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, enjoy building relationships, creating opportunities, winning business, and contributing to a world-class SaaS company. The Account Executive role is a full sales cycle position for net-new and existing dispensary locations within an assigned territory, reporting to the Vice President of Sales. Success is measured by closed ARR, onboarded door-count targets, pipeline generation, territory growth, and forecast accuracy. The role requires selling a premium product through value, ROI, and business outcomes.

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
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