Staff Product Manager, Automation

MEET ASCERTAIN Ascertain is building AI agents to automate the administrative work that burdens care teams. We are in major health systems and large specialty groups, saving hundreds of staff hours every week. Our backers include Northwell Health, New York’s largest health system, and Deerfield Management, a leading healthcare investment firm. Together, we’re on a mission to restore time, trust, and focus to the people who keep healthcare running. Our work is urgent — not because of startup timelines, but because our customers rely on us to drive financial resilience and operational clarity in a system under strain. About the job We're hiring a Staff Product Manager, Automation to own the core automation platform that makes this possible. This role sits at the intersection of LLM-powered agents, workflow automation, and healthcare operations. You'll work hand-in-hand with engineering, operations, and deployment teams to decide what our agents can reliably automate next, how we measure their performance in the real world, and how we scale across the many complexities of healthcare. What you'll do - Own the roadmap for our automation vertical. from problem definition and opportunity sizing through agent design, rollout, and measurable outcomes in production. - Partner with operations and engineering to translate messy real-world workflows into agent-executable specs. Shadow ops...