As a Sr. Lead AI Engineer, you will develop the agent harness for supplier agents, focusing on platform design and cloud infrastructure deployment while collaborating with product and engineering teams.
Coupa makes margins multiply through its community-generated AI and industry-leading total spend management platform for businesses large and small. Coupa AI is informed by trillions of dollars of direct and indirect spend data across a global network of 10M+ buyers and suppliers. We empower you with the ability to predict, prescribe, and automate smarter, more profitable business decisions to improve operating margins.
Why join Coupa?
🔹 Pioneering Technology: At Coupa, we're at the forefront of innovation, leveraging the latest technology to empower our customers with greater efficiency and visibility in their spend.
🔹 Collaborative Culture: We value collaboration and teamwork, and our culture is driven by transparency, openness, and a shared commitment to excellence.
🔹 Global Impact: Join a company where your work has a global, measurable impact on our clients, the business, and each other.
Learn more on Life at Coupa blog and hear from our employees about their experiences working at Coupa.
What You'll Do:
- Design and build the agent harness — skill loading, tool invocation, context management, the execution sandbox, compaction patterns and sub-agents.
- Stand up the evaluation pipeline: how we measure skill effectiveness, catch regressions, and turn production failures into fixed behaviors.
- Partner with product and engineering to ship the first 3–5 supplier-facing use cases (invoicing, catalog, strategic views) on top of the platform you build.
- Define and maintain the cloud deployment and configuration for the platform. How it gets to production, how it scales, and how it stays secure.
- Make architectural calls on runtime isolation, credential handling, audit logging, and tenant separation, in collaboration with DevOps specialists.
- Raise the bar for the rest of the team on how to build with agentic tooling, what to automate, what to verify, and what to leave to humans.
What You Will Bring to Coupa:
- Have 6+ years shipping production software and are strong in Python and/or TypeScript.
- Have built platform or infrastructure systems that other engineers depend on — CLIs, runtimes, internal platforms.
- Have shipped at least one LLM-powered product to real users and have opinions about why most of them don't work.
- Are a daily, heavy user of agentic coding tools — Claude Code, Cursor, Codex, or equivalents — and have a point of view on how to get the most out of them.
- Have side projects. Real ones. Things you've built because you couldn't stop thinking about them. Ideally things the new generation of AI tools made possible for you to finish.
- Write and speak English fluently — skill authoring is prose-heavy and the team operates in English.
- Have deployed and operated containerized services in production. You understand network isolation, infrastructure-as-code, secrets management, and least-privilege IAM, not just the application layer.
- Think in systems: you reason about tokens, latency, failure modes, and user outcomes together, not as separate concerns.
Coupa complies with relevant laws and regulations regarding equal opportunity and offers a welcoming and inclusive work environment. Decisions related to hiring, compensation, training, or evaluating performance are made fairly, and we provide equal employment opportunities to all qualified candidates and employees.
Please be advised that inquiries or resumes from recruiters will not be accepted.
By submitting your application, you acknowledge that you have read Coupa’s Privacy Policy and understand that Coupa receives/collects your application, including your personal data, for the purposes of managing Coupa's ongoing recruitment and placement activities, including for employment purposes in the event of a successful application and for notification of future job opportunities if you did not succeed the first time. You will find more details about how your application is processed, the purposes of processing, and how long we retain your application in our Privacy Policy.
Coupa Chicago, Illinois, USA Office


350 N. Orleans St, Chicago, IL, United States, 60654
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