Staff Software Engineer - ML Observability

Datadog
Boston, MA

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: 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-HybridDatadog 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.The reasonably estimated yearly salary for this role at Datadog is:$234,000—$300,000 USD 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

Posted 2026-06-24

Recommended Jobs

Account Manager

Compound Growth Marketing
Boston, MA

About Compound Growth Marketing (CGM) Compound Growth Marketing (CGM) is a marketing consultancy built to help ambitious B2B SaaS and technology companies scale to $100M+ in revenue by building sus…

View Details
Posted 2026-06-11

Director of Business Development - Technical Consulting

TransPerfect
Boston, MA

Do you want to work for the global leader in the language services and technology industry? Are you interested in helping international brands/organizations find and implement solutions that allow th…

View Details
Posted 2026-03-19

Bus Driver/Motorcoach Operator

Yankee Line
Randolph, MA

Yankee Line is hiring Bus and Motorcoach Operators to join our dedicated team in the charter and transit transportation business. As a Yankee Line Operator, you are a primary link to the continuing s…

View Details
Posted 2025-11-02

Operations Demand Planner

Marlborough, MA

We are partnered with an amazing CNC Machine Tool Builder on their search for CNC Field Service Engineers! As a Field Service Engineer, you will provide installation, troubleshooting, repair, and mai…

View Details
Posted 2026-05-14

Assistant Clinical Research Manager - Breast Oncology Clinical Trials

Dana-Farber Cancer Institute
Boston, MA

Overview This Assistant Clinical Research Manager (ACRM) position will work within the Breast Oncology clinical research program and assist in the management of the research team in the overall …

View Details
Posted 2026-06-12

Business Foundations JOB Training Program (Boston)

Year Up United
Boston, MA

Year Up United is a one-year or less, intensive job training program that provides young adults with in-classroom skill development, access to internships and job placement services, and personalized…

View Details
Posted 2026-06-11

Front Desk

Acton Smile Hub
Acton, MA

Join Our Team! Part-Time Dental Front Desk Role with Competitive Pay! Acton Smile Hub Title Front Desk Job Description Job Description: We’re looking for an experienced, organized, and…

View Details
Posted 2026-06-06