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Director, Engineering - Cloud Observability

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: The Consulting Solutions
Full Time position
Listed on 2026-07-20
Job specializations:
  • Software Development
    Cloud Engineer - Software, Software Architect
Salary/Wage Range or Industry Benchmark: 296000 - 370000 USD Yearly USD 296000.00 370000.00 YEAR
Job Description & How to Apply Below

Overview

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.

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.
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  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 #Datadog Life on Instagram, Linked In, and Datadog Learning Center.

Equal Opportunity

Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin,…

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