Jobs / United States / Datadog INC

Staff Software Engineer - ML Observability

Datadog INC · 🇺🇸 Boston, Massachusetts, USA; New York, New York, USA

Sponsorship verdict

Sponsorship possible

One solid signal, not two — worth applying, and worth asking about sponsorship early.

  • Employer is on a government sponsor recordThe US Department of Labor certified 64 H-1B/E-3 labor condition applications for this employer between Oct 2025 and Jun 2026 (latest Jun 2026) — the step every H-1B hire needs first. USCIS also records 14 H-1B approvals in FY2023. Source: LCA disclosure data (US Department of Labor (OFLC)).
  • The posting doesn’t mention sponsorshipSilence isn’t a refusal — ask the recruiter before investing much time.
  • No salary bar for this routeH-1B has no fixed salary bar: the employer must pay at least the prevailing wage for the role and area. Cap-subject employers enter a lottery weighted by wage level. Source: https://www.federalregister.gov/documents/2025/12/29/2025-23853/weighted-selection-process-for-registrants-and-petitioners-seeking-to-file-cap-subject-h-1b, rules effective 2026-02-27.
  • What Datadog INC paid sponsored hires in similar roles4 certified filings for “Software Engineer II” (Software Developers) in MA: $215k–$229k, median $215k. Most were filed at wage level IV (75%) — 4 lottery entries, ≈61% projected selection odds for cap-subject employers. Source: US Department of Labor LCA disclosure data (Oct 2025 – Jun 2026).
  • Confirmed live todayWhen a source last listed this job as open.

US H-1B: cap-subject employers enter a lottery weighted by wage level — Level I gets 1 entry, Level IV gets 4 (DHS projected selection odds ≈15% at Level I to ≈61% at Level IV). Universities and non-profit research employers are cap-exempt. The $100,000 fee for new petitions from abroad is currently blocked by a court order (appeal pending).

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Sponsor Radar — Datadog INC

64 H-1B filings certified since Oct 2025

The US Department of Labor certified 64 H-1B/E-3 labor condition applications for this employer between Oct 2025 and Jun 2026 (latest Jun 2026) — the step every H-1B hire needs first. USCIS also records 14 H-1B approvals in FY2023. Source: LCA disclosure data (US Department of Labor (OFLC)).

Past sponsorship or register membership never guarantees sponsorship for this vacancy or for you. Full Sponsor Radar for Datadog INC →

About the role

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-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

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Source: Greenhouse (employer board) First seen: 2026-08-20 Last confirmed: 2026-10-03 How our data works → Report this job

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