Director, Engineering - Cloud Observability

Datadog · Boston, Massachusetts, USA; New York, New York, USA · Leadership · listed July 16, 2026

The shape of it

Seniority
Director
Where
Hybrid
Stated pay
$296,000 – $370,000 USD
Requirements listed
7
Length
1,115 words

In the posting’s own words

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

What it asks for · 7

  • 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.

What the job covers

  • 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

Tools and skills named

Cloud & infra
  • Datadog4×
  • Observability3×
  • AWS
  • Azure
  • GCP
Product & design
  • Roadmap3×
Ways of working
  • On-call2×
Models & research
  • GPU

Words the posting leans on

  • engineering16×
  • cloud13×
  • product10×
  • engineering managers7×
  • build5×
  • boston4×
  • director4×
  • executing4×
  • experience4×
  • feature4×
  • large-scale4×
  • operating4×
  • org4×
  • paris4×
  • practice4×
  • rather4×

Counted from the posting after the mission statement and the legal notices are set aside. The ones near the top are the ones a screener is looking for.

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How this page was made

An automated read of a public job posting, fetched August 25, 2026 and last changed by Datadog on August 24, 2026. Every list above is pulled from the posting’s own sentences — nothing rewritten, nothing added, no judgment about the role or the company. Counts and seniority are read off the text by rule, so they can be wrong where the posting is unusual. The original is the only thing that binds. Openings close without warning; check the source before spending an evening on it.