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GTM Strategy & Operations Senior Associate - Sales Development & AI

Datadog, Boston, MA, United States


The Team The GTM Strategy & Operations Senior Associate – Sales Development & AI will join a global team driving Datadog’s next phase of growth, with a dedicated focus on our Sales Development Representative (SDR) organization & GTM AI.

We’re interdisciplinary thinkers leveraging diverse business backgrounds in tech, management consulting, investment banking, and business development to accelerate Datadog’s global growth. We work directly with Datadog’s most senior leaders to set corporate strategy, launch new GTM programs, improve efficiency across the business, and support data‑driven decision‑making.

In this role, you will act as a key partner to GTM leadership, helping shape the future of how we leverage AI to scale, operate, and enable one of Datadog’s most critical growth engines.

What You’ll Do

GTM AI roadmap & execution: Define how we should leverage AI to better optimize our GTM motion.

Build and deploy SDR‑focused solutions: Design, launch, and scale programs, processes, and tools that improve SDR effectiveness, efficiency, and pipeline generation (e.g., routing logic, outreach strategies, tooling improvements, workflow automation).

Strategic partnership with SDR leadership: Partner directly with Sales Development leaders to shape team strategy, prioritize key initiatives, and execute against top objectives.

GTM analysis and reporting: Analyze SDR and GTM data to identify trends, uncover performance gaps, and inform decision‑making on coverage, segmentation, and channel efficiency.

Strategic roadmap development: Help define and execute the roadmap for scaling the SDR organization in line with growth targets, identifying opportunities to optimize performance and productivity.

Data visualization and insights: Build dashboards and reporting to deliver actionable insights and monitor the impact of deployed initiatives.

Who You Are

Experience: 3–5 years in GTM/growth/revenue strategy, management consulting, investment banking/equity research, or a similar role (experience working with Sales or SDR teams is a plus).

Deep passion for AI: You keep up with the latest AI news, you have a passion for experimentation, you have fully integrated AI into your professional workflows, and you vibe code on the weekend.

Interest in GTM AI innovation: Strong interest in exploring, launching, and scaling new GTM AI technologies to improve sales development productivity and effectiveness.

Builder mindset: Proven ability to go beyond strategy — you can design solutions and drive them through execution, rollout, and adoption.

Creative problem solving: Comfort operating in ambiguity and structuring loosely defined problems.

Strategic thinking: Ability to break down complex problems into structured insights and clear action plans.

Quantitative analysis: Strong analytical skills with high attention to detail.

Communication: Excellent verbal and written communication skills, with the ability to synthesize complex ideas for senior stakeholders.

Ownership: Track record of working cross‑functionally and taking responsibility for outcomes across Sales, Marketing, Strategy, and Product teams.

Presentation skills: Ability to create and deliver presentations for senior and executive audiences.

Bonus Points

Experience deploying GTM AI solutions and sales tooling.

Experience working with or supporting Sales Development / SDR organizations.

Experience manipulating and analyzing complex datasets using SQL and/or Python.

Experience with Tableau or similar data visualization tools.

Experience implementing GTM tools, workflows, or automation.

Benefits and Growth

Continuous training and career growth.

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

Generous and competitive US benefits.

Friendly and inclusive workplace culture.

Compensation: The reasonably estimated yearly salary for this role at Datadog is $124,000—$165,000 USD. Variable compensation may be available. In addition, benefit packages include healthcare, dental, parental planning, mental health benefits, 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.

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. These are our Candidate Legal Notices.

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