8 Worst WWE Money In The Bank Cash-Ins EVER

There might be a bit of recency bias with this entry.

When Seth Rollins cashed in his Money in the Bank briefcase at WrestleMania 31, it was deemed “the Heist of the Century,” becoming the first time a wrestler used the contract at WrestleMania, and the first time it was used to join a match already in progress. Rollins lost a singles match against Randy Orton earlier that night but managed to somehow walk out as the WWE Champion.

Fast-forward a decade, and WWE tried to replicate the subterfuge from Rollins by staging an injury angle to write him off television, only for the Visionary to return on crutches at SummerSlam 2025 to reveal that it was all a swerve. Rollins tossed the crutches aside and took out CM Punk, who had just defeated Gunther for the title.

The cash-in itself wasn’t terrible, but what really damns this entry is how the WWE machine tried to frame this as some genius masterstroke, fooling everyone (who wasn’t online to read the countless reports that cast doubt on the injury). WWE Unreal portrayed it as cinematic gold, as though this was something that had never been attempted before in the history of professional wrestling.

In reality, the entire swerve was utterly pointless to the in-universe narrative. Punk won the title but was knackered, Rollins appeared on the stage and tossed the crutches, and he raced to the ring and defeated Punk for the title. The End. None of that would have changed had Rollins not faked the injury – Punk would have had to look over his shoulder, but he still would have been battered from his match with Gunther and would have seen Rollins coming.

The only benefit to the ruse was for fans, and a good number of them had a strong inkling this was coming.