Founding Engineer

🏥 About Sailor Health

America is undergoing one of the largest demographic shifts in its history as the Baby Boomer generation enters its later years. This shift will put unprecedented pressure on Medicare, which already spends more than $1 trillion each year caring for older adults. Yet the healthcare system is built backwards: reactive instead of preventative, measuring years of life instead of the quality of them.

Sailor Health is building a new care model for aging. We combine behavioral health, healthcare advocacy, wellness classes, and AI care agents into one virtual platform designed for older adults. AI coaches help patients navigate their health between visits, while AI copilots give providers the tools to deliver higher quality, better informed care. We partner with Medicare to make our platform affordable and accessible to older adults nationwide.

Sailor has exceptional product market fit:

• Exponential growth: We are honored to serve thousands of patients across all 50 states, with strong organic demand helping make Sailor one of the fastest growing companies in healthcare.

• AI powered, deeply human care: We harness the power of AI while keeping human connection at the center of care, creating an experience that feels personal, continuous, and deeply human.

• Talent dense team: We are a 25 person team in our NYC office and are backed by the founders of Ramp, Nourish, Headway, Charlie Health, and Spring Health.

⭐ About the Role

Location: New York City orRemote.

Sailor is looking for a Founding Full-Stack Engineer to join as our 4th engineer. This is a ground-floor opportunity to design and launch AI-first products from scratch at a startup with extreme PMF. You’ll own major technical decisions, shape our engineering culture, and use AI to drive real clinical impact at scale.

💻 Your Key Responsibilities

• Build AI coaches for patients : Create AI voice-powered coaches that support cognitive health, mindfulness, and overall wellness, helping patients stay engaged between sessions, practice therapeutic techniques, and build healthy routines in a natural, conversational way.

• Build AI care agents for our healthcare providers : Build and scale AI-native features including speech-to-text triage, care navigation copilots, auto-summarized progress notes, and intelligent intake.

• Build our clinical operations layer : Architect and ship the backbone of our care delivery engine, spanning patient scheduling, documentation, and revenue cycle management, leveraging best-in-class healthcare APIs to deliver a seamless and scalable clinical operation.

✅ Ideal Qualifications & Skills

• You’re an A+ player. You have a burning desire to win, a track record of excellence, and a drive to build with urgency and precision. You want to be the best and you want your team win.

• You have 1-5 years of experience. You are comfortable with backend and frontend in React, Typescript, Node,js, PostgreSQL, and Claude Code.

• You’re product-driven. You have strong intuition for user needs, high EQ, and a deep curiosity to understand the underlying business and clinical problems, not just the technical solution.

• You thrive in ambiguity. You thrive in ambiguity. You’re energized by open-ended problems and move quickly with imperfect information.