Applied Software Engineer, Healthcare AI

Ascertain•New York, NY

1d•Hybrid

About The Position

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.

Requirements

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 shipping production systems end-to-end
Strong full-stack experience (Python experience is a must, FastAPI, and TypeScript preferred)
Strong programming skills with experience building or integrating with external APIs, third-party systems, or imperfect data sources
Experience working at the intersection of product and engineering, including translating real-world needs into scalable technical solutions
Proven ability to manage complexity and context-switch across multiple workstreams without losing momentum or detail