Enablement Director

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.

We believe cannabis retailers deserve technology that makes running their businesses easier and serves their customers better.

The industry is evolving rapidly. We’re here to support that growth by making cannabis retail more efficient, accessible, and customer-friendly.

We’ve been on the market for seven years, continuously growing and refining our product. Our focus is on earning customer trust through better delivery, new capabilities, and a platform built for the complexities of cannabis retail.

As we grow, we’re bringing enablement across Sales, CX, and Support under one owner. We have existing tools, content, onboarding, and certification programs to build on. Your opportunity is to connect those pieces, address gaps, and establish consistent standards for learning and readiness across the organization.

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

You’ll report to the VP of Growth & RevOps and work closely with Sales, CX, Support, Product, and Product Marketing. You’ll lead the enablement function, coordinate existing onboarding resources, and partner with managers to turn assessment findings into practical coaching.

This is a full-time, remote, US-based position. Eastern or Central time is preferred to support close collaboration with our teams. Occasional travel may be needed for customer visits, industry events, or team collaboration.

Your first priority will be to understand how our teams work, assess existing programs, and identify where enablement needs to improve.

During your first three months, you’ll be expected to:

• Assess onboarding, training, content, and learning needs across Sales, CX, and Support.

• Agree on priorities and measurable outcomes with RevOps and team leaders.

• Extend existing certification programs and scorecards, clarify standards, and establish a regular assessment cadence.

• Begin closing the highest-priority gaps through practical training and playbooks.

• Establish a consistent process for product education and release communication.

• Evaluate our current LMS capabilities and recommend a plan for the platform, learning paths, and reporting.

• Put a clear plan in place to improve role-specific onboarding and reinforce certification requirements.

As these foundations develop, we’ll expect measurable improvements in employee readiness, ramp time, and the quality of customer conversations. You’ll work with leaders to connect these improvements to relevant sales and customer outcomes.

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    Competitive compensation.

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    Medical, dental, vision, and additional health insurance options.

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    Paid parental leave.

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    Generous PTO and paid company-observed holidays.

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    A remote work environment with occasional travel.

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    Ownership of enablement across three customer-facing teams, with significant autonomy over program design and structure.

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    Close collaboration with leadership, Product, and RevOps, with a direct opportunity to see your work improve team performance.

1. Recruiter Call — Discuss your experience, expectations, and interest in the role, and learn more about Sweed.

2. Interview with our VP of Growth & RevOps — Explore the programs you’ve personally built and scaled, your approach to Sales enablement, and how you measure results.

3. Interview with the VP of CS — Discuss CX and Support enablement, product education, LMS experience, and how you would address the needs of different customer-facing roles.