Founding Product Engineer, Voice AI

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.

As a Product Engineer - Voice AI at Ascertain, you will own the development and optimization of voice agents that automate healthcare back-office workflows. This is a hands-on role: you'll configure and iterate on voice systems, write production code when needed, and work directly with customers and our operations team to deeply understand user workflows and continuously improve performance.

You'll be responsible for building reliable voice agents, establishing QA processes, analyzing call data, and using what you learn to optimize every aspect of how we deliver phone calls. Over time, you'll grow into owning the voice agent strategy for the organization.

This role reports to the Head of Engineering and is based in our NYC or can be remote for the right candidate.

• Build, configure, and optimize voice agents using third-party platforms and in-house tooling

• Own quality assurance for voice interactions

• Work directly with our operations team and customers to understand workflows, gather feedback, and translate insights into product improvements

• Collaborate with engineers to build reliability and monitoring infrastructure as we scale

• Write production code in Python to support integrations and custom functionality

• Contribute to the broader product development process, bringing a user-centric perspective to everything we build

• 3-4 years of experience in software engineering, with proficiency in Python

• A track record of being deeply user and product-centric

• Comfort with ambiguity and significant iteration; you're energized rather than frustrated by the process of getting something right through repeated refinement

• High attention to detail, especially when it comes to edge cases and quality

• Experience working cross-functionally with non-technical stakeholders

• Familiarity with FastAPI, telephony platforms, or voice AI tools is a plus

• Healthcare experience is preferred

• You're a builder who cares as much about the user experience as the technical implementation

• You take ownership of outcomes, not just tasks

• You communicate clearly and build trust with operations, engineering, and customers alike

• You're excited to work at the intersection of product and engineering, and you see this blended role as a feature, not a compromise

• You thrive in early-stage environments where scope evolves and you're expected to figure things out

• Cutting-edge technology: Work directly with the latest advancements in generative AI and automation, tackling challenging problems that meaningfully impact healthcare

• Ownership & growth: You'll join Ascertain at a pivotal early stage, shaping our products, technical direction, and culture, with significant opportunities for career advancement

• Collaborative team: Join a talented, passionate, and supportive team with backgrounds from top tech companies and clinical institutions

• Flexible hybrid work: We support a flexible hybrid working model from our NYC office, trusting you to manage your own schedule

• Competitive compensation: We offer competitive salary, meaningful equity, comprehensive health insurance, and more

Why Ascertain? Make a real difference: Your work will directly impact healthcare organizations and improve patient care. Join Ascertain in transforming healthcare with AI!