Senior Software Engineer, People Ops and AI Tools

ABOUT THE ROLE We are seeking a highly skilled Senior Software Engineer to join our People Operations and AI Tools team at Cloudflare. As a key member of our team, you will play a critical role in building an AI-driven operating layer on the Cloudflare Developer Platform to automate workflows, ensure data integrity, and streamline employee support. WHAT YOU'LL DO As a Senior Software Engineer, you will be responsible for shipping production systems for hiring, onboarding, and self-service, using AI to create leverage while designing rigorous guardrails for sensitive employee data. You will leverage Cloudflare Dev Platform primitives like Workers, Workflows, Access, Hyperdrive (Postgres), R2, and Workers AI / AI Gateway for durable, secure, and observable automation. Your responsibilities will include: - AI-assisted intake for request classification, retrieval-augmented responses, and case routing - Recruiting automation for Greenhouse job creation and management chain synchronization - Self-service tools for policy guidance, approvals, and employee lifecycle changes - Durable multi-step Workflows for onboarding, offboarding, and recurring audits - AI copilots that summarize context and suggest next actions for human review - Data reconciliation systems and exception queues for cross-system accuracy - Observable audit pipelines for explainable decision-making - Custom interview automation and internal technical assessment tooling - Design and operate AI-assisted workflows using the full Cloudflare stack - Integrate People systems via secure API, OAuth, and webhook patterns - Collaborate with HR, IT, Legal, and Security to translate operational pain into technical solutions - Implement robust authorization, audit logging, and error handling for high-trust data WHAT YOU'LL NEED To be successful in this role, you will need: - A strong engineering background (TypeScript, Python, or Go) building internal tools or platform services - Practical experience with LLMs, RAG, tool calling, and prompt evaluation - Expertise in system-to-system integrations, identity, and event-driven workflows - Exceptional judgment regarding privacy, data minimization, and operational risk WHY REMOTE Cloudflare is a highly ambitious, large-scale technology company with a soul. We value curiosity over bureaucracy and believe that AI is a partner in solving tough problems to keep the Internet moving forward. As a remote employee, you will be part of a global team that is dedicated to building a better Internet. BENEFITS Cloudflare offers a competitive salary, comprehensive health plan, and a generous education stipend. We also offer flexible scheduling, life insurance, and a 401(k) plan. Additionally, Cloudflare is committed to protecting the free and open Internet through initiatives such as Project Galileo and the Athenian Project.