#1. Edge was set to win Money in the Bank at WrestleMania 23
Edge was the inaugural Money in the Bank contract winner and went on to cash-in for the first time at New Year's Revolution in 2006.
The former World Champion won the title following his cash-in on John Cena and has since begun an annual tradition in WWE.
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Edge later went on to win the Money in the Bank contract from Mr. Kennedy, who climbed the ladder and retrieved the contract at WrestleMania 23.
Kennedy himself revealed that Edge was originally supposed to win the Money in the Bank ladder match that year as part of a conversation with WrestlingInc in 2017:
“I think we had been there about 2 or 3 days and I think Edge was supposed to win. They were still talking about Edge winning and then three days out to the pay-per-view they switched it and it went my way. And I knew it was possible thats right before our music hit, they could have said, ‘No we’re going to go with CM Punk.’”
Kennedy put the contract on the line against Edge later in the year and The Rated-R Superstar came out victorious. Edge then cashed in for the second time on The Undertaker.