#2 (tie) - Dolph Ziggler (6)
After cashing in his briefcase on Alberto Del Rio on the Raw after WrestleMania 29, Dolph Ziggler would have been regarded in the same vein as guys like Edge and CM Punk - main event superstars made by Money in the Bank. Unfortunately, concussion issues forced him down the card in no time at all. However, Ziggler has still stolen the show in multiple MITB matches over the years.
WrestleMania 26 and Money in the Bank 2010 were his first two ladder matches, before picking up singles gold for the first time. In 2012, Ziggler won the briefcase and went on an incredible run as Mr Money in the Bank. He ousted Chris Jericho from the company, captained his Survivor Series team to victory as the sole survivor, retained his briefcase in a ladder match with John Cena, and was the iron man in the 2013 Royal Rumble match.
A female WWE star said her life is in danger. Details HERE
After winning and losing the World Heavyweight Championship, the Showoff took part in the 2014, 2015 and 2017 versions of the stunt-filled car crash. He never threatened to win it again but is a solid addition to any ladder match. His selling can make many superstars look good in environments like these.