Requirements and responsibilities
About SweedSweed is a SaaS company focused on product excellence. We have developed the premier technology platform for Cannabis retailers, dedicated to creating a retail operating system capable of rivaling the top mainstream POS solutions.We provide dispensaries and multi-state operators with DOS, a Dispensary Operating System, which is an all-in-one platform that combines POS, payments, e-commerce, marketing, analytics, inventory management, delivery, and automation into a single solution.Founded in 2018, Sweed is a remote-first company of ~250 employees serving cannabis retailers all across the US. As we continue to expand our market presence, we're looking for ambitious sales professionals who thrive in fast-paced environments and enjoy building relationships, creating opportunities, winning business, and being part of growing a world-class SaaS company.About the RoleReporting to the Vice President of Sales, the Account Executive owns the full sales cycle for net-new and existing dispensary locations within an assigned territory.This is a true 360 sales role: You'll be responsible for generating pipeline, building relationships, developing the business case for Sweed, running discovery and demos, negotiating contracts, and closing new business. You have full responsibility for the above with full managerial & organizational support on each of these elements.Success in this role is measured through closed ARR, onboarded door-count targets, pipeline generation, territory growth, and forecast accuracy.We're looking for someone who can successfully sell a premium product through value, ROI, and business outcomes—not simply through relationships or discounting.What You'll DoPipeline GenerationProspect and qualify new dispensary accounts via outbound activity, events, and referralsMaintain ≥4x quota pipeline in HubSpot with clear next steps for every prospectConsistently generate new opportunities while advancing active dealsCreate territory plans to target high-potential market operatorsCultivate relationships with key cannabis retail stakeholdersDeal ExecutionLead discovery, ROI-focused demos, and complex negotiations with decision-makersClose bundled SaaS contracts covering POS, payments, and e-commerceBuild business cases proving operational and financial valuePosition Sweed as a premium, outcome-driven solutionNavigate multi-stakeholder buying processes across retail and executive teamsForecast & Pipeline ManagementManage accurate deal stages and action plans in HubSpotSubmit weekly forecasts with commit, best-case, and upside projectionsEnsure high CRM hygiene and consistent forecast accuracyMonitor funnel metrics and overall pipeline healthCross-Functional CollaborationPartner with Marketing, Product, and Success teams on campaigns and strategic dealsShare market insights, customer feedback, and competitive intelligenceSupport regional growth and account expansion initiativesVoice of Customer & Continuous ImprovementCapture trends and feedback to influence product and GTM strategyRefine sales playbooks and value-selling frameworksWhat We're Looking For3+ years of quota-carrying B2B sales experience with a proven track recordProficiency in full-cycle sales, from prospecting to closingExperience in SaaS, fintech, or retail technologyAbility to articulate ROI and business impact to stakeholdersSkilled in HubSpot, virtual demos, and BANT methodologiesExcellent communication skills and high emotional intelligenceWillingness to travel for regional events and meetingsPreferred QualificationsCannabis industry or retail technology experienceSuccess selling premium products in high-growth startup environmentsEstablished network within cannabis marketsTravelRequires 25–50% regional travel for customer meetings and industry events.Why Join Sweed?Competitive base salary plus uncapped commissionRemote-first flexibility with comprehensive health benefitsGenerous PTO and parental leaveClear career path into leadership as we scaleWhat Success Looks LikeBy 90 days, you will have established a pipeline and key relationships. By 6 months, you will be closing business and hitting ARR targets. Top performers are proactive, accountable, and outcome-oriented.
Optionally, you can add more information later (benefits, pre-screening questions, etc.)