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 development and pathing opportunities
- Employee-focused best in class onboarding
- Internal mentor and cross-departmental buddy program
- Friendly and inclusive workplace culture
Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.
#LI-Hybrid
Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.
About Datadog:
Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.
Equal Opportunity at Datadog:
Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.
Privacy and AI Guidelines:
Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
Skills Required
- 10+ years leading Operations, Enablement Operations, Revenue Operations, Business Operations, Program Management, or similar functions in a high-growth SaaS organization
- Experience building operating models, governance frameworks, and scalable business processes
- Experience leading multiple operational disciplines, including operations, systems, analytics, business intelligence, or program management
- Experience selecting, implementing, and optimizing enterprise technologies for learning, enablement, collaboration, and operational excellence
- Strong understanding of Learning Management Systems, Content Management Systems, knowledge management platforms, workflow automation, business intelligence, and analytics platforms
- Experience evaluating and implementing AI-enabled technologies for learning, content development, coaching, analytics, and productivity
- Hands-on expertise with enterprise AI platforms such as Claude and ChatGPT, including 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
- Bachelor's degree
- MBA or other advanced degree
- Experience supporting Sales, Technical Solutions, or Customer Success organizations
- Experience with Docebo, Gong, Asana, Tableau, or similar enterprise technologies
- Experience planning and delivering Sales Kickoffs, organizational transformations, technology implementations, or global enablement programs
- Experience introducing AI into business workflows and driving organizational adoption
What the Team is Saying
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Datadog Compensation & Benefits Highlights
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Healthcare Strength — Health and mental‑health coverage is described as comprehensive, with multiple plan options, dedicated mental‑health access, and wellness reimbursements in eligible offices. These offerings are consistently highlighted as a standout element of the package.
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Parental & Family Support — Fully paid, gender‑neutral parental leave and broad family‑forming support (e.g., adoption, fertility, childcare assistance) indicate robust coverage for caregivers. Pet‑related benefits and community programs further reinforce family support.
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Equity Value & Accessibility — Equity features include new‑hire RSUs and an employee stock purchase plan that enables discounted ownership. These components are frequently cited as meaningful contributors to total compensation.
Datadog Insights
What We Do
Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers' entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another.
Why Work With Us
At Datadog, we learn from and celebrate each other daily - each win is a team win. Datadogs solve tough problems, innovate pragmatically, and grow together. We promote from within, provide mentorship and opportunities for career development, and support our colleagues in the process. Best of all? We truly love what we do.
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Datadog Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them and their team.
