Founding AI Engineer

About OpenrollOpenroll is building the AI workforce for HR.We believe the next generation of enterprise software won't just help people work faster. It will do the work alongside them. Our mission is to give every HR team the ability to operate at a scale and speed that was never possible before.We're bringing this vision to life through an agentic platform that connects enterprise systems, data, and knowledge. Our AI agents go beyond answering questions. They analyze complex data, build models and dashboards, execute workflows, and handle HR requests from start to finish, giving teams more time to focus on people and decisions that matter.We're backed by Y Combinator and leading investors and operators, including from OpenAI. Our platform is already used in production by major enterprises across the US and Nordics, and we're just getting started.The RoleYou'll be joining our founding engineering team, with the opportunity to shape both the product and engineering culture from day one.You'll build across the full stack, from agents that reason and execute across complex enterprise systems to the infrastructure and interfaces that make AI reliable enough for real business operations.These are hard problems without established playbooks. You'll help define how enterprises actually work with AI.What you'll doBuild and improve the AI agents powering Openroll, from planning and tool use to execution and evaluationOwn features end to end, from understanding customer problems to shipping and improving them in productionBuild reliable agent workflows, integrations, and infrastructure that handle complex enterprise data and permissionsShip fast, iterate with real customers, and see your work make an impact from day oneWho we're looking forAbility over experience. We care more about what you can build than your years of experienceStrong engineering fundamentals and a product mindset. You build things people actually useExperience building and shipping LLM-powered or agentic systemsComfortable owning the full stack, from backend and infrastructure to frontendProficiency in Python and TypeScript, ideally with FastAPI, React, or Next.jsYou use AI coding tools as part of how you build, not just as an experimentBonus: experience with enterprise integrations, security, or early-stage startupsWhy OpenrollReal ownership. Shape the product, architecture, and engineering culture as an early team memberReal impact. Build alongside customers at some of the world's leading enterprisesHard problems. Work at the frontier of agentic AI, where reliability, reasoning, and execution actually matterMove fast. A small, ambitious team with high standards, short feedback loops, and no unnecessary bureaucracyWe're building a team of exceptional people who want to take ownership, move quickly, and build something that matters.