Applied Software Engineer, Healthcare AI

About this role

## 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 Applied Software Engineer, Healthcare AI at Ascertain, you are a full-stack engineer responsible for building and shipping production systems that power real-world healthcare workflows.

Healthcare organizations run on complex, messy systems—payer portals, practice management systems, spreadsheets, and legacy tools. Your job is to design and build software that works in these environments, integrating systems, extending workflows, and turning ambiguity into reliable, scalable solutions.

You will work directly with customers to understand how their operations actually function, then translate those workflows into production-grade systems. This is a hands-on engineering role: you will be writing code, building integrations, and shipping features end-to-end.

Just as importantly, you will identify patterns across customers and feed them back into the core product so we solve problems once and scale.

This role is New York hybrid with occasional customer travel (~10–20%). You will work closely with Product, Engineering, and customers, and report to the Chief Product Officer.

# What You'll Need

• Strong communication skills and proven experience working directly with customers or external stakeholders in a technical capacity (required)
• 4+ years of experience as a software engineer, with a track record of shippin...