Ranking all 20 Money in the Bank Ladder Matches from worst to best

#8 Mr Kennedy vs Edge vs Jeff Hardy vs CM Punk vs King Booker vs Finlay vs Matt Hardy vs Randy Orton (WrestleMania 23):

Mr Kennedy holding the briefcase

The third Money in the Bank Ladder Match took place at WrestleMania, something that was fast becoming a WrestleMania tradition. For the first time, the match featured eight participants.

Winner: Mr Kennedy won the match, although he would go on to lose the briefcase to Edge only a month later, due to backstage heat.

Highlights: Jeff Hardy's stunt in this match has gone down in lore, as he sacrificed his body and hit Edge with a Leg Drop from the top of a twenty-foot ladder.

Matt Hardy had placed Edge on top of a ladder which he straddled between the ring and the barrier on the outside. The move took them both out of the competition for the night.

Man of the Match: CM Punk seemed to be everywhere in the match, despite being a lesser-known figure at the time. He took one of the best bumps on the night when Randy Orton hit him with an RKO from the top of the ladder.

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#7 Rob Van Dam vs Matt Hardy vs Shelton Benjamin vs Ric Flair vs Finlay vs Bobby Lashley (WrestleMania 22):

Rob Van Dam unhooks the briefcase

The second ever Money in the Bank Ladder Match took place at WrestleMania 22 and featured unlikely stars like Ric Flair and Finlay. Both Superstars were not the first names that anyone would think of for a ladder match, but they were a big part of the bout.

Winner: Rob Van Dam won the match when he was able to take down the briefcase and fell from the ladder.

Highlights: In the most memorable moment of an already exciting match, Ric Flair took a bump where Matt Hardy hit him with a Superplex from the top of a ladder.

Flair was 57 at the time, and the spot left the crowd cringing. Officials helped Flair to the back, although he came back out later in the match.

Man of the Match: For the second year in a row, Shelton Benjamin was the best part of the Money in the Bank Ladder Match. He hit a rolling senton off the Ladder to the outside and seemed to be present everywhere.