Meet the Founders

At the heart of Cigarros Caimito and SouthTown Cigars are two men connected by legacy, service, and a shared love for the cigar experience. They didn’t just build a brand they built a brotherhood through tobacco.

The People Behind the Flame

Jason

Grandfather

Jermaine

Founder & CEO, SouthTown Cigars
Born and raised in San Antonio. Serving overseas.
Jermaine is a visionary with deep Texas roots and global reach. His journey began with the realization that cigars are more than flavor — they’re a bond.
From overseas military bases to local lounges, Jermaine saw firsthand how a good cigar can bring people together across backgrounds, cultures, and languages. That spirit lives at the center of SouthTown Cigars — a brand made to connect, elevate, and unify.
“A cigar isn’t just about the draw — it’s about the moment, the people, and the story you share it with.”
Co-Founder & Cigar Enthusiast
Texas born. Florida based. Veteran of the leaf.
Jason discovered cigars during his first deployment in 2010. What started as a way to unwind evolved into a passion for the craft — and a mission to build a cigar brand that feels approachable and consistent for the everyday smoker.
With over a decade of experience as an aficionado, Jason brings balance to the brand — combining quality with character, and boldness with accessibility.
“Cigars should be something you look forward to — whether it’s your first or your fiftieth.”
Coming soon