Deep Cuts Live

deepcutslive

DEEP CUTS LIVE is a series featuring candid conversations and interviews with entrepreneurs and innovators.

  1. JAN 15

    Retail Best Practices with Teresa Wessling (Georgetown Tobacco, Washington, D.C.) | Deep Cuts Live, Episode #160

    In this episode of Deep Cuts Live, I’m joined by Teresa Wessling, a seasoned tobacconist at Georgetown Tobacco, one of the longest-running specialty tobacco stores in Washington, D.C. We dive into what it truly means to be a modern tobacconist—balancing tradition, education, customer experience, and retail best practices in a highly regulated and fast-evolving market. Teresa shares firsthand insight into building long-term customer relationships, maintaining a strong humidor program, and what makes a brick-and-mortar tobacco shop thrive in a city like D.C. This episode is especially valuable for cigar retailers, shop managers, and aspiring tobacconists, as well as anyone curious about the human side of premium cigar retail. 🔥 In this episode, we cover: • Best practices for premium cigar retail • The role of a professional tobacconist • Customer education & relationship building • Running a specialty tobacco shop in Washington, D.C. • Lessons from one of the country’s longest-standing cigar retailers About Deep Cuts Live: Deep Cuts Live is an interview series exploring the business, culture, and people behind the premium cigar industry. Hosted by Antoine Reid, the show features honest, unscripted conversations with retailers, brand founders, manufacturers, and industry leaders shaping the future of cigars. 👍 Enjoyed the episode? Like, subscribe, and comment with your biggest takeaway—it helps more people discover the channel. 🔔 New episodes drop regularly. Turn on notifications so you don’t miss the next conversation. 📌 Follow & Connect: Instagram: @editor.reid Website: https://deepcutslive.com

    59 min
  2. JAN 15

    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.   👍 If you enjoyed this episode, like, subscribe, and comment with your favorite takeaway—it helps the channel grow. 🔔 New episodes drop regularly—turn on notifications so you don’t miss one.   📌 Follow & Connect: Instagram: @editor.reid Website: https://deepcutslive.com

    56 min

Ratings & Reviews

3.7
out of 5
3 Ratings

About

DEEP CUTS LIVE is a series featuring candid conversations and interviews with entrepreneurs and innovators.