How a Fugitive Became America’s Flip-Flop King: Aaron Gregoroff’s Story

In Episode 60 of the Tuxes & Tomahawks Podcast, Aaron “AG” Gregoroff shares how a fugitive with a complicated past built Toe Hold®, one of America’s most iconic luxury flip-flop brands. This episode is a masterclass in resilience, craftsmanship, and what it means to truly reinvent yourself.

AG’s story isn’t your typical entrepreneur origin tale. It’s raw, real, and unapologetically American.

A Flip-Flop Failure Sparks a Global Quest

It all started in San Diego, with a busted pair of flip-flops. While most people might toss them and move on, AG saw an opportunity—to create something better, something perfect. That failure kicked off a worldwide search for craftsmanship, taking him all the way to Okinawa, Japan. There, he learned from master leather artisans and immersed himself in the sacred discipline of slow, intentional design.

But Toe Hold® wasn’t just born from leather—it was born from grit.

Redemption Through Leather, Martial Arts, and Meaning

Before founding Toe Hold®, AG lived a life on the edge. Once a fugitive, he rebuilt himself with discipline, martial arts, and a vision. His time as a military contractor taught him structure. His Brazilian Jiu-Jitsu training taught him humility and focus. And his failures? They taught him what truly lasts.

In Episode 60, AG opens up about how martial arts didn’t just shape his business decisions—they saved his life. They gave him a code to live by, one that now fuels his brand’s philosophy. Toe Hold® is not just a flip-flop; it’s a symbol. A symbol of redemption, strength, and second chances.

“Toe Hold isn’t about sandals. It’s about standing for something.”

The Craft Behind Toe Hold®: American Pride in Every Stitch

Every Toe Hold® sandal is cut, stitched, and crafted by hand in the USA. AG walks listeners through the meticulous process behind his record-setting footwear, from sourcing premium leather to obsessing over the details most brands ignore.

But what sets Toe Hold® apart isn’t just the quality—it’s the story. It’s knowing that each pair was made by someone who’s walked through fire and came out the other side.

That’s the power of American-made. That’s the heart of Toe Hold®.

Why Episode 60 Matters

This episode is more than a podcast—it's a blueprint for resilience. Whether you’re an aspiring entrepreneur, a martial artist, or someone who’s just gone through a tough chapter, AG’s story hits home. It reminds us that where you start doesn’t matter as much as what you decide to build next.

Key Moments to Listen For:

• The busted flip-flop moment that launched a global mission

• AG’s transformation from outlaw to artisan

• Lessons from Okinawa’s leather masters

• How Brazilian Jiu-Jitsu shaped his leadership and brand philosophy

• The sacred approach to crafting something that lasts

Walk the Path. Shop the Legacy.

Toe Hold® sandals aren’t just footwear—they’re a legacy you wear. Forged in adversity, grounded in craftsmanship, and powered by purpose, each pair tells a story of redemption.

Ready to walk the path?👉 Shop the world’s best flip flops now

Final Takeaway

In a world of mass production and disposable trends, Aaron Gregoroff stands as a reminder that true greatness is handmade. Episode 60 of Tuxes & Tomahawks is a must-listen for anyone who believes in second chances, craftsmanship, and the kind of grit that doesn’t just walk—it marches forward with purpose.

🎧 Tap in. This one stays with you.