Revenue, Regret, Repeat: Escaping the Discount Spiral

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Revenue, Regret, Repeat: Escaping the Discount Spiral

Too many dispensaries have fallen into a cycle where discounting is the only lever they know how to pull β€” and the result is shrinking margins and customers who won't buy at full price. This webinar features Dennis, former CEO of Khiva and a veteran of digital marketing across multiple roles in cannabis, for a direct conversation about how to break that cycle.The session covers why the discount spiral is so hard to escape, what sustainable revenue strategies look like for cannabis dispensaries, and how to shift from transactional promotions to approaches that build genuine customer value and loyalty. Dispensary operators and marketing leaders ready to protect their margins and build a more resilient business model will find this conversation both honest and strategically practical.

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Key Insights

  • SMS open rates above 90 percent make it the highest-engagement direct marketing channel available to cannabis dispensaries, with most messages read within three minutes of delivery.
  • Building a permission-based SMS subscriber list through opt-ins at the point of sale, on your website, and through your loyalty program is the foundation of an effective cannabis SMS program.
  • Message frequency matters enormously for SMS - sending too often burns out subscribers and drives opt-outs, while sending too infrequently fails to capture the full revenue potential of the channel.
  • Segmentation allows cannabis dispensaries to send more relevant SMS messages by targeting specific customer groups - new customers, lapsed customers, loyalty members, or product-preference segments - rather than blasting the entire list every time.
  • Cannabis SMS compliance requires proper opt-in language, clear opt-out instructions in every message, adherence to TCPA regulations, and use of SMS platforms that have specific cannabis compliance features.

Expert Answers

[{Why is SMS marketing effective for cannabis dispensaries?}

SMS marketing is effective for cannabis dispensaries because of its unmatched open rate and immediacy. Over 90 percent of text messages are read within minutes of delivery, compared to email open rates that typically range from 20 to 40 percent. SMS reaches customers directly on their phones with offers that can drive same-day or same-week store visits or online orders. For cannabis dispensaries that need to activate their customer base on a specific day - for a sale, a new product launch, or a slow period - SMS is the fastest and most reliable tool available.

{How do cannabis dispensaries build an SMS subscriber list?}

Cannabis dispensaries build SMS subscriber lists through point-of-sale opt-ins during the checkout process, website pop-ups or landing pages with a first-purchase incentive, loyalty program enrollment that includes SMS opt-in, and social media promotions that drive opt-ins. The most effective list-building approach combines multiple opt-in touchpoints with a compelling incentive - typically a discount or free product offer - that gives customers a clear reason to subscribe. Every subscriber acquired with consent is more likely to stay engaged and convert.

{How often should cannabis dispensaries send SMS messages?}

Most cannabis dispensaries find that two to four SMS messages per month is the sweet spot for maintaining engagement without driving subscriber fatigue and opt-outs. More than one message per week typically starts to drive opt-out rates up, while less than one message per month reduces the channel's effectiveness. The best cadence depends on your customer base and message quality - highly relevant, well-timed offers can support slightly higher frequency, while generic promotional messages drive opt-outs faster.]

Webinar Highlights

00:00 - Why SMS Outperforms Every Other Direct Marketing Channel for Cannabis

The session opens with the data behind SMS open rates and response rates and why this channel is particularly valuable for cannabis dispensaries trying to drive same-day traffic and orders.

12:00 - Building Your SMS Subscriber List the Right Way

This section covers the opt-in strategies, incentives, and touchpoints that build a large, high-quality SMS subscriber base for cannabis dispensaries.

24:00 - Message Strategy, Cadence, and Offer Design

The webinar covers how to structure SMS campaigns for maximum conversion - including offer types, message frequency, timing, and the balance between promotional and informational content.

36:00 - Segmentation, Compliance, and Platform Selection

The session closes with guidance on segmenting your SMS list for better relevance, the compliance requirements that govern cannabis SMS marketing, and how to evaluate SMS platforms built for cannabis operators.

Frequently Asked Questions

[ {What is SMS marketing for cannabis dispensaries?}

SMS marketing for cannabis dispensaries is the practice of sending promotional and informational text messages directly to customers who have opted in to receive communications from your dispensary. These messages typically include promotions, new product announcements, event invitations, loyalty reward updates, and flash sales. SMS is particularly effective for cannabis dispensaries because of its extremely high open rate - over 90 percent - and its ability to drive immediate action on the day a message is sent.

{Is SMS marketing legal for cannabis dispensaries?}

SMS marketing for cannabis dispensaries is legal when conducted in compliance with the Telephone Consumer Protection Act (TCPA), which requires prior written consent from all subscribers, clear opt-out instructions in every message, and honoring opt-out requests immediately. Cannabis dispensaries must also comply with state-specific cannabis advertising regulations that apply to digital channels, which vary by state. Using an SMS platform that has specific cannabis compliance features and maintains proper documentation of subscriber consent is essential for operating a compliant program.

{What makes a good cannabis SMS message?}

Good cannabis SMS messages are short, specific, and action-oriented. They clearly state the offer or information, create a reason to act now (through time-limited promotions or specific product callouts), and include a direct link to your online menu or a relevant landing page. The best cannabis SMS messages feel personal and relevant rather than generic - which is why segmentation improves performance. A message about a product category a customer has purchased before performs significantly better than a generic store-wide promotion.

{How do I reduce SMS opt-outs for my dispensary?}

Reduce SMS opt-outs by maintaining reasonable message frequency (typically two to four times per month), ensuring every message delivers genuine value, segmenting your list so messages are relevant to each subscriber's interests and purchase history, and varying your content mix between promotions and genuinely useful information like new product arrivals or educational content. Opt-out rates spike when subscribers feel they are receiving too many messages or messages that are not relevant to them. Treating each message as an opportunity to deliver value rather than just drive a transaction builds the list health over time.

{What SMS platforms work best for cannabis dispensaries?}

The best SMS platforms for cannabis dispensaries have cannabis-specific compliance features, integrate with your point-of-sale system and loyalty program, support subscriber segmentation based on purchase history and demographics, and provide delivery reporting and opt-out management. Several SMS platforms specialize in cannabis retail and offer these features alongside integrations with major cannabis POS systems. When evaluating platforms, prioritize compliance infrastructure, integration capabilities, and segmentation depth over message cost per send. ]

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Revenue, Regret, Repeat: Escaping the Discount Spiral

10/9 | 11am PST | 2pm EST

Episode 3: Cannabis Price Wars: Escaping the Discount Death Spiral

The cannabis industry has been trapped in a cycle of discounting, racing to the bottom with steeper promos that shrink margins and train customers to buy only when prices drop. But there’s a smarter way forward. This session isn’t just about numbers, it’s about how to turn those signals into strategy.Β 

We’ll be joined by Dennis O’Malley, Cannabis Industry Executive and Former CEO of Caliva, one of the first cannabis brands to pioneer omnichannel retail. He’ll share hard-won lessons from growing Caliva in one of the most competitive markets in the world, including how to navigate pricing pressure, when to use promotions strategically, and how to create value beyond price.

Whether you’re a dispensary tired of shrinking margins or a brand looking to hold the line on value, this conversation offers the roadmap to pull back strategically and profitably.

What You’ll Learn:

  • Founder Insights: How Caliva scaled in California without leaning on deep discounts.
  • Smarter Promotions: How to design offers that drive retention, upsell, and loyalty instead of margin loss.
  • Strategic Playbook: A framework for repositioning your brand so customers see value and are willing to pay for it.

If you’ve been looking for a way out of the discount race but aren’t sure how to pivot without taking a hit, this session is for you. You’ll walk away with practical strategies used by the best in cannabis and CPG to grow sustainably.

Speakers