Director, GTM Enablement Operations

About this role

The GTM Enablement & Business Value Operations team is the center of excellence responsible for how go-to-market execution is designed, enabled, measured, and continuously improved across Sales Enablement, Technical Solutions Enablement, and Business Value.

As Director, GTM Enablement Operations, you will lead the center of excellence and build the operational foundation that enables this organization to scale. You will lead the Operations and Systems & Analytics teams, establishing the operating model, technology capabilities, analytics, governance, and business processes that support every enablement program across the organization.

You will also serve as the Operations Leader for GTM Enablement's largest cross-functional initiatives—including Sales Kickoff (SKO), Technical Sales Kickoff (TSKO), and other enterprise programs—ensuring they are planned, governed, and executed with operational excellence.

Success in this role is measured by the organization's ability to scale. The outcome is an operating model that enables GTM Enablement & Business Value to continuously improve execution, adopt new technologies, leverage AI effectively, and demonstrate business impact.

At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You'll Do:

Build the GTM Enablement & Business Value Operating Model

Design and evolve the operational foundation for GTM Enablement & Business Value. Establish the governance, planning processes, operational cadence, portfolio management, and delivery standards that enable the organization to execute consistently at scale.

Build Technology Capabilities That Scale

Lead the Systems & Analytics organization responsible for enablement technology, learning systems, content management, reporting, analytics, automation, and AI-enabled workflows. Partner with Enablement & Business Value leadership to evaluate, implement, and optimize technologies that improve productivity, learning, and business performance.

Build Operational Insight

Develop the operational measurement framework that enables leaders to understand organizational health, capacity, program effectiveness, productivity, and business impact. Deliver dashboards and reporting that improve planning, prioritization, and investment decisions.

Lead Enterprise Program Operations

Serve as the Operations Leader for GTM Enablement's largest cross-functional initiatives, including SKO, TSKO, enterprise launches, and other strategic programs. Build the operational frameworks that enable complex initiatives to be planned, governed, and delivered successfully across multiple organizations.

Advance AI & Technology Innovation

Partner with GTM Enablement leadership to identify where AI and emerging technologies can create meaningful organizational leverage. Evaluate new platforms, operationalize AI-enabled workflows, establish governance and best practices, and help the organization adopt new capabilities responsibly and effectively.

Build a High-Performing Organization

Lead and develop the Operations and Systems & Analytics teams while fostering a culture of operational excellence, innovation, accountability, and continuous improvement. Build strong partnerships across the business and create capabilities that increase the effectiveness of every enablement team.

Who You Are:

• 10+ years leading Operations, Enablement Operations, Revenue Operations, Business Operations, Program Management, or similar functions in a high-growth SaaS organization.

• Proven experience building operating models, governance frameworks, and scalable business processes that improve organizational effectiveness.

• Experience leading multiple operational disciplines, including operations, systems, analytics, business intelligence, or program management.

• Experience selecting, implementing, and optimizing enterprise technologies that support learning, enablement, collaboration, and operational excellence.

• Strong understanding of enablement technologies, including Learning Management Systems (LMS), Content Management Systems (CMS), knowledge management platforms, workflow automation, business intelligence, and analytics platforms.

• Experience evaluating and implementing AI-enabled technologies that improve learning, content development, coaching, analytics, and operational productivity.

• Hands-on expertise with enterprise AI platforms such as Claude, ChatGPT, and other large language models, with a practical understanding of prompt engineering, governance, workflow design, and organizational adoption.

• Experience leading enterprise-wide initiatives involving executive stakeholders and multiple cross-functional organizations.

• Strong executive communication, organizational leadership, and stakeholder management skills.

• A builder who enjoys creating capabilities that enable organizations to scale.

• Bachelor's degree required.

• MBA or other advanced degree preferred

Preferred Experience:

• Experience supporting Sales, Technical Solutions, or Customer Success organizations.

• Experience with platforms such as Docebo, Gong, Asana, Tableau, or similar enterprise technologies.

• Experience planning and delivering enterprise initiatives such as Sales Kickoff (SKO), organizational transformations, technology implementations, or global enablement programs.

• Experience introducing AI into business workflows and driving organizational adoption.

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.

Benefits & Growth:

• Generous and competitive benefits package

• New hire stock equity (RSUs) and employee stock purchase plan

• Continuous career developmen

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