Account Executive (Northeast)

Hi there!

We're Sweed , a product-driven startup building an all-in-one cannabis retail platform . We’re looking for an Account Executive to help us grow our presence across the Northeast.

About Us

At Sweed , we’re reimagining how cannabis retailers operate. Our enterprise-grade platform combines POS, eCommerce, Marketing, Analytics, and Inventory Management into a single, seamless solution—eliminating the need for multiple third-party tools.

We believe in simplicity, efficiency, and innovation . That’s why we build for scalability and performance , making life easier for cannabis retailers while driving real business growth.

Why We’re Doing This

At Sweed , we believe in the medicinal potential of cannabis . It has been shown to help with chronic pain, anxiety, depression, and many other conditions. Despite the lingering stigma, we see cannabis as a powerful tool for improving lives .

The industry is evolving rapidly , and we’re here to drive that transformation—making cannabis retail more efficient, accessible, and customer-friendly .

Where We Are Now

We’ve been on the market for 7 years , continuously growing and refining our product.

Our focus is on earning customer trust , which means constantly improving our delivery processes and rolling out new features . At the same time, we navigate the complex legal landscape of the cannabis industry, ensuring our platform remains compliant and future-proof.

Team Structure

Our total team size is over 200 people .

The development team is distributed globally and organized into cross-functional product teams . These teams typically consist of 8–12 members, including front-end and back-end developers, QA specialists, and analysts.

Meanwhile, our CEO, sales, account management, and customer success teams are based in the USA , working closely together to align product development with business and customer needs.

About the Role

The Account Executive will own the full sales cycle for new dispensary customers and locations within an assigned Northeast territory.

This is a true 360 sales role with a strong focus on net-new business. You’ll be responsible for generating pipeline, developing relationships, conducting discovery, demonstrating the product, building a business case, negotiating contracts, and closing new customers.

You’ll receive support from sales leadership and partner closely with Marketing, Product, Customer Success, and Implementation. However, this is not a role where a complete pipeline is handed to you. Successful AEs at Sweed are comfortable creating their own momentum through outbound prospecting, events, referrals, and territory development.

Sweed is a premium challenger product . We’re looking for someone who can demonstrate value through business outcomes and ROI—not someone who depends primarily on relationships or discounting to close business.

Our customers range from independent dispensaries to multi-state operators, with our core segment typically consisting of cannabis retailers with approximately 10–40 locations . Deal sizes can range from approximately $25K to $250K+ in annual SaaS value , with an average sales cycle of around three months.

Success in this role is measured through closed ARR, onboarded door count, pipeline generation, territory growth, and forecast accuracy .

What You’ll Be Working On

Developing and executing a territory plan focused on high-potential cannabis retailers and multi-location operators

Generating new pipeline through outbound prospecting, industry events, referrals, partnerships, and local relationship-building

Maintaining at least 4x quota pipeline in HubSpot, with clear next steps for every active opportunity

Building relationships with dispensary owners, operators, retail leaders, finance teams, and executive decision-makers

Conducting discovery to understand each customer’s technology, operational challenges, business priorities, and reasons for considering a change

Delivering tailored product demonstrations that connect Sweed’s capabilities to the customer’s specific needs

Building ROI-focused business cases that demonstrate financial and operational value

Explaining why a customer should switch platforms, why they should act now, and what maintaining the status quo may be costing them

Positioning Sweed as a premium, outcome-driven solution rather than competing primarily through price

Navigating multi-stakeholder buying processes across retail, operations, finance, technology, and executive teams

Negotiating pricing and commercial terms while protecting the long-term value of the partnership

Managing the sales process from initial outreach through contract execution and customer handoff

Maintaining accurate deal stages, notes, action plans, and forecasts in HubSpot

Providing weekly commit, best-case, and upside forecasts

Partnering with Marketing, Product, Customer Success, and Implementation on campaigns, strategic deals, and customer launches

Sharing customer feedback, market trends, and competitive intelligence to help improve our product and go-to-market strategy

Representing Sweed at customer meetings, industry events, regional roadshows, and other territory activities

What We’re Looking For

3+ years of quota-carrying B2B 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 SaaS, fintech, POS, payments, restaurant technology, retail technology, eCommerce, or another consultative business solution

Ability to connect product capabilities to measurable financial and operational outcomes

Experience selling through value and ROI 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 CRM

Familiarity with structured qualification and sales methodologies such as BANT, MEDDICC, Sandler, or Challenger

Strong communication skills and high emotional intelligence

Ability to build natural, credible customer relationships without sounding overly corporate

Comfort working independently in a fast-moving environment where processes are still developing

A proactive, accountable, and outcome-oriented approach to sales

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

Nice to Have

Experience selling cannabis technology or working directly with dispensary operators

An established network within Northeast cannabis markets

Experience selling POS, payments, eCommerce, 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

What Success Looks Like

You develop a clear territory plan and begin building key relationships during your first 90 days

You create new opportunities consistently rather than waiting for leads to be assigned

You understand the pipeline coverage and activity required to achieve your target

Your opportunities move forward with clear next steps, identified stakeholders, and a compelling business case

Your discovery and demonstrations focus on customer outcomes rather t