Director, Engineering - Cloud Observability

PVH (Tommy Hilfiger/Calvin Klein); Boston (MA); Hybrid; USD 296,000 - 370,000; Full time

Benefits offered by this job

RSUs

ESPP

Career development

Job summary

Datadog is seeking a Director to own engineering for Cloud Observability, overseeing a large team across NYC, Boston, and Paris. You will shape the roadmap with product leadership, drive AI adoption, and coordinate dependencies between multiple groups to deliver scalable observability solutions.

You have a proven track record managing Engineering Managers, operating large-scale cloud systems, and balancing cost with performance.

Qualifications

• Experience leading managers of managers and large teams.
• Strong cloud provider experience and operating large scale cloud systems.
• Solid understanding of cloud economics and cost-performance tradeoffs.
• AI-first thinking integrated into leadership and engineering practices.
• Track record shaping product decisions, not just executing specs.
• Experience with data-intensive or high-throughput backend systems.

Responsibilities

• Own engineering for Cloud Observability and related platforms.
• Manage ~40 engineers through a layer of Engineering Managers.
• Shape the roadmap with product leadership, drive strategy.
• Lead AI adoption across tooling, workflows, and features.
• Coordinate cross-team dependencies across multiple groups.
• Build and retain engineering talent in NYC, Boston, and Paris; mentor EMs.
• Participate in on-call rotation and strategic reviews.

Skills

Engineering Management

Cloud providers

AI adoption

Cloud economics

Leadership strategy

English fluency

Education

Bachelor's degree in CS

Tools

AWS

Azure

GCP

Job description

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 value office culture—relationships, creativity, and collaboration. 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

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, 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 requ