Datadog’s MCP team is scaling the capabilities of our MCP Services — an interface that enables external agents like Claude and Cursor, as well as internal Datadog AI Agents, to interact with Datadog data. As a Staff Engineer, you’ll play a critical role in evolving this agent-friendly tool surface, enabling agentic workflows across metrics, logs, and incidents etc. You'll drive forward advanced evaluation frameworks for agentic systems and contribute to the next generation of agent-tool interaction models. This is a fast-evolving space with deep ambiguity and high impact — ideal for someone eager to help shape Datadog’s applied AI future.

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

Lead efforts to improve Datadog’s public-facing MCP server, enabling intelligent agents to discover and interact with our services

Design and implement agentic tool surfaces tailored for evaluation and production use across a wide variety of AI agents

Build and maintain advanced evaluation pipelines for measuring agent performance on Datadog workflows (e.g., investigations, incident triage, metric queries)

Investigate and resolve failure cases by analyzing tool output, improving query parsing, and enhancing agent feedback mechanisms

Collaborate across Applied AI and internal teams to align on shared standards for tool integration and data access

Who You Are

Experienced Staff-level engineer with a strong background in applied AI, agentic programming, and/or the following: LLM-powered automation pipelines, LLM orchestration frameworks (e.g., LangChain, LangGraph, CrewAI), Agent orchestration and tool-use systems

Comfortable working in high ambiguity and fast-changing environments; able to define and prioritize direction autonomously

Skilled in building evaluation frameworks for LLM agents or AI systems, including metrics design and data instrumentation

Bonus: Experience working with the MCP standard or contributing to agent-compatible tooling surfaces, familiarity with building and evaluating ReAct agentic loops

Strong systems thinking, able to reason across multiple agents, tools, and user scenarios

Passionate about pushing boundaries in agent-augmented software and eager to shape evolving interfaces

You have demonstrated ability to use AI coding tools in day-to-day workflows and validate, critique, and refine AI-generated output

You’re motivated to push the boundaries of how AI can improve software engineering best practices and contribute to building AI-enabled products

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

Generous and competitive benefits package

New hire stock equity (RSUs) and employee stock purchase plan

Continuous career development and pathing opportunities

Employee-focused best in class onboarding

Internal mentor and cross-departmental buddy program

Friendly and inclusive workplace culture

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

#LI-Remote

About Datadog

Datadog (NASDAQ: DDOG) is a global SaaS business, delivering a rare combination of growth and profitability. We are on a mission to break down silos and solve complexity in the cloud age by enabling digital transformation, cloud migration, and infrastructure monitoring of our customers’ entire technology stacks. Built by engineers, for engineers, Datadog is used by organizations of all sizes across a wide range of industries. Together, we champion professional development, diversity of thought, innovation, and work excellence to empower continuous growth. Join the pack and become part of a collaborative, pragmatic, and thoughtful people-first community where we solve tough problems, take smart risks, and celebrate one another. 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.

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