Principal Engineering Automation

Datadog’s CodeGen team builds systems that use AI to read, understand, generate, and safely change real code — powering automated fixes, CI/PR automation, agentic remediation, and Infrastructure-as-Code workflows. We’re a new team building AI‑assisted tools to make Datadog developers more effective, by autonomously generating tests, fixing bugs, and improving performance.
We’re looking for a product‑mindful generalist to help us quickly define and ship products that make all Datadog customers 10x developers.
At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. What You’ll Do: Lead a team of engineers responsible for building production systems that enable code understanding and automated code changes — from parsers and telemetry ingestion to model serving, evaluation, and PR automation.
Drive technical direction and execution: set a clear roadmap, prioritize work, remove blockers, and raise the quality and reliability bar for codegen features (safety, correctness, performance).
Partner with product, applied research, infra/SRE, security, and other engineering teams to ship end‑to‑end experiences that safely apply model outputs (PRs, CI checks, automated apply flows).
Build and maintain robust evaluation and monitoring pipelines (offline and online) to measure model quality, drift, and downstream correctness of code changes.
Own hiring, performance development, 1:1s, and career growth for your reports; Maintain engineering rigor around data pipelines, model inputs, determinism, reproducibility, and reproducible CI/CD for model + infra changes.
Who You Are: Proven experience in software engineering and applied science, with a focus on engineering LLM‑based systems in production.
Demonstrated experience managing small teams of software engineers and/or applied scientists, with a track record of delivering high‑quality products.
Strong software development skills and proficiency in Python and Go.
Benefits & Growth: New hire stock equity (RSUs) and employee stock purchase plan (ESPP).
Continuous professional development, product training, and career pathing.
Intradepartmental mentor and buddy program for in‑house networking.
An inclusive company culture, ability to join our Community Guilds (Datadog employee resource groups).
Access to Inclusion Talks, our internal panel discussions.
Datadog offers a competitive salary and equity package, and may include variable compensation. 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.
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. 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.
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.
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