Field Enablement Manager (NYC)

Our GTM Enablement team is a unique strategy and curriculum team that plays an integral part in connecting our go-to-market approach and curriculum to customer value. We’re interdisciplinary thinkers leveraging diverse business backgrounds in engineering, education, management consulting, business operations (and more!) to define, manage and measure Datadog’s global go to market motion. We empower all of Datadog’s customer-facing teams with the right information, skills, and tools at the right time in order to maximize their ability to land, expand and drive Datadog’s next phase of growth.

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.

We’re looking for a structured communicator and facilitator with strong business acumen and a knack for simplifying complex concepts. You’ll deliver engaging, practical learning experiences that help sellers apply key skills in their day-to-day work.

The primary focus of this role is to deliver, facilitate, and reinforce existing enablement programs while partnering closely with Enterprise Sales leaders, the Curriculum team, and other enablement stakeholders to identify performance gaps, tailor programs to regional needs, and strengthen behaviors that drive results. You’ll use data, feedback, and qualitative insights to identify where teams need the most support, curate relevant enablement resources, and design hands-on reinforcement activities that help sellers apply what they’ve learned in real-world scenarios.

What You’ll Do

• Deliver engaging live and virtual enablement sessions for global Sales and Customer Success teams, including onboarding, ongoing training, and reinforcement programs.


• Partner with Enterprise Sales and GTM leaders across the Americas to identify performance trends and development needs using sales data, field observations, and stakeholder feedback.


• Collaborate closely with the Curriculum team to share field insights, validate program effectiveness, and ensure enablement content aligns with the needs of Enterprise sellers.


• Curate and adapt existing enablement materials to ensure content relevance for regional and segment-specific needs, with a focus on Enterprise sales motions.


• Design and facilitate reinforcement activities such as deal clinics, role plays, and skill application workshops to help teams apply core concepts in their daily workflow.


• Track participation, collect feedback, and analyze results to measure enablement effectiveness and recommend improvements.


• Build trusted relationships with Sales and Customer Success stakeholders to understand business priorities, diagnose challenges, and identify appropriate enablement interventions.

Who You Are

• 3–5 years of experience in sales enablement, learning and development, or a related field; experience supporting Enterprise or large-account Sales teams in a SaaS or technology company is strongly preferred.


• Strong business acumen and ability to interpret performance data (e.g., pipeline health, conversion rates, adoption metrics) to identify enablement opportunities.


• Experienced facilitator skilled in leading engaging, discussion-driven sessions for experienced sales and customer success professionals.


• Collaborative and relationship-oriented—you build credibility quickly with Sales and Customer Success leaders, sellers, and cross-functional partners


• Familiarity with sales methodologies such as MEDDICC or Command of the Message.


• Foundational understanding of Datadog’s core product pillars (Infrastructure, APM, Logs) and the ability to connect technical product capabilities to customer outcomes.


• Organized, detail-oriented, and proactive—able to manage multiple programs and adapt to evolving business priorities.


• Clear and confident communicator who can simplify complex technical and business topics for diverse audiences.


• This role may require up to 50% travel

Datadog values people from all walks of life. We know not everyone will meet all the above qualifications on day one. That’s okay. If you’re passionate about technology and want to grow your experience, we encourage you to apply.

Benefits and Growth:

• High income earning opportunities based on self performance


• New hire stock equity (RSU) and employee stock purchase plan (ESPP)


• Continuous professional development, product training, and career pathing


• Sales training in MEDDIC and Command of the Message


• Intra-departmental mentor and buddy program for in-house networking


• An inclusive company culture, opportunity to join our Community Guilds


• Generous global benefits

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.