#1 Worst: Baron Corbin
Though Sheamus had been a long-established star when he won the MITB briefcase in 2015, the WWE definitely went the other way two years later.
In a huge match that featured former World Champions Dolph Ziggler, AJ Styles, and Kevin Owens, it was Baron Corbin who got the win, as many saw him as the next big thing.
Cashing in not long after on Jinder Mahal, Corbin's future would be derailed, thanks to an interfering John Cena.
Distracting the Lone Wolf, Mahal would quickly roll up Corbin to retain the title, infuriating the now former Mr. Money in the Bank.
Meeting Cena days later at SummerSlam, the 16-time World Champion practically flattened Corbin, ending their feud, meaning Corbin's Money in the Bank win, a win against some of SmackDown Live's very best, meant absolutely nothing.