Seth Rollins to win Money in the Bank and fail his cash-in due to WWE legend's actions? Possibility explored

WWE Superstar Seth Rollins is aiming to win the Money in the Bank contract for the second time in his career. The Visionary has already qualified for the MITB Ladder Match and has Bronson Reed and Bron Breakker to help him during the contest. However, even if he wins the bout, there is a chance that a returning Roman Reigns could foil his plan to cash in and win a world title on the same night.

The OTC hasn't made an appearance since getting taken out by Seth Rollins and Bron Breakker on RAW after WrestleMania 41. Before this, he had suffered a defeat in the main event of night 1 of the Show of Shows against his former Shield brother. It was a direct result of Paul Heyman betraying him in the final moments of the triple-threat match that also involved CM Punk.

The Visionary has already tried to take the World Heavyweight Championship away from Jey Uso once. Thus, if he wins the MITB contract, he may try to cash in on The YEET Master to win the world title after his tag team match against John Cena and Logan Paul alongside Cody Rhodes.

However, Roman Reigns could return to protect his cousin from getting dethroned and also to get some retribution against Rollins and Heyman. Moreover, the trio of Uso, Rhodes, and Reigns would have a higher chance of dealing with the combined forces of Breakker, Rollins, and Reed. While this is a big possibility, all of this is speculation so far.

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Seth Rollins has high chances of winning the Money in the Bank contract and a world title

Seth Rollins delivered an in-ring promo alongside Paul Heyman, Bronson Reed, and Bron Breakker on the May 26, 2025, episode of RAW. He noted that he would capture the MITB contract, calling it an object that controls the fates of all the championships in WWE. Moreover, he also highlighted that once he wins, he would cash in on whoever and whenever he wants.

His words suggest that The Visionary may not be hasty in cashing in the contract if he wins it. He chose to stick to the briefcase for a few months, the last time he held it, despite having The Authority in his corner. This time, he has Reed and Breakker to help him win the MITB Ladder Match and then cash it in at the most convenient moment.

The other contestants in the men’s ladder match have never held a world title on the WWE main roster before. Thus, the odds are in favor of Seth Rollins. It would be interesting to see if The Visionary would become a two-time MITB contract winner on June 7, 2025.