Ascertain Systems, Inc.

Automating the Work That Slows Healthcare Down

Ascertain is a healthcare technology company that builds agentic AI to automate end-to-end administrative workflows. Launched in 2022 as a partnership between Northwell Health, New York's largest healthcare provider, and Aegis Ventures, Ascertain tackles the manual bottlenecks that delay patient care. The platform ingests unstructured data and automates high-volume tasks like prior authorizations, eligibility checks, and discharge planning. By relieving case managers and clinical staff of tedious paperwork, Ascertain allows them to refocus on patient outcomes. Recently, the company secured $10 million in Series A funding led by Deerfield Management to scale its operations and expand its AI capabilities.

A Culture of Human-in-the-Loop Innovation

Ascertain operates at the intersection of deep healthcare expertise and cutting-edge artificial intelligence. The culture is deeply rooted in solving real-world operational frustrations. The team believes that every administrative delay is a missed moment for quality care. Their engineering approach emphasizes "human-in-the-loop" design, ensuring built-in traceability and transparency in every automated process. This means engineers and product managers work closely with healthcare operators to build tools that integrate seamlessly with legacy systems, delivering measurable ROI in under 90 days without requiring massive "rip and replace" overhauls.

What You'll Actually Do

Working at Ascertain means building scalable, high-impact AI agents. As an Applied AI Engineer or Full-Stack Engineer, you will develop systems that navigate complex healthcare portals, interpret unstructured medical records, and automate form submissions. The technical challenges involve creating robust, transparent AI workflows that can handle the nuances of medical data while maintaining strict compliance and auditability. Product Managers collaborate directly with clinical teams and administrative staff to identify bottlenecks and design intuitive solutions that reduce user clicks and accelerate authorization submissions.

Compensation & Benefits

While public compensation data for Ascertain is limited, the company is actively hiring for remote and NYC-based roles, including Applied AI Engineers and Staff Product Managers. As an early-stage startup backed by major healthcare and venture capital players, Ascertain likely offers competitive equity packages alongside base salaries. Given the recent $10 million Series A infusion, the company is well-positioned to attract top technical talent. Specific benefits and exact salary ranges are not widely published, so candidates should inquire early in the interview process.

The Interview Process

The interview process at Ascertain is tailored to assess both technical prowess and a deep understanding of the healthcare domain. For engineering roles, candidates can expect technical screens focused on AI application, system design, and data integration, particularly concerning unstructured data and legacy system compatibility. Product management candidates will likely face case studies centered on healthcare operations, user experience optimization, and measuring ROI in clinical settings. The process emphasizes a candidate's ability to build transparent, reliable systems that healthcare professionals can trust.

Why Join / Why Not

Why Join: If you are passionate about applying agentic AI to solve tangible, high-stakes problems in healthcare, Ascertain offers a unique opportunity. The direct backing of Northwell Health provides unparalleled access to clinical data and real-world testing environments, ensuring that the products you build have immediate, measurable impact. The mission is clear: return time to patients and care teams.

Why Not: Ascertain is operating in a highly regulated, complex industry. The pace of healthcare technology adoption can be slow, and integrating with entrenched legacy systems is often frustrating. If you prefer building consumer-facing apps or working in an environment where "move fast and break things" is the motto, the strict compliance and human-in-the-loop requirements of healthcare AI might feel restrictive.