GTM Strategy & Operations Senior Associate - Sales Development & AI
Boston, Massachusetts, USA; New York, New York, USA
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.
The Opportunity:
As a GTM Strategy & Operations Senior Associate – Sales Development & AI, you will play a pivotal role in driving impact for our global SDR organization and defining our GTM AI roadmap. This is not a purely strategic role — it is equally focused on building, launching, and deploying solutions that improve SDR & sales productivity, efficiency, and pipeline generation. This is an especially exciting time to join the team, as we actively test and deploy new AI-driven solutions across the Sales organization.
This role offers the opportunity to make immediate, tangible impact by designing and implementing initiatives end-to-end — from identifying problems, to developing solutions, to driving adoption across the organization.
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
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 (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. 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.
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Requisition ID: R18437