About this role
About Sweed
Sweed is a product-driven SaaS company on a mission to “shatter the myth that cannabis software is always the best of the worst” by giving retailers an all-in-one platform that combines POS, payments, e-commerce, marketing, analytics and inventory management. Founded in 2018, the team of ~250 operates remotely across the US and internationally, serving single-store operators through multi-state enterprises with compliant, automation-first tools.
Role Summary – Account Executive (AE)
Reporting to the Vice President of Success, the AE owns the full sales cycle for net-new and existing dispensary locations in a defined region (Southern California). Success is measured on closed ARR and door-count targets monthly supported by a best-in-class commission plan.
Key Responsibilities
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Pipeline Generation
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Prospect, sequence, and qualify 12+ new dispensary accounts each week through targeted outbound, regional events, and partner referrals.
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Build and maintain ≥ 4× quota pipeline coverage in HubSpot, ensuring every prospect has a documented next step.
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Deal Execution
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Lead discovery, ROI-focused demos, and multi-threaded negotiations for SMB opportunities, tailoring value props to each stakeholder.
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Structure and close bundled contracts (POS, payments, text-messaging) in PandaDoc, maximizing ACV while protecting margin and compliance.
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Forecast & Governance
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Keep deal stages, close dates, and action plans current in HubSpot; submit a weekly commit forecast with clear upside, best-case, and commit numbers.
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Achieve ≥ 95 % CRM hygiene and deliver consistent 30-60-90-day forecast accuracy for executive reporting.
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Cross-Functional Alignment
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Partner with Marketing, Product, and Customer Success on regional campaigns, pilots, and upsell plays, sharing competitive intel and win-loss insights.
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Co-develop account strategies that lift cross-sell rates and expansion ARR, hitting joint KPIs for adoption and retention.
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Voice of Customer & Continuous Improvement
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Capture product feedback, compliance hurdles, and market trends in a structured VOC log; present findings in quarterly reviews to influence roadmap.
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Contribute to iterative refinement of sales playbooks, demo scripts, and onboarding materials, ensuring best practices scale with team growth.
Required Qualifications
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3+ years quota-carrying B2B SaaS or retail-tech sales with a history of ≥100 % attainment
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Working knowledge of cannabis retail operations and state compliance rules
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Proficiency with HubSpot CRM, virtual demo tools and BANT or similar methodology
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Comfortable with 40%+ travel to dispensary sites, trade shows and regional events
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Excellent consultative presentation, negotiation and written communication skills
Preferred Qualifications
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Experience selling POS, payments or fintech solutions to regulated industries
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Prior success in high-growth startup environments (0 → $50 M ARR)
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Existing network of decision-makers in cannabis markets
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Familiarity with integrations and retail data analytics tools
Benefits & Comp
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Lucrative variable plan
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Remote-first flexibility
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Medical, dental, vision, life & disability insurance options
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Generous PTO, paid company holidays and paid parental leave
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Career growth path to Senior AE / Regional Sales Manager as Sweed scales