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GTM Strategy & Operations Senior Associate - Sales Development & AI

Datadog, Boston, MA, United States


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

Friendly and inclusive workplace culture

The reasonably estimated yearly salary for this role at Datadog is:

$124,000 — $165,000 USD

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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