TechnicalSolutionsEngineer

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 ROLE As a Technical Solutions Engineer, you will own the full arc of a customer deployment: understanding a practice's workflows in depth, building the integrations that connect Ascertain's agents to their systems, and shipping the result into production. You will work directly with billers, referral coordinators, practice administrators, and clinical staff to map their processes, then translate what you learn into working software. The role combines substantive engineering work with sustained customer engagement. FDEs are the technical owners of their deployments—you’ll collaborate with the customer, write production code, and be the person in the room when customers raise difficult questions. WHAT YOU'LL DO - Embed with new and existing customer practices, remotely and on-site, to map prior authorization, referral, and related workflows end to end. - Build and own the integrations that connect Ascertain's agents to customer systems: EHR APIs (Athena, eClinicalWorks, Epic, etc.), payer portals, fax and EDI, document intake, and the rest of the practice's stack. - Configure and extend our agent platform for each customer—ontology, prompts, tools, guardrails, escalation paths—and harden what works into reusable patterns. - Debug production issues across the full stack: data, prompts, APIs, UI, and the surrounding human workflow. - Serve as the t