Q4 2025 - Dec 10, 2025 3:00 - 4:00 pm ET

Cannabis isn’t one market – it’s a patchwork of micro-markets shaped by state regulations, regional culture, pricing pressure, and competitive intensity. In this session, we’ll use Headset’s view of the industry to unpack how market dynamics differ across key states and regions, from what drives loyalty and trade-up in mature markets to what’s working in emerging ones, so brands and retailers can tailor their strategies to the realities on the ground, not national averages.

Key Topics Covered:

Market Trends and Analytics: Understanding what drives loyalty, growth, and strategy in mature and emerging cannabis markets.

An update on cannabis payments solutions that can help maximize revenue, increase customer acquisition, improve retention, reduce expenses, and minimize risk.

Q&A: Get your questions answered by our experts.

Speakers:

Laurie Parfitt, Fractional CMO, Headset

Carol Specogna, SVP and Head of Debit Networks, Fiserv

Tony Repanich, President and CEO, Shield Compliance

Q3 2025 Playback

The evolving landscape of cannabis legalization, shifting public attitudes, and the substantial economic opportunities within the cannabis industry highlight the critical need for normalizing payments. Historically, the absence of debit and credit card processing has posed a significant challenge for licensed operators and financial institutions alike. Fortunately, cannabis merchants will now have the opportunity to accept a network-sponsored cannabis payments solution offered by Fiserv. 

This webinar is tailored for bankers already serving the cannabis industry, as well as those who are “canna curious."

Join us to: 

Gain insights into the current cannabis payments landscape. 

Get a preview of Fiserv’s cannabis payments solution. 

Receive practical guidance on supporting customers in leveraging this payments capability.

Speakers:

Daneen Cady, VP Network/Product Strategy, Fiserv

Tony Repanich, President and CEO, Shield Compliance

Q2 2025 Playback

As cannabis lending becomes a competitive differentiator, it’s important for bankers to understand the insurance policies that cover their loans, be able to identify red flags, and ensure secure underwriting of the credits. Financial institutions serving the cannabis industry face unique risks, and one crucial yet often overlooked factor is insurance underwriting. 

Led by cannabis insurance experts, this webinar is tailored for bankers seeking to better understand insurance requirements and best practices for cannabis lending programs. 

Join us to:  

Gain familiarity with common gaps and exclusions in insurance policies 

Learn how to assess whether a borrower’s coverage truly protects the lender 

Create strategies for reducing risk and ensuring better loan security

Speakers:

Charles Pyfrom, Chief Marketing Officer, CannGen Insurance

Chris Riley, Chief Strategy Officer, HUB Financial Services

Tony Repanich, President and CEO, Shield Compliance

Q1 2025 Playback

The legal cannabis market in the U.S. remains in a state of rapid growth and increasing complexity. Today, 24 states and the District of Columbia have legalized adult-use cannabis, and medical cannabis is legal in several others. However, cannabis remains illegal at the federal level, creating a significant barrier for businesses in terms of banking, taxation, and interstate commerce.  

In 2025, the industry is expected to see continued growth, but with the transition to a new Administration and a new Congress, uncertainty is the name of the game when it comes to policy changes at the federal level. What we do know is that challenges like regulatory hurdles, competition from the still-strong illicit market, and the complex patchwork of state laws will continue to shape the cannabis banking landscape. 

Designed for bankers already serving this industry and those who are “canna-curious," this webinar will take a deeper look at the politics surrounding cannabis reform in 2025, what to expect on the rescheduling front, and steps bankers should take now to ensure they are positioned competitively in what could be a year of significant change. 

Speakers:

Jeremy Berke, Founder and Editor-in-Chief, Cultivated Media

Natalie Fertig, Federal Cannabis Policy Reporter, Politico

Tony Repanich, President and CEO, Shield Compliance