Staff AI Engineer - Agent Observability
Datadog
$234,000 - $300,000 / year
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Description
The Agent 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:
- 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
Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan.
About Datadog:
Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.
Equal Opportunity at Datadog:
Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.
Privacy and AI Guidelines:
Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
Benefits
- 401(k)
- paid time off
- stock options
- professional development
About this role
Datadog's ML Observability team is building production monitoring tools for AI systems, particularly those using Large Language Models and generative AI. As a Staff Engineer in Boston, you'd lead the design and implementation of new observability features—from tracing and evaluation tools to drift detection capabilities—while working across engineering, product, UX, and applied science teams to iterate quickly and find product-market fit. This role offers significant influence over product direction and architecture decisions, with the opportunity to shape how customers monitor and troubleshoot LLM applications at scale.
The ideal candidate has deep expertise in distributed systems and scalable backend architecture, hands-on experience building LLM-powered or generative AI applications, and a solid grasp of model internals, inference pipelines, and evaluation techniques. You should be comfortable operating in ambiguous, fast-moving spaces with a product-oriented mindset, and ideally have prior exposure to observability platforms. A CS degree or equivalent is expected, though Datadog welcomes applicants who are passionate about technology and ready to grow into areas where they may not have day-one expertise.
The position is in-office in Boston with a hybrid arrangement, offering a salary range of $234,000–$300,000 plus equity, comprehensive benefits, and the chance to work alongside skilled teammates on tools that directly impact how engineers build and deploy AI systems.
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Pay for this role
$234,000 to $300,000 per year
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