Jason Wood, Outcast Cigars & Miami Cigar & Co. | Deep Cuts Live, Episode #159

In this episode of Deep Cuts Live, I sit down with Jason Wood, the founder of Outcast Cigars and a key figure behind Miami Cigar Co., to talk entrepreneurship, brand building, and what it really takes to carve out space in today’s premium cigar market. We go beyond the blends and the bands to explore Jason’s journey—from navigating distribution and retail relationships to building a brand identity that resonates with modern cigar smokers. This conversation dives into the business side of cigars, lessons learned along the way, and how Outcast Cigars fits into the larger Miami Cigar Co. ecosystem. If you’re a cigar retailer, brand owner, or aficionado who enjoys hearing the why behind the smoke, this episode is for you. 🔥

 

In this episode, we cover: • The story behind Outcast Cigars • Jason Wood’s role at Miami Cigar Co. • Building a cigar brand in a crowded market • Retailer relationships & distribution strategy • Lessons from the premium cigar business

 

📺 About Deep Cuts Live Deep Cuts Live is a weekly interview series exploring the business, culture, and people of the premium cigar industry. Hosted by Antoine Reid, the show features honest, unscripted conversations with brand founders, manufacturers, retailers, and industry leaders.

 

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