Sr. Lead AI Engineer - 11509

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.