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

10. 1990 - Mr. Perfect

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.