Episode Details

Is the "show me" state actually showing the rest of the country how to build a sustainable, high-growth cannabis market? In an era where many MSOs are struggling to stay afloat, one family-owned operator is proving that technical expertise and operational discipline are the ultimate competitive advantages.

On this episode of High Spirits, hosts Ben Larson & AnnaRae Grabstein are joined by Boston Dickerson, Founder and CEO of Show Me Organics. Boston shares the incredible journey of scaling a "backwards vertical" business—starting with retail and manufacturing before moving into cultivation—and how he grew the company from a two-person startup to a 350-employee powerhouse across Missouri and Kentucky.

💡 What You’ll Learn:

• The "Backwards" Vertical Strategy: Why starting with retail and manufacturing provided a unique advantage in understanding consumer demand before touching a single plant.
• The Reality of the "Knife Fight": How oversupply in Missouri shifted power to retailers and what it takes for a brand to survive pricing pressure.
• Winning with Process: The transition from "founder-led hustle" to using EOS (Entrepreneurial Operating System) for clarity and accountability at scale.
• Breaking into Kentucky: The challenges and opportunities of operating in a new, highly restrictive medical market and the importance of localized pride.

🌟 Meet Boston Dickerson:

Boston Dickerson is the Founder and CEO of Show Me Organics, one of Missouri’s premier vertically integrated cannabis operators. With a background in biochemistry and a passion for the plant, Boston and his brother Montana have built a diverse portfolio including Blue Sage Dispensaries, Vivid, and Missouri’s Own Edibles. Known for his disciplined approach to capital and operations, Boston is currently leading the company's expansion into Kentucky and eyeing future growth in limited-license markets like Texas.

📅 Why Tune In?

If you are an operator trying to navigate the messy transition from startup hustle to enterprise-level scaling, this conversation is a masterclass. Boston provides a rare, transparent look at the "nos" it takes to get a "yes," the discipline required to raise capital in a down market, and why your business plan shouldn't rely on rescheduling as a lifeline.
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