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 Job As a Full Stack Software Engineer at Ascertain, you will build functionality consisting of scalable, robust infrastructure, a modern frontend tech-stack, and backend services that power Ascertain’s healthcare AI platform. You’ll take the lead in defining best practices around our infrastructure, security, CI/CD pipelines, and cloud hosting strategy. As one of our earliest engineering hires, you’ll have significant ownership in shaping both technical architecture and our engineering culture. Ascertain is headquartered in New York City, where part of our engineering team works in person. We also hire engineers across the U.S. for fully remote roles, and we operate with a culture of high autonomy, shared accountability, and deep respect for the people who use what we build. What You'll Do: Deliver product functionality from start to finish across all-parts of the stack. Develop functionality in intuitive front-end applications using React/TypeScript. Design and develop scalable back-end services using Python and FastAPI. Work closely with product managers, designers, and other engineers to define technical requirements and translate them into robust software solutions. What You'll Bring to the Table: You have a security-minded approach to software design, with experience in regulated environments a plus. Experience in ambiguous startup environments, proactively take ownership, and communicate clearly across teams. Excitement (not just willingness!) to dive into new technologies, learn quickly, and step beyond your comfort zone in a rapidly evolving environment. Benefits & Perks: 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!