Founding Product Manager, Healthcare AI Automation

Meet AscertainAscertain 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.The RoleWe need a Product Manager who thrives in the intersection of complex healthcare workflows, AI automation, and rapid customer delivery. You’ll own customer implementations, have opportunities to attain expansion revenue, and become critical as we scale.This is a highly customer-embedded role: you’ll shadow customers, define automation requirements, and ensure engineering builds solutions that deliver measurable ROI.Reporting Structure: Reports to Chief Product Officer, works closely with Commercial and Customer Success teams.What You’ll DoShadow customer operations to identify automation opportunities and translate complex healthcare workflows into clear product requirements and future-state designsPrioritize features across specialties while driving EHR integrations (Epic, Athena, NextGen), payer portals, and API strategyPartner with Customer Success to enable implementations, define acceptance criteria and testing protocols, and ensure high-quality deliveryTrack adoption, customer feedback, and implementation metrics to continuously improve performanceUse data to inform roadmap decisions, drive expansion revenue, and present product strategy to executive leadership and external stakeholdersWhat You’ll Need4+ years of product management experience in B2B SaaSDirect experience building customer-informed products (including workflow shadowing)Strong background in technical products with API and integration requirementsAbility to translate complex processes into structured product specificationsExperience working cross-functionally with engineering and go-to-market teamsWhat Will Help You ThriveStartup experience (Series A–B) in high-growth environmentsImplementation experience deploying software at customer sitesComfort operating in ambiguity with a bias toward actionStrong executive communication and systems thinkingFamiliarity with healthcare integrations (HL7, FHIR, EDI) and compliance (HIPAA, SOC 2)Why Ascertain? Make a real difference: Your work will directly impact healthcare organizations and improve patient care. Join Ascertain in transforming healthcare with AI!