GTM Strategy & Operations Senior Associate - Sales Development & AI

Datadog•Boston, MA

About The Position

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. 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.

Requirements

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

Nice To Haves

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

Responsibilities

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.

Benefits

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.

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