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Director, Engineering - Cloud Observability

Datadog

Boston, Massachusetts, USAFull Time$296k–$370k
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Director, Engineering - Cloud Observability at Datadog is a full time role based in Boston, Massachusetts, USA. The listing states pay of $296k–$370k. It was published on 16 July 2026 and was open at last check.

Director, Engineering - Cloud Observability at Datadog — key details
RoleDirector, Engineering - Cloud Observability
CompanyDatadog
LocationBoston, Massachusetts, USA
Employment typeFull Time
Pay (as listed)$296k–$370k
Published16 July 2026
StatusOpen at last check

Datadog’s Cloud Observability group is one of the core data retrieval and processing groups powering our foundational product, Infrastructure Monitoring. The group’s scope includes integration with all major hyperscalers (AWS, Azure, GCP, OCI), as well as both regional and GPU-specific cloud providers. As Director, you will own engineering for all clouds, generating more than 10 million metric points per second, managing ~40 engineers through a team of Engineering Managers. You’ll partner with Senior Directors and product leadership to shape the roadmap, not just execute against it, managing the growth of one of Datadog’s foundational teams.

At Datadog, we place value in our office culture - the relationships that it builds, the creativity it brings to the table, and the collaboration of being together. We operate as a hybrid workplace to ensure our employees can create a work-life harmony that best fits them.

What You'll Do:

  • Own engineering for all of Cloud Observability
  • Manage ~40 engineers through a layer of Engineering Managers; this is a manager-of-managers role
  • Shape the roadmap alongside product leadership rather than simply executing against it — push back on, iterate on, and help author the strategy for your area
  • Drive AI adoption across the engineering org, from tooling and workflows to product features and team practices
  • Navigate cross-team dependencies across the Agent, Telemetry Onboarding, Integrations, Action Platform, and Infrastructure Monitoring.
  • Build and retain engineering talent in NYC, Boston, and Paris, mentor Engineering Managers toward Director readiness, and participate in the on-call rotation

Who You Are:

  • You have directly managed Engineering Managers, not just individual contributors
  • You have deep experience with one or more cloud providers, ideally with experience operating large-scale systems in the cloud.
  • You have a solid understanding of cloud economics, as well as how to balance performance and cost in cloud computing environments.
  • You integrate AI deeply into how you lead and how your teams build, treating AI-first thinking as core engineering practice rather than a feature bolted onto the product
  • You have a track record of shaping product decisions, not just executing against a spec
  • You have worked with large-scale, event-driven or data-intensive backend systems — ingestion pipelines, high-throughput APIs, or time-series/event data at scale
  • You are comfortable operating in English in a cross-Atlantic org, and are based in New York, Boston, or Paris.

Datadog values people from all walks of life. We understand 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 skills, we encourage you to apply.

Benefits and Growth:

  • New hire stock equity (RSUs) and employee stock purchase plan (ESPP)
  • Continuous professional development, product training, and career pathing
  • Intradepartmental mentor and buddy program for in-house networking
  • An inclusive company culture, ability to join our Community Guilds (Datadog employee resource groups)
  • Access to Inclusion Talks, our internal panel discussions
  • Free, global mental health benefits for employees and dependents age 6+
  • Competitive global benefits

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

#LI-Hybrid

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.

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

$296,000 — $370,000 USD


About Datadog:

Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. 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.

Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.

Privacy and AI Guidelines:

Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.

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Director, Engineering - Cloud Observability at Datadog — questions answered

What does the Director, Engineering - Cloud Observability role at Datadog pay?

The Director, Engineering - Cloud Observability at Datadog listing states pay of $296k–$370k for the Boston, Massachusetts, USA position. That figure is taken directly from the employer's own posting as published, not estimated or averaged from other roles.

Where is the Director, Engineering - Cloud Observability role at Datadog based?

Datadog lists this Director, Engineering - Cloud Observability role in Boston, Massachusetts, USA, advertised as full time work at that location. Larger employers sometimes cover several sites under one city name, so confirm the exact office with Datadog before you apply.

Is the Director, Engineering - Cloud Observability role at Datadog still open?

The Director, Engineering - Cloud Observability posting at Datadog was open at OnJob's last check of the employer's careers page, having been published on 16 July 2026. OnJob re-checks source listings on each build and marks a role closed once it disappears, but listings can close without notice, so the employer's own page is the final word.

How do you apply for the Director, Engineering - Cloud Observability role at Datadog?

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