Sweed
Retail cannabis POS, e-commerce, analytics platform
Account Executive
Residence within the Northeast territory is required, ideally New York, New Jersey, or Connecticut. Travel is approximately 25–50%.
About the job
- 3+ years of quota-carrying business-to-business sales experience with a demonstrated track record of success.
- Full-cycle sales experience, including prospecting, discovery, demonstrations, proposals, negotiation, and closing.
- Experience generating a meaningful portion of your own pipeline.
- Experience selling software as a service, financial technology, point-of-sale systems, payments, restaurant technology, retail technology, electronic commerce, or another consultative business solution.
- Ability to connect product capabilities to measurable financial and operational outcomes.
- Experience selling through value and return on investment rather than relying primarily on relationships or discounting.
- Confidence communicating with business owners, operators, and executive stakeholders.
- Experience navigating multi-stakeholder sales processes and complex negotiations.
- Strong understanding of quota, conversion rates, pipeline coverage, sales cycles, and forecasting.
- Experience managing pipeline and sales activity through HubSpot, Salesforce, or another customer relationship management system.
- Familiarity with structured qualification and sales methodologies such as BANT, MEDDICC, Sandler, or Challenger.
- Residence within the Northeast territory, ideally New York, New Jersey, or Connecticut.
- Willingness to travel approximately 25–50% for customer meetings, industry events, and regional activity.
- Develop and execute a territory plan focused on high-potential cannabis retailers and multi-location operators.
- Generate new pipeline through outbound prospecting, industry events, referrals, partnerships, and local relationship-building.
- Maintain at least 4x quota pipeline in HubSpot, with clear next steps for every active opportunity.
- Build relationships with dispensary owners, operators, retail leaders, finance teams, and executive decision-makers.
- Conduct discovery to understand each customer’s technology, operational challenges, business priorities, and reasons for considering a change.
- Deliver tailored product demonstrations that connect Sweed’s capabilities to the customer’s specific needs.
- Build return-on-investment-focused business cases that demonstrate financial and operational value.
- Explain why a customer should switch platforms, why they should act now, and what maintaining the status quo may be costing them.
- Position Sweed as a premium, outcome-driven solution rather than competing primarily through price.
- Navigate multi-stakeholder buying processes across retail, operations, finance, technology, and executive teams.
- Negotiate pricing and commercial terms while protecting the long-term value of the partnership.
- Manage the sales process from initial outreach through contract execution and customer handoff.
- Maintain accurate deal stages, notes, action plans, and forecasts in HubSpot.
- Provide weekly commit, best-case, and upside forecasts.
- Partner with Marketing, Product, Customer Success, and Implementation on campaigns, strategic deals, and customer launches.
- Share customer feedback, market trends, and competitive intelligence to help improve the product and go-to-market strategy.
- Represent Sweed at customer meetings, industry events, regional roadshows, and other territory activities.
- Experience selling cannabis technology or working directly with dispensary operators.
- An established network within Northeast cannabis markets.
- Experience selling point-of-sale systems, payments, electronic commerce, loyalty, marketing, or retail operations software.
- Experience working with multi-location retail or restaurant groups.
- Success selling a premium or challenger product against larger incumbents.
- Experience working in a startup or high-growth technology company.
- A combination of inside and outside sales experience.
- Experience building a territory or introducing a product into a new market.
About the company
Sweed offers a single, cloud-based platform for retail cannabis that combines point-of-sale, e-commerce, delivery, analytics, marketing, loyalty, and inventory management under a subscription. Retailers manage in-store and online sales, delivery logistics, marketing campaigns, customer loyalty, and stock across multiple locations from centralized dashboards. The integrated toolkit reduces the need for separate programs, lowering overhead and simplifying operations while providing actionable data insights. Sweed’s goal is to help cannabis retailers run more efficiently, engage customers, and grow sales with a cohesive system designed for storefronts.
Company Size
11-50
Company Stage
Acquired
Total Funding
$500K
Headquarters
Burbank, California
Founded
2017
Get referred to Sweed
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Simplify's Take
What believers are saying
- August 2026 Public API launch expands enterprise demand for custom dispensary storefronts.
- August 2026 Smart Surveys add Google reviews, strengthening local search and reputation loops.
- Q1 2026 loyalty data proves Sweed drives 89% of revenue from members, aiding sales.
What critics are saying
- Google and Meta still block cannabis ads, trapping Sweed customers inside first-party channels.
- Q1 2026 activation fell to 23.9% and first redemption to 6.6%, hurting retention.
- Headless APIs invite competitors like Dutchie and Jane to commoditize storefront software by 2027.
What makes Sweed unique
- Sweed unifies POS, eCommerce, delivery, loyalty, and payments for dispensaries.
- Its headless Public API lets retailers build custom storefronts while keeping Sweed commerce logic.
- Sweed publishes proprietary cannabis loyalty benchmarks from 2.1 million shoppers and $452.5 million revenue.
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Benefits
Flexible Work Hours
Remote Work Options
Health Insurance
Paid Vacation
Paid Sick Leave
Company News
Cannabis loyalty's hidden leak: retailers seek greater engagement. * By: Wise Marketer Staff * Posted on July 14, 2026 New research from Sweed shows members drive 89% of revenue, but most never redeem a reward. For cannabis retailers, the marketing playbook that most consumer brands take for granted simply doesn't exist. Google and Meta continue to bar cannabis advertising outright, leaving dispensaries with no paid search, no paid social, and none of the retargeting infrastructure that other retail categories lean on to acquire and re-engage customers. What's left is first-party data: email lists, loyalty programs, and whatever a retailer can build directly with the customers already walking through its doors. That constraint has turned loyalty programs into something closer to a dispensary's entire marketing department than a side perk. New research from Sweed, a dispensary operating system provider, puts a number on just how much weight those programs are carrying - and exposes a costly gap in how well most operators are using them. Loyalty already drives the business. Sweed's Q1 2026 benchmark, drawn from a dataset of 2.1 million active shoppers, 1.72 million loyalty members, and $452.5 million in revenue across participating dispensaries, found that loyalty members represented 81.7% of active customers but generated 89.4% of total revenue. Members spent 1.9 times more per customer, visited 1.7 times more often, and posted a repeat buyer rate of 59.7%, versus just 24.1% for non-members. The gap widens further on the communication side, where owned channels matter most. Loyalty members had an 81.3% email reach, compared with 26.2% for non-members, and were roughly 28 times more likely to open a marketing email - a 28.2% open rate against non-members' 1.0%. Enrollment, in other words, is not the problem. More than four out of five active buyers are already loyalty members, and that penetration held steady even as the active customer base grew by more than 31% quarter over quarter. Rocco Del Priore, Co-Founder and President of Sweed, explained, "Historically, many retailers treated loyalty as a simple sign-up program. Operators became very good at enrolling members because that part is easy, but the technology available was quite limiting and didn't give them the tools needed to drive activation. Getting customers to come back, earn, redeem and stay engaged requires a customizable tool that lets operators easily set up tiers, define how customers move through those tiers and use built-in engagement mechanics to keep customers active after sign-up." Where the program breaks down. The trouble starts right after sign-up. New enrollments grew by approximately 34.7% in Q1, adding roughly 393,000 more members than the prior quarter. But the activation rate - the share of newly enrolled members who complete their first earn event - fell from 31.8% to 23.9%. First redemption rates were hit even harder, dropping from 13.2% to 6.6%, roughly cut in half quarter over quarter. Put in absolute terms, Q1 added nearly 400,000 more enrollments than Q4, yet only about 4,600 additional members ever activated. Retailers are filling the top of the funnel faster than ever; they're just not converting that volume into engaged members. There is a silver lining buried in the data: members who did activate or redeem moved noticeably faster. Average time to first earn dropped from 24.3 days to 6.3 days, and time to first redemption fell from 55.1 days to 22.1 days. The engaged members are getting to value quicker than ever - it's the shrinking share who ever get there at all that's the concern. A different problem than discounting. What does Sweed see that operators get wrong in program design? Del Priore says "Most loyalty programs are built around one mechanic of earning points with every purchase. Points are important, but by themselves, they are not enough to keep customers engaged over time. The most effective loyalty programs build on top of points with tiers, challenges, personalized rewards, referrals, exclusive offers and an option to offer cash back as a reward. Customers consistently respond better to guaranteed value they can see and use immediately than to the chance of winning something down the line. Operators tend to shy away from cash back rewards because they assume it erodes margin, but that's a design problem, not a reason to avoid it." Many operators still treat retention as a discounting exercise, layering promotions on top of a loyalty tier structure to keep customers coming back. The Sweed data suggests that's not where the leverage actually sits. The findings point instead to onboarding and activation: getting a newly enrolled customer to their first meaningful interaction with the program - a first earn, a first reward redeemed - before they lose interest or forget the program exists. What comes next. In response to its own findings, Sweed has rolled out a new loyalty framework aimed squarely at the post-enrollment gap: tier-based progression with automated movement between levels, gamified challenges designed to drive repeat visits, and more flexible reward mechanics - cashback, sign-up bonuses, birthday rewards - that give operators more levers than a flat points system typically allows. The newly launched loyalty product was built to give operators the tools to convert enrollment into real engagement, a further investment in a program that was already leading the industry. The broader signal for the category is one of maturity. Cannabis retailers already spent years figuring out how to build loyalty programs that people join. The next competitive edge will belong to those who figure out how to get members to actually use them - because in a channel where there's no paid media fallback, an unredeemed loyalty account isn't a neutral outcome. It's a marketing dollar with nowhere left to go.
Sweed, a cannabis retail management platform, has released Q1 2026 benchmark data showing that whilst loyalty members generate 89% of dispensary revenue, fewer than one in four new members earn their first loyalty point and just 6.6% reach their first redemption. The data, based on 2.1 million cannabis shoppers and $452.5 million in retail revenue, suggests dispensaries face an engagement problem rather than a pricing issue. Loyalty members represent 81.7% of active customers and purchase at more than twice the rate of non-members, with enrollment growing approximately 35% year over year. However, most newly enrolled customers never activate rewards. Sweed's loyalty and marketing suite, built across its dispensary operating system, offers progressive tier-based rewards, gamified challenges and omnichannel synchronisation to address the engagement gap.
LeafLink has acquired Leaf Trade, enhancing its cannabis wholesale platform to support nearly $9 billion in annual GMV. The acquisition aims to streamline technology tools for cannabis operators, offering B2B marketplace tools, business banking, payment options, data insights, and more. LeafLink will integrate Leaf Trade's platform to serve a wide range of cannabis businesses, from small brands to MSOs, while maintaining current operations during the integration process.