The Money in the Bank briefcase is already the most coveted prop in WWE, but some superstars have turned it into a personal statement. After the Money in the Bank 2026 premium live event crowned two new briefcase holders, here are five of the best custom designs ever seen.
Quick Overview
| Rank | Superstar | Year | Design Highlight |
|---|---|---|---|
| 5 | Tiffany Stratton | 2024 | Pink case with a strap |
| 4 | Rob Van Dam | 2006 | Blue and green with RVD logo |
| 3 | Naomi | 2025 | Black with caution tape |
| 2 | Penta | 2026 | Black and red with pyro |
| 1 | Brock Lesnar | 2019 | Boom box |
Top 5 Best WWE Money in the Bank Custom Briefcases of All Time
5. Tiffany Stratton
Stratton’s custom case was a gift from Nia Jax, back when the two were still friends. The original briefcase was destroyed on SmackDown a week earlier, so she replaced it with a pink version with a strap. She has now won the briefcase again in 2026, making her the second woman to capture it twice, so fans are waiting to see whether she unveils a new design.
4. Rob Van Dam
RVD’s main-event rise started when he won the briefcase at WrestleMania 22 in 2006. He later debuted his own version, painted blue and green with his initials and logo, and it ultimately led to him becoming WWE Champion.
3. Naomi
Naomi won the women’s briefcase in 2025, riding the momentum of a major heel turn. She reflected that change in her case by painting it black, wrapping it in her Caution tape and even using it as luggage. The same year, she went on to win the Women’s World title.
2. Penta
The newest entry on the list comes from the 2026 men’s winner. Penta won the ladder match in New Orleans on October 11, then unveiled his custom case on the next Raw. It is black and red, features the words “Dinero En El Banco” and his logo, and shoots pyro during his entrance. The win came after a setback against Roman Reigns in Mexico City last month.
1. Brock Lesnar
Lesnar’s briefcase remains the most memorable. He entered the 2019 ladder match at the last minute and unhooked the briefcase. He then revealed a custom boom box case, dancing out to different music on multiple occasions. It turned a win that fans initially booed into something unforgettable.
Final Thoughts
Custom briefcases show how much personality goes into the contract. With Penta and Tiffany Stratton both holding briefcases, expect more creativity before the next cash-in.
For more WWE stories, visit TechnoSports. Learn more about the match on Wikipedia.
Which WWE Money in the Bank briefcase had a boom box design?
Brock Lesnar revealed a custom boom box briefcase after winning the 2019 ladder match.
What did Penta’s custom Money in the Bank briefcase look like?
Penta’s case was black and red, featured the words “Dinero En El Banco” and his logo, and shot pyro during his entrance.
What was unique about Tiffany Stratton’s Money in the Bank briefcase?
Her replacement case was pink and had a strap. Nia Jax gave it to her after the original briefcase was destroyed.
How did Naomi customize her Money in the Bank briefcase?
Naomi painted her case black, wrapped it in her Caution tape and used it as luggage.
