Director, Engineering - Cloud Observability

DatadogBoston, MA
$296,000 - $370,000Hybrid

About The Position

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.

Requirements

  • 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.

Responsibilities

  • 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

Benefits

  • 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
  • healthcare
  • dental
  • parental planning
  • mental health benefits
  • a 401(k) plan and match
  • paid time off
  • fitness reimbursements
  • a discounted employee stock purchase plan
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