Head of Global Enablement

WHY WE’RE LOOKING FOR YOU

We’ve grown our team significantly, and our go-to-market motion is becoming more complex. To support our ambitious revenue goals, we’re looking for a Head of Global Enablement who can design and scale a world-class enablement function.

This role reports to the Head of Technical Customer Experience and is responsible for creating learning and readiness products for the entire customer journey. The aim is to ensure customers can quickly activate, securely adopt, and predictably expand their use of our services. This involves developing an end-to-end enablement system for all customer-facing teams — including Sales, Sales Engineering, Technical Account Management, Professional Services, Support, and Partners — that covers everything from narratives and point-of-view kits to Retool University, certifications, and content governance. This person will also own the analytics that link learning, usage, and revenue.

If you’re motivated to connect the work that our Enablement team does with the outcomes that drive a business, and to see the impact that strong enablement and education programs have for all stakeholders, you’ll thrive here! 

WHAT YOU’LL DO

Strategy and Leadership:

• Develop and implement a global enablement strategy that aligns with the company’s business objectives and growth targets.
• Lead and manage the global enablement team, providing direction, coaching, and support to ensure high performance and professional growth.
• Collaborate with senior leadership, including Sales, Marketing, and Product, to align enablement initiatives with company priorities.

Program Development and Execution:

• Design and deliver comprehensive enablement programs that include onboarding, continuous learning, product training, sales methodologies, and best practices.
• Oversee the strategy to develop and maintain a repository of enablement content, including playbooks, competitive analysis, product information, case studies, and training materials.
• Implement scalable enablement technologies and platforms to deliver training and resources effectively across global teams, customers, and partners.

Performance Measurement and Optimization:

• Establish key performance indicators (KPIs) and metrics to measure the effectiveness of enablement programs and initiatives.
• Continuously assess and improve enablement strategies based on feedback, performance data, and industry best practices.
• Provide regular reports and insights to senior leadership on the impact and ROI of enablement efforts.

Collaboration and Communication:

• Foster a culture of collaboration and knowledge sharing across global teams to drive consistent messaging and customer engagement.
• Partner with Product Management and Marketing to ensure sales and technical sales teams are equipped with the latest product updates, competitive positioning, and go-to-market strategies.
• Act as a liaison between the field and corporate teams to identify enablement needs and develop solutions that address them.

WHO YOU’LL WORK WITH

You’ll report into the Technical Customer Experience organization as part of the larger GTM leadership team and collaborate with Sales, SDRs, and the larger Customer Experience organization while also partnering closely with Product and Marketing. Enablement at Retool is a cross-functional connector, ensuring consistency of message, methodology, and market positioning.

THE SKILLSET YOU’LL BRING

• 8–12+ years in Enablement, Solutions/SE Leadership, Customer Education, or adjacent revenue excellence roles at a technical B2B SaaS/platform company
• Proven track record building and scaling enablement programs that drive team performance and customer success
• Strong leadership and management skills with the ability to inspire and motivate a diverse team
• Strong ability to go deep on technical products and translate complexity into practical, customer-centric training
• Excellent communicator and facilitator who can inspire confidence and simplify concepts
• Strategic thinker who balances structure with speed and iteration in a startup environment
• Trusted cross-functional partner with a bias toward action and accountability