This year’s WWE Money In The Bank event is now in the books, with our new Mr. and Miss Money In The Bank officially crowned.
Both Penta and Tiffany Stratton now have up to a year to cash in their contracts, which takes the expiration of that time long after WrestleMania 43 next year.
Here is when we could see this year’s Money In The Bank winners cash in their contracts.
Tiffany Stratton
Tiffany Stratton is now a two-time Money In The Bank winner, with her previous cash-in taking plain January 2025 against Nia Jax.
We are likely set to see a very similar story play out this year, with Tiffany likely cashing in on her friend Chelsea Green, which has been teased on SmackDown in recent weeks as Chelsea continues to grow cautious of someone cashing in on her.
Chelsea celebrated with Tiffany on the post-show, but that will likely end up being short lived, with Tiffany taking the title from Chelsea.
Chelsea vs. Liv Morgan is currently set to be the Crown Jewel match, but Chelsea’s reign likely won’t last super long, so we will likely see the briefcase be cashed in before the end of 2026.
Penta
Penta is a much different story to Tiffany Stratton, as the path for Tiffany to cash in soon is a lot clearer than his is following his loss to Roman Reigns.
Had Penta won Money In The Bank prior to the Raw in Mexico City, him announcing his cash-in ahead of time for that show would have been the perfect way to set up the match.
However, now Penta has lost that match, it really would suck and not make a lot of sense to have him cash in and lose, which will almost certainly happen if he were to target Roman Reigns ahead of WrestleMania 43, where he’s seemingly set to clash with Oba Femi.
That issue extends beyond WrestleMania, with WWE unlikely to take the title off Oba so soon after finally crowning him as World Champion.
All that being said, it seems that Penta’s run with the case will be a long one, with the most likely outcome being him cashing in his contract after WrestleMania 43, and most likely to challenge the WWE Champion on SmackDown instead of the World Heavyweight Champion on Raw.
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