Account Executive (MD и PA)

Position Overview

• Location Type: Remote
• Job Type: Full-Time
• Salary: Not specified

Sweed is a product-driven SaaS company aiming to provide an all-in-one platform for cannabis retailers, integrating POS, payments, e-commerce, marketing, analytics, and inventory management. Founded in 2018, the company has approximately 200 remote employees across the US and internationally.

Role Summary – Account Executive (AE)

Reporting to the Vice President of Strategic Accounts, the AE will be responsible for the full sales cycle for new and existing dispensary locations within a defined region, initially focusing on Maryland and Pennsylvania. Success will be measured by closed ARR and door-count targets, supported by a competitive commission plan.

Key Responsibilities

• Pipeline Generation:
  • Prospect, sequence, and qualify at least 12 new dispensary accounts weekly through outbound efforts, regional events, and partner referrals.
  • Build and maintain a pipeline coverage of 4x quota in HubSpot, ensuring documented next steps for all prospects.
• Deal Execution:
  • Lead discovery calls, ROI-focused demos, and multi-threaded negotiations for SMB opportunities, tailoring value propositions to each stakeholder.
  • Structure and close bundled contracts (POS, payments, text-messaging) in PandaDoc, optimizing ACV while ensuring margin and compliance.
• Forecast & Governance:
  • Maintain up-to-date deal stages, close dates, and action plans in HubSpot.
  • Submit a weekly commit forecast with clear upside, best-case, and commit numbers.
  • Achieve at least 95% CRM hygiene and maintain consistent 30-60-90-day forecast accuracy for executive reporting.
• Cross-Functional Alignment:
  • Partner with Field Marketing, Product, and Customer Success on regional campaigns, pilots, and upsell plays, sharing competitive intelligence and win-loss insights.
  • Co-develop account strategies to increase cross-sell rates and expansion ARR, meeting joint KPIs for adoption and retention.
• Voice of Customer & Continuous Improvement:
  • Capture product feedback, compliance challenges, and market trends in a structured VOC log; present findings in quarterly reviews to influence the product roadmap.
  • Contribute to the iterative refinement of sales playbooks, demo scripts, and onboarding materials to ensure best practices scale with team growth.

Required Qualifications

• 3+ years of quota-carrying B2B SaaS or retail-tech sales experience with a history of 100%+ attainment.
• Working knowledge of cannabis retail operations and state compliance regulations.
• Proficiency with HubSpot CRM, virtual demo tools, and BANT or similar sales methodologies.
• Comfortable with 75%+ travel to dispensary sites, trade shows, and regional events.
• Excellent consultative presentation, negotiation, and written communication skills.

Preferred Qualifications

• Experience selling POS, payments, or fintech solutions to regulated industries.
• Prior success in high-growth startup environments (0 → $50M ARR).
• Existing network of decision-makers in cannabis markets.
• Familiarity with integrations and retail data analytics tools.

Benefits & Compensation

• Lucrative variable compensation plan.
• Remote-first flexibility.
• Medical, dental, vision, life, and disability insurance options.
• Generous Paid Time Off (PTO), paid company holidays, and paid parental leave.
• Career growth opportunities to Senior AE / Regional Sales Manager as Sweed scales.