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Flip the Cap Episode 19: Cannabis Insurance Insights: Regulatory Shifts, Coverage Gaps & Expert Strategies

Jul 31, 2025

Welcome to Flip the Cap, the insurance industry’s premier podcast! In this episode, Kathryn Smith sits down with Jencap’s national practice leader for cannabis, Lee Woodruff, and Director of Business Development at Cannasure, Jim McErlean, to explore the ever‑changing cannabis insurance market. These cannabis experts unpack how state‑by‑state regulatory environments affect underwriting, highlight critical emerging coverages, and offer their #1 piece of advice for agents working with cannabis businesses. Our retail partners will gain actionable strategies to navigate the unique nuances of cannabis insurance and get a glimpse into the future of this market.

Episode Highlights Include:

  • Cannabis Insurance Market Trends: Reinsurance, Margins & Coverage Pressure
  • Essential Cannabis Insurance Coverages Agents Can’t Overlook
  • Tips to Navigate State Specific Regulatory Environments 
  • Hard‑to‑Place Cannabis Risks: CBD, Hemp & Kratom Challenges
  • Hidden Gaps in Cannabis Insurance Policies—and How to Avoid Them
  • #1 Tip for Agents Selling Cannabis Insurance from Industry Experts

🎧 Tune in now to our latest episode of Flip the Cap, the industry’s premier podcast that delivers insurance insights with a twist!

 

Explore Jencap’s cannabis insurance solutions.
Kathryn Smith

Kathryn Smith

Jencap's Managing Director of Marketing, Kathryn Smith, has dedicated her entire career to the insurance industry. A diverse background equips Kathryn with a unique 360-degree perspective, having experienced the industry from all angles: agency, carrier, and wholesaler. She consistently produces award-winning marketing content and hosts the Jencap insurance podcast, "Flip the Cap."

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