VP of Sales - Sweed

A best-in-class platform. A market to win. We’re hiring a VP of Sales.

We’re Sweed, and we bring everything cannabis retailers need into one platform. Now we’re looking for a sales leader with the ambition to match—to lead the team, win customers, and help us set the standard for cannabis retail.

You’ll join a business with an established product, existing customers, and an active pipeline. Working directly with our CEO, you’ll build the structure, coaching, and execution that make the team consistently successful—with the opportunity to expand your leadership scope as you deliver results.

About Us

At Sweed, we’re reimagining how cannabis retailers operate. Our enterprise-grade platform combines POS, eCommerce, Marketing, Analytics, and Inventory Management into a single, seamless solution—eliminating the need for multiple third-party tools.

We build for simplicity, scalability, and performance, making life easier for cannabis retailers while helping them grow their businesses.

Team Structure

We’re a global team of over 250 people. Our development organization operates in cross-functional product teams, while our CEO, account management, and customer success teams are based in the United States.

You’ll report directly to our CEO and lead the sales team’s day-to-day execution and performance. You’ll work closely with our VP of Strategy on business development and relationships, and with our VP of RevOps on reporting, forecasting, and sales operations.

What This Role Entails

• Sales Leadership & Execution — Turn company priorities into clear plans, ownership, and action. Stay close to the team and its opportunities, remove blockers, and follow through on commitments.
• Sales Team Management — Manage and coach account executives, set clear expectations, and help each rep improve through regular one-to-ones, deal reviews, and practical feedback.
• Product & Customer Understanding — Learn our product, spend time with retailers, and understand their operating challenges. Use those insights to sharpen the team’s pitch and approach to selling.
• Process & Playbook Ownership — Build, document, and reinforce repeatable processes from prospecting and qualification through close and handoff to onboarding.
• KPI & Reporting Cadence — Partner with RevOps to run weekly pipeline reviews, forecast calls, and performance reporting. Make sure leadership receives timely updates with clear actions when results fall short.
• Deal Desk & Commercial Discipline — Help the team advance opportunities while following standard deal terms and approval workflows.
• Cross-Functional Accountability — Coordinate with marketing, partnerships, enterprise sales, and customer success so opportunities move forward with clear ownership and effective handoffs.
• Sales Planning & Talent Development — Help develop the 2027 sales plan, quotas, and resource needs. Assess team capabilities, recruit where needed, and develop future sales leaders.

What Professional Skills Are Important for Us?

• Sales Leadership Experience — 5+ years in sales leadership, with a track record of managing and developing account executives and improving team results.
• Operational Rigor — A structured approach to building sales processes, establishing accountability, and making sure plans translate into action.
• Hands-On Coaching — The ability to identify why a rep or deal is struggling and provide specific guidance that improves execution.
• Reporting & Forecasting Fluency — Confidence owning pipeline reviews, forecast accuracy, and KPI reporting.
• CRM & Sales Tech Proficiency — Hands-on experience with Salesforce, HubSpot, or a comparable CRM.
• Industry Understanding — Cannabis experience is strongly preferred. Also open to leaders from POS, retail technology, or adjacent markets.

What We Offer

• Competitive base salary plus a performance-based variable compensation plan.
• Medical, dental, vision, and additional health insurance options.
• Paid parental leave.
• Generous PTO and paid company-observed holidays.
• A remote work environment, with travel for customer visits, industry events, and team collaboration.