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Lead AI Observability Engineer; LLM Systems

Job in Boston, Suffolk County, Massachusetts, 02298, USA
Listing for: Datadog, Inc.
Full Time position
Listed on 2026-10-16
Job specializations:
  • Software Development
    AI Engineer (Applied/Software), Software Architect
Salary/Wage Range or Industry Benchmark: 234000 - 300000 USD Yearly USD 234000.00 300000.00 YEAR
Job Description & How to Apply Below
Position: Lead AI Observability Engineer (LLM Systems)

Datadog is seeking a Staff Engineer for the Agent Observability team to lead the development of LLM observability features and products. You’ll shape direction, drive experiments, and apply deep AI and software engineering knowledge to real-world, production-grade systems.

You’ll mentor engineers, collaborate across engineering, product, UX, and applied science, and stay close to customer pain points to prioritise impactful work in a hybrid Datadog environment.

This is a great opening to take on the Lead AI Observability Engineer (LLM Systems) role at Datadog, Inc.

Consider building your career as a Lead AI Observability Engineer (LLM Systems) at Datadog, Inc.

The Lead AI Observability Engineer (LLM Systems) position in the IT & Technology field is open for applications.

We have an opening for a Lead AI Observability Engineer (LLM Systems) in Boston, MA, United States within IT & Technology.

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