5 Best MITB cash-ins in WWE history 

#5 Dean Ambrose

When Dean Ambrose won the Money in The Bank contract in 2016, few people expected him to cash-in on the same night. However, that's exactly what he did. In the main event of the night, Roman Reigns (c) faced Seth Rollins for the WWE Championship. The match had a redemption story-line of Seth Rollins coming back from his devastating injury to reclaim the title he never lost.

This was one of the few instances where Reigns lost clean. Seth Rollins won the title only to lose it later to Dean Ambrose who cashed in his contract. The irony, however, is what makes this one special. A returning Seth Rollins who had worked hard to be in this spot was bested in the same fashion as he bested Reigns a year ago at WrestleMania 31. All three former members of the Shield were champions on the same night. Ambrose became the second person to cash in his contract on the same night as winning it.