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Datadog

Staff Software Engineer - ML Observability

Datadog · Boston, Massachusetts, USA; New York, New York, USA

Posted about 3 months ago

or apply directly on Datadog's site. We never take the application ourselves.

Is this posting real?

This role has been open
80 days
Datadog's roles stay open a median of 81 days
Reposted
No
Salary listed
No
0% of Datadog's roles list one
Ghost-job risk at Datadog
high
445 stale, 32 reposted of 455 open
Hiring momentum
589 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-10-23

Measured from postings appearing on and disappearing from Datadog's own greenhouse board since 2026-08-03. Full hiring picture for Datadog.

About this role

As a Staff AI Engineer on the Agent Observability team, you will lead the development of features for Datadog's LLM Observability product, focusing on monitoring and improving AI systems in production. Your role involves collaborating with cross-functional teams to prototype and scale new product features, influence architectural decisions, and mentor other engineers. You will also stay attuned to customer pain points and industry trends to drive innovation in AI observability tools.

Our read on this posting2.6out of 5
benefits
3/5
freshness
1/5
career value
5/5
role clarity
4/5
pay transparency
0/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Datadog as an employer.

What you need

  • BS/MS/PhD in Computer Science, Engineering or related scientific field or equivalent experience
  • Deep understanding of distributed systems and scalable backend architectures
  • Hands-on experience building and shipping LLM-powered or GenAI applications
  • Understanding of model internals, inference pipelines, evaluation techniques, and prompt engineering
  • Ability to thrive in ambiguous, fast-changing spaces and have a product-oriented mindset
  • Clear communication skills and pride in clean, maintainable code

What you get

  • Competitive global benefits
  • Continuous professional development
  • Influence on product direction and impact on the business
  • Work with skilled, knowledgeable, and kind teammates
  • Build tools for software engineers and use them to accelerate development

Worth weighing

  • No specific technologies or programming languages mentioned
  • Salary range provided, but actual compensation may vary based on skills and experience
  • Role involves shaping product direction in a fast-moving AI landscape, which may require adaptability

Summarised from Datadog's posting. Read the full original.

Listed by Datadog on their greenhouse job board, last confirmed open on 2026-10-23. PitchMeAI is not the employer.

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