#4 Edge (21 Days)
The wrestling world stood collectively in shock when Edge successfully cashed in the very first Money in the Bank briefcase on a broken and wounded John Cena at New Year's Revolution back in 2006.
Cena, having been through a hellacious battle in the Elimination Chamber, was in no condition to defend his title. But as you know, he had no say in the matter, and Edge walked away with his first WWE Championship.
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But the question was immediately in play: how long would it be before Cena reclaimed his championship from the Rated-R Superstar? Or, would Edge go on to have a long and succesful run with the title?
Cena mocked Edge in the build-up to their meeting at the Royal Rumble, going as far to call Edge a "paper champion." As it turns out, this would be the case, as Cena would once again become WWE Champion, leaving his fallen opponent with a short-lived reign of just 21 days.
Of course, the now Hall of Famer would go on to have an insanely illustrious career, picking up more championships than anybody else in the history of WWE and multiple more world titles to boot. Which begs the question as to why his first title reign was so short?
Perhaps WWE knew they were onto something special with Edge. But maybe it simply wasn't the right time to pull the trigger.