#9 Did Nothing: Damien Sandow
The overwhelming majority of Money in the Bank Ladder Match winners have enjoyed some degree of career advancement, even if it’s only a momentary thing. Even guys who lost the briefcase or failed in their cash ins like Baron Corbin, Braun Strowman, or Mr. Kennedy each momentarily looked like they were on their way up the card or like probable world champions. When Damien Sandow won, it came across as an anomaly.
Was WWE really going to get behind this guy so thoroughly entrenched in the mid-card? It turned out the answer was no as he cashed in on a hurt, but not incapacitated John Cena, and wound up defeated in humiliating fashion moments later. Sandow’s career didn’t progress in the short or long term and, if anything, his Money in the Bank failure put a stain on his WWE run that he would never overcome. It’s telling that Sandow finished his WWE run with only one championship reign to his name—a tag title run playing The Miz’s lackey.