Money in the Bank can change a wrestler’s career.
This year’s matches feature a mix of established names and talent chasing their first world championship on WWE’s main roster. Some already have a clear path to the top. Others could use the briefcase to kick open a door that hasn’t quite opened for them yet.
The winners should give us something to care about between grabbing the contract and cashing it in. But who should walk out with the briefcases?
Let’s talk about it.
Choosing the Women’s Money in the Bank Winner
This year’s match features Tiffany Stratton, Jacy Jayne, Lash Legend, Roxanne Perez, Sol Ruca and Lola Vice. Four of the six are first-time participants, with only Tiffany and Roxanne returning to the match.
Let’s start with Tiffany. She’s already shown what she can do with the briefcase, winning it in 2024 before cashing in on Nia Jax in January 2025 to become WWE Women’s Champion. Sure, she’s currently “best friends” with Women’s Champion Chelsea Green, and there’s certainly a story to be told about the briefcase coming between them. That’s probably the strongest argument for giving her another win.
But Tiffany has already used Money in the Bank to reach the top. With this many women who could benefit from their first opportunity, it’s worth exploring something new.
Next up, we have Jacy Jayne.
While a lot of fans enjoy Jacy alongside the rest of Fatal Influence, she’s also the Women’s United States Champion. And there’s nothing more irritating than watching a champion’s current title become an afterthought while they chase another one.
Maybe that’s just a personal pet peeve. Holding a championship and the briefcase can work, but both need to matter. Let Jacy build up the title she already has and give someone else the briefcase.
Then there’s Sol Ruca.
There’s no denying that a victory would be a major moment for her. But with her presence in the Raw women’s title picture decreasing over the past few months, she needs a stronger direction. The briefcase would put her back in the conversation, but what would she do once she got there?
That’s where choosing her over someone like Roxanne becomes harder to justify.
Lash Legend presents a similar question. She’s the powerhouse of this match, and watching her carry a guaranteed championship opportunity would give the champions something to worry about. She also leads MyBookie’s odds released on October 5, making her a serious contender to leave with the briefcase.
But what happens after Saturday matters more here. WWE would need to keep presenting her as a threat, and Roxanne already has a story that could make the briefcase compelling week after week.
Expect both Lash and Sol to have strong showings. Neither is the pick here, but both should leave this match with something WWE can follow up on.
Then, we have Lola Vice.
Vice has only been on the main roster for a few weeks following her NXT call-up. Giving her the briefcase would certainly get everyone’s attention. And honestly, it could be a welcome surprise.
It would immediately establish Lola as someone the champions need to watch. But there’s value in letting her find her footing on this roster first. Let her build rivalries and give fans a reason to invest in her beyond the contract she’s carrying.
Which brings us to Roxanne Perez.
She’s young, she’s established on the main roster, and she’s ready to chase her first world championship there. Most importantly, though, she has the story.
Roxanne is currently a member of The Judgment Day, and a split from the group has felt like a possibility since Liv Morgan’s return. Money in the Bank could finally give that tension somewhere to go. Imagine her winning the briefcase and eventually cashing in on her own teammate, taking Liv’s championship and breaking away from the group in the process.
And you may be thinking, “Liv Morgan isn’t champion.”
She’s not. Yet.
After Becky Lynch and Liv’s No. 1 contender’s match ended in disqualification on the go-home episode of Raw, WWE made Stephanie Vaquer’s next defense a Triple Threat Match against both women at Money in the Bank.
If Liv wins, that opens the door for two possibilities.
The Hot Shot
Liv wins the championship, only for Roxanne to immediately cash in on her Judgment Day teammate.
Roxanne becomes champion, turns on Liv and breaks away from the group in one night. It would be a huge moment, but it would also burn through this story almost as quickly as it started.
The Slow Burn
Liv wins the championship, and Roxanne pretends to be happy for her.
She keeps the briefcase, tells Liv she has her eyes on another championship, and continues playing the loyal Judgment Day member.
Until she doesn’t.
This is the route WWE should take. Let Liv wonder. Let Roxanne get a little tired of being questioned. Give us moments where she could cash in but chooses to help Liv instead, leaving everyone arguing about whether that loyalty is real.
Then, when the time is right, let her take the championship for herself.
Even if Liv loses at Money in the Bank, Roxanne holding the contract could still change their relationship. She would have her own guaranteed opportunity and the freedom to decide when her ambitions matter more than the group.
Roxanne Perez should win. The briefcase gives her a story to carry before it gives her a championship.
Choosing the Men’s Money in the Bank Winner
This year’s match features CM Punk, Penta, Kevin Owens, Je’Von Evans, Trick Williams and Bron Breakker. Three of the six are first-time participants. Je’Von, Trick and Bron are making their Money in the Bank ladder match debuts.
Just like the women’s match, this is an opportunity to move someone toward their first WWE main roster world championship.
That takes CM Punk out of the running. He’s already a multi-time world champion and a former Money in the Bank winner. He used the briefcase to help propel his career years ago. At this stage, his name and accomplishments can get him into a championship program without it.
He can still have major matches and compelling stories. Someone else would benefit more from carrying the contract.
Then there’s Kevin Owens.
The same logic applies, but there is one major wrinkle. He’s feuding with his former best friend and current WWE Champion, Sami Zayn. Owens winning the briefcase would give Sami another reason to look over his shoulder. There’s absolutely a story there. But their history already gives Owens a reason to chase him. They don’t need Money in the Bank to make that rivalry personal.
Let the briefcase create another contender.
That leads us to Trick Williams.
Trick has all the makings of a future world champion. But he raises the same concern as Jacy in the women’s match. He’s currently the United States Champion, and that reign should mean something on its own.
There’s value in letting him build his case for the main event through the championship he already holds. His time will come. Saturday doesn’t need to be that moment.
Then we have the Young OG himself, Je’Von Evans.
Crazy ladder spots. High-flying moments. Insane athleticism. We all expect Je’Von to give us something to talk about. But his case deserves more than assuming he’s only here for the highlights. A win would be a massive endorsement from WWE.
Still, watching him build toward the championship through a sustained chase has its own appeal. Give him rivals to overcome and wins that make the audience believe he can take that next step. His age alone isn’t a reason to rule him out. There’s simply more to gain from letting that climb develop before giving him a guaranteed title opportunity.
That leaves Bron Breakker and Penta.
And this is where the choice gets difficult.
Bron feels like he’s been sitting on the cusp of greatness for a while. The briefcase could give him that extra push while making The Vision a more immediate threat to the world championship picture. Now, yes, he’s one half of the WWE Tag Team Champions alongside Austin Theory. The concerns raised about Jacy and Trick apply here, too.
What makes Bron’s situation interesting is the potential conflict. Theory would be relying on him as a partner while Bron had a guaranteed singles opportunity in his hands. Could The Vision support his ambitions without letting their existing championships become an afterthought?
That would need to be part of the story. Giving Bron the briefcase shouldn’t mean treating the tag titles as something he’s already outgrown.
There’s a strong case for him. But then there’s Penta.
Despite losing to Roman Reigns in their recent world championship match, Penta had the crowd behind him. Fans wanted to see him become champion, and that investment doesn’t have to disappear with the loss.
So, should WWE go with the hot hand? Absolutely.
The briefcase would give that momentum somewhere to go. Penta wouldn’t have to immediately repeat the same challenge or drift away from the title picture. He could carry his next opportunity with him while the audience waited to see how he would use it.
And he wouldn’t have to sneak in after someone else did the damage, either. Let him pick his moment. Let him tell the champion when he’s coming. There’s a story in Penta earning the right to take another shot on his own terms.
Bron would be a believable threat with the briefcase. But Penta has fans ready to get behind the breakthrough it could deliver.
Penta should win. He’s given the audience a reason to believe he can hang with one of WWE’s biggest stars. Give him the briefcase, keep that belief alive, and build toward a championship moment they want to see.
