10 WWE Stars Who Would Have Won Money In The Bank In The 1990s

WWE Money in the Bank is on the horizon, and year after year the show is one of the undoubted highlights of the WWE calendar. A lot of that intrigue surrounds the eponymous match itself, and the various permutations of various individuals walking out with the briefcase. Arguments can be put forward for many, and the creative possibilities that come out of it are mouth-watering.

The Money in the Bank concept wasn't introduced until WrestleMania 21 in 2005, meaning an entire generation of wrestlers missed out on this iconic match and the opportunities it brings about. 

Of course, hypothesising about Money in the Bank matches in the 1990s requires some abandoning of logic, as ladder matches were rare for the majority of the decade and multi-man bouts weren't really a thing until the Attitude Era. Heck, there was little TV, so the briefcase would have been less of a shadow over the champion.

Still, it is fun to look back at those nostalgic times and think of the various possibilities that may have come out of a Money in the Bank match. It was a time of less titles and even less title changes, meaning some of the greatest of all-time never held gold in the then-WWF.

Here are 10 men who may have won a Money in the Bank ladder match for each of the years of the 1990s. 

So let's start this hypothetical journey by staging the first ever Money in the Bank ladder match at WrestleMania VI.

The event was built around Hulk Hogan and The Ultimate Warrior going one-on-one for the first time, which pretty much guaranteed a huge gate. With less importance needed on the undercard, some of the top guys bubbling below the main event could have found themselves in this hypothetical match, leading to one of the most stacked matches one could hope for.

'Mr. Perfect' Curt Hennig is the clear winner, as in 1990 he was still getting the push of a lifetime that should have lead to a top tier feud over the World Championship with either Warrior or Hogan. Perfect was the top heel in the company at the time, and his briefcase win would have had a similar effect on his career as Edge's victory in the first Money in the Bank match did for the Rated-R Superstar.

Another option for winning would be 'Ravishing' Rick Rude, who would go on to challenge Warrior at SummerSlam later that year. Joining Perfect and Rude in the match would have been Roddy Piper, Jake Roberts, Ted DiBiase and Brutus Beefcake. Rick Martel rounds out the field, as Rick Martel is the most 'heel needed for multi-man match but won't win' wrestler WWE has ever had.