Staff Software Engineer - ML Observability

The ML Observability team builds cutting-edge tools to monitor, explain, and improve AI systems in production, particularly those leveraging Large Language Models (LLMs) and generative AI. We provide robust, scalable observability for AI workloads, including drift detection and model evaluation, and behavior tracing, enabling customers to ship AI with confidence.

As a Staff Engineer, you’ll lead the development of new features and foundational capabilities within Datadog’s LLM Observability product. You will shape product direction, drive experimentation, and apply your deep understanding of both AI systems and software engineering to solve open-ended problems in the fast-moving AI landscape. Your work will directly impact how our customers monitor, troubleshoot, and optimize LLM-based applications in production.

Join us in building the foundational tools that make AI systems observable, understandable, and reliable in the real world.

At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

What You’ll Do:

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  Drive design and implementation of LLM observability features.

• Ideate, prototype, and scale new product features to provide insights and drive improvements for generative AI systems


• Work cross-functionally with other eng teams, product, UX, and applied science to iterate fast and find product-market fit


• Develop and extend tools for tracing, evaluating, and debugging LLMs


• Influence architecture decisions and mentor engineers to build resilient, high-performance systems


• Stay close to customer pain points and use those insights to guide product and engineering priorities


• Stay current with industry trends and advancements in machine learning and observability, driving innovation within the team

Who You Are:

• You have a BS/MS/PhD in a 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


• You’re excited to shape the next generation of AI observability tools from the ground up


• Communicate clearly, think rigorously, and take pride in clean, maintainable code


• Experience with observability tools/platforms

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply.

Benefits and Growth:

• Get to build tools for software engineers, just like yourself. And use the tools we build to accelerate our development.


• Have a lot of influence on product direction and impact on the business .


• Work with skilled, knowledgeable, and kind teammates who are happy to teach and learn


• Competitive global benefits


• Continuous professional development

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

#LI-Hybrid