[Remote] Account Executive - Midwest
Note: The job is a remote job and is open to candidates in USA. Sweed is a SaaS company focused on product excellence for cannabis retailers, developing a comprehensive retail operating system. The Account Executive will manage the full sales cycle for dispensary locations, including generating pipeline, building relationships, and closing contracts while collaborating with various teams to drive growth.
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
Skills
- 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
- Cannabis industry or retail technology experience
- Success selling premium products in high-growth startup environments
- Established network within cannabis markets
Benefits
- Competitive base salary plus uncapped commission
- Remote-first flexibility with comprehensive health benefits
- Generous PTO and parental leave
- Clear career path into leadership as we scale
Company Overview