Senior Enablement Program Manager, Support Engineering

The Technical Solutions (TS) Enablement team empowers Datadog's global post-sales organization—including Support, Customer Success, and Sales Engineering—with the skills, tools, and resources they need to deliver world-class customer outcomes. As a Senior TS Enablement Program Manager supporting Global Support Engineering, you'll own the design and execution of complex, high-visibility enablement programs that drive lasting change across the TS organization. You'll operate with significant autonomy, lead cross-functional initiatives, and serve as a senior voice within the Enablement team—partnering closely with leadership to translate business priorities into measurable enablement impact at scale. 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: • Own the end-to-end strategy and execution for complex, global enablement programs—managing multiple concurrent workstreams across regions, functions, and timelines with limited guidance. • Lead cross-functional stakeholder relationships with senior partners across StratOps, Product, TS Leadership, and the People Team—negotiating scope, aligning on priorities, and driving accountability without positional authority. • Translate business goals and OKRs into multi-quarter program roadmaps; communicate priorities, trade-offs, and progress to leadership with clarity and a clear point of view. • Design and implement comprehensive metrics frameworks to measure change adoption and program effectiveness; pull and analyze Salesforce and LMS data to track performance against KPIs; present findings to senior stakeholders and iterate for lasting impact. • Build and deliver executive-ready materials that tell a compelling business story—translating complex data, program updates, and regional insights into structured narratives with clear recommendations. • Conduct ongoing needs assessments, stakeholder interviews, and pulse checks across TS regions; synthesize qualitative and quantitative feedback to inform program strategy and surface emerging gaps. • Design the tools, resources, communications, and training frameworks needed to support TS workflow changes at scale—partnering with Curriculum and Field teams on content development and delivery. • Partner with Global Support Engineering leadership to design ramp and enablement programs that account for differences in specialist vs. generalist skill development across the support org. • Mentor and develop junior EPM ICs on the team—providing structured feedback on program design and stakeholder management, and raising the quality bar across program work. • Identify and implement AI-powered workflows, automations, and process improvements that increase the efficiency, consistency, and scalability of enablement programs—from reporting and data pipelines to content creation and stakeholder communications. • Maintain a deep, current understanding of regional needs, TS team performance, and functional priorities to ensure programs remain relevant and impactful across a global audience. Who You Are: • Bachelor’s degree and 6–8 years of related experience in enablement, program management, change management, or a closely related field—or a Master’s degree with 4+ years. • Proven track record leading complex, multi-quarter programs with high visibility—comfortable operating independently and making sound judgment calls with limited oversight. • Expert at building and managing senior stakeholder relationships across functions; can drive alignment, navigate competing priorities, and influence outcomes without positional authority. • Deeply data-driven—you design measurement frameworks, analyze program and performance data, and build Salesforce and LMS reports to connect enablement programs to field KPIs and business outcomes. •…