About The Position

Sweed is a SaaS company focused on product excellence, offering a premier technology platform for Cannabis retailers. Their Dispensary Operating System (DOS) is an all-in-one solution combining POS, payments, e-commerce, marketing, analytics, inventory management, delivery, and automation. Founded in 2018, Sweed is a remote-first company with approximately 250 employees serving cannabis retailers across the US. They are seeking ambitious sales professionals to expand their market presence, focusing on individuals who thrive in fast-paced environments and enjoy building relationships, creating opportunities, winning business, and contributing to the growth of a world-class SaaS company. This role reports to the Vice President of Sales and involves owning the full sales cycle for net-new and existing dispensary locations within an assigned territory. It's a comprehensive sales position responsible for generating pipeline, building relationships, developing business cases, conducting discovery and demos, negotiating contracts, and closing new business. The role offers full managerial and organizational support. Success will be measured by closed ARR, onboarded door-count targets, pipeline generation, territory growth, and forecast accuracy. The ideal candidate will be able to sell a premium product based on value, ROI, and business outcomes, rather than solely through relationships or discounting.

Requirements

  • 3+ years of quota-carrying B2B sales experience with a proven track record
  • Proficiency in full-cycle sales, from prospecting to closing
  • Experience in SaaS, fintech, or retail technology
  • Ability to articulate ROI and business impact to stakeholders
  • Skilled in HubSpot, virtual demos, and BANT methodologies
  • Excellent communication skills and high emotional intelligence
  • Willingness to travel for regional events and meetings

Nice To Haves

  • Cannabis industry or retail technology experience
  • Success selling premium products in high-growth startup environments
  • Established network within cannabis markets

Responsibilities

  • Prospect and qualify new dispensary accounts via outbound activity, events, and referrals
  • Maintain ≥4x quota pipeline in HubSpot with clear next steps for every prospect
  • Consistently generate new opportunities while advancing active deals
  • Create territory plans to target high-potential market operators
  • Cultivate relationships with key cannabis retail stakeholders
  • Lead discovery, ROI-focused demos, and complex negotiations with decision-makers
  • Close bundled SaaS contracts covering POS, payments, and e-commerce
  • Build business cases proving operational and financial value
  • Position Sweed as a premium, outcome-driven solution
  • Navigate multi-stakeholder buying processes across retail and executive teams
  • Manage accurate deal stages and action plans in HubSpot
  • Submit weekly forecasts with commit, best-case, and upside projections
  • Ensure high CRM hygiene and consistent forecast accuracy
  • Monitor funnel metrics and overall pipeline health
  • Partner with Marketing, Product, and Success teams on campaigns and strategic deals
  • Share market insights, customer feedback, and competitive intelligence
  • Support regional growth and account expansion initiatives
  • Capture trends and feedback to influence product and GTM strategy
  • Refine sales playbooks and value-selling frameworks

Benefits

  • Competitive base salary plus uncapped commission
  • Remote-first flexibility
  • Comprehensive health benefits
  • Generous PTO
  • Parental leave
  • Clear career path into leadership
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