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Enablement Director

Sweed · Remote · US-based

Posted by Sweed on their careers site · View the original posting

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The posting, as Sweed wrote it

A strong product. Three customer-facing teams. Scale the enablement that connects them.

Hi there!

We’re Sweed, a product-driven company building an all-in-one cannabis retail platform. We’re looking for an Enablement Director to help our Sales, Customer Experience (CX), and Support teams understand our product, communicate its value, and put that knowledge into practice.

You’ll own onboarding and ongoing enablement across all three teams. You’ll develop role-specific training, turn product updates into practical materials, and use real customer conversations to identify where people need support.

This is a hands-on leadership role with ownership of the function and significant autonomy over how it develops. You’ll set priorities, create content, deliver training, and strengthen programs that improve how our teams work with customers.

About Sweed

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.

Our mission

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.

Where we are today

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.

The team and your role

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.

What you’ll own

  • Onboarding & Ramp — Own onboarding from day one through readiness to work independently. Build role-specific plans for Sales, CX, and Support, with

[…]
ms changed behavior or improved results, supported by clear metrics.

  • Cross-Functional Leadership — The ability to align stakeholders, make priorities clear, and move work forward across departments.
  • Comfort with Building and Change — You can set direction and deliver the work yourself, using existing resources while improving how things are done.

Cannabis industry experience is not required. Curiosity about our customers and the ability to learn a complex product are essential.

How you work

  • Ownership — You follow through on commitments, surface blockers early, and take responsibility for delivery.
  • Practical Thinking — You build training and tools people can apply in their daily work.
  • Customer Focus — You listen to customer conversations and connect learning to real customer needs.
  • Adaptability — You adjust programs when evidence shows that something is not working.
  • Clear Communication — You make complex information understandable and keep teams aligned on expectations.

What we offer

  • Competitive compensation.
  • Medical, dental, vision, and additional health insurance options.
  • Paid parental leave.
  • Generous PTO and paid company-observed holidays.
  • A remote work environment with occasional travel.
  • Ownership of enablement across three customer-facing teams, with significant autonomy over program design and structure.
  • Close collaboration with leadership, Product, and RevOps, with a direct opportunity to see your work improve team performance.

Our interview process

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