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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