way Macho Man could have been the one to marry Stephanie instead of Test. Test was being pushed heavily at the time and maybe working with Savage was the last push he might have needed.
Or maybe HHH interrupts the Savage/Stephanie wedding ceremony. Even though he is a multiple time WWF/E champion and main evented several Wrestlemanias, HHH has never had the same crossover appeal as the Rock and Austin. Maybe one last feud with Randy Savage before the WWF/E title shoots him onto their level.
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