#2 (tie) - Kofi Kingston (6)
At six Money in the Bank ladder matches, Kofi Kingston is tied with Christian. But he has had more memorable moments in this match than Captain Charisma. Kingston took over Shelton Benjamin as the Money in the Bank MVP. His genius has formed some of the most innovative spots in MITB history.
As the ladder was being set up, Kingston tried to run up the ladder and grab the briefcase at WrestleMania 25. He almost won the match at WrestleMania 26 using a ladder broken in two halves as a pair of stilts. His risk-taking ability is incredible as well; his Boom Drop onto Drew McIntyre through the announce table at Money in the Bank 2010 is a classic WWE moment.
He appeared in the 2011, 2014 and 2015 ladder matches as well. As a member of The New Day, Kingston could possibly enter his seventh Money in the Bank ladder match this year. He is a natural in this setting and is likely the best fit for the match from all three members. Hopefully, Kingston will win the briefcase at some point or he will likely go down as the greatest MITB competitor never to win it.