Regional Sales Enablement Manager, North America

Regional Sales Enablement Manager – North America

Job Summary

The Regional Sales Enablement Manager – North America drives the success of our sales team by delivering and reinforcing global enablement programs. Partnering with leadership across regions, this role localizes initiatives, promotes adoption of sales methodologies, and provides data‑driven insights to enhance performance and alignment. It requires strong collaboration, facilitation, and analytical skills to advance sales effectiveness and ensure global consistency of enablement impact.

About the Team

The GTM Enablement team develops and manages training and enablement programs that align with Rapid7’s strategies and market approach. From onboarding to ongoing education, the team equips our customer‑facing functions and partners with the knowledge and skills needed to deliver impact across the full customer lifecycle.

About the Role

Reporting to the Senior Manager, GTM Enablement, located in our Boston, MA headquarters, you’ll partner closely with the North America Sales leadership team and collaborate with regional peers in EMEA and APJ to maintain consistency and alignment globally.

Your focus will be on reinforcing sales skill development initiatives, ensuring execution and adoption of global programs. You’ll act as the voice of North America sellers, championing enablement adoption and surfacing insights that guide the evolution of global programs. Specifically, you will:

• Serve as the primary enablement point of contact in‑region for North America Sales leaders, with alignment to global enablement leadership.
• Localize and deliver global enablement programs — including core skills for Sales, Sales Engineering and new hire onboarding reinforcement.
• Support the rollout and field adoption of a global sales methodology, and partner with global peers to measure and optimize impact.
• Collaborate with Sales Managers to reinforce Sales Manager training programs while surfacing regional needs and coaching adoption — without owning program design.
• Partner with enablement managers in EMEA and APJ to align on best practices, content standards, and field feedback.
• Share regional wins, losses, and field insights to inform global enablement priorities and improve messaging, tools, and process.
• Develop and maintain data‑driven reporting on enablement outcomes to clearly articulate impact, ROI, and recommendations to senior leadership on where to focus next.
• Support internal events, such as the annual Kickoff, through content creation, delivery, and logistics support.

What You Bring

• 7+ years of experience in sales, sales enablement, or GTM roles — ideally in B2B SaaS and across multiple markets.
• Prior experience as a sales rep, SE, or sales leader preferred — you understand the mindset of the field.
• Demonstrated experience delivering and reinforcing a sales methodology (e.g., MEDDPICC, Challenger, Command of the Message).
• Strong facilitation skills and the ability to adapt global programs to regional needs.
• Experience in analyzing enablement program performance, surfacing insights, and adjusting approaches based on impact.
• Comfortable using Salesforce, Gong, and LMS/CMS platforms to track learning outcomes and adoption.
• Collaborative, organized, and confident working across time zones with stakeholders at all levels.
• Experience working in cybersecurity is preferred but not required.
• Ability to thrive in a fast‑paced, dynamic environment that demands high quality, creativity, and consistency with minimal supervision.
• Core Value Embodiment:
  Live Rapid7’s core values to foster a culture of excellence, inclusion, and shared success.

We know that the best ideas and solutions come from multi‑dimensional teams. Teams reflecting a variety of backgrounds and professional experiences. If you are excited about this role and feel your experience can make an impact, please don’t be shy - apply today.

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