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.
We’re hiring our first Founding Data & Analytics Engineer to architect and scale Sailor’s data foundation, powering everything from clinical insights to AI copilots. You’ll work closely with our co-founders, clinicians, and engineers to build the pipelines and analytics that fuel care delivery and decision-making.
This is a ground-floor opportunity to build an AI-first data stack from scratch at a startup with extreme PMF. You’ll design the data models that measure patient outcomes, automate operations, and unlock intelligence across our platform.
We're honestly looking for a bit of a unicorn: someone who can architect pipelines like a data engineer, ship web apps like a product engineer, and reason about the business like a founder.
💻 What You’ll DoCreate data-powered web apps to solve tangible business problems
Build pipelines in Snowflake and dbt that unify data from EHR, CRM, and communication systems
Develop AI and ML-driven analyses of therapy transcripts and patient data
Automate backend operations with Python scripts that power clinical and billing workflows
Track and visualize clinical outcomes (PHQ-9, GAD-7, etc.)
Collaborate cross-functionally with clinicians and founders to turn data into action
Build long-term horizon data architectures and solutions that grow as our user base and internal teams grow
Live in NYC and energized by in-person work
Have 3-10 years of experience in data engineering or analytics
Are fluent in SQL, Python, dbt, and Snowflake
Have experience with GraphQL, REST APIs, and unstructured data (e.g., transcripts, FHIR format)
Bring high EQ and can communicate clearly with non-technical teammates
Move fast, set a high bar, and care deeply about improving mental health for older adults
💰 Top quartile salary and equity
🩺 Comprehensive benefits, including medical, dental & vision insurance
🌴 Flexible PTO and sick days
🍱 Lunch and dinner in our beautiful Soho office covered by Sailor
🎤 Team building events
🕺🏻 Friendliest and most dynamic team culture
✚ Additional: One Medical Membership for US employees, HSA, Talkspace, HealthAdvocate, Teladoc Health
💙 Make your Grandparents Proud: Remember why you’re here and build the standard of care you wish your grandparents received.
💡 Best Ideas Win: We strip problems down to first principles and challenge each other – but once a decision is made, we row as one.
⚡️Go Fast and Far: We have a burning sense of urgency AND we go the extra mile.
🥇 Do What It Takes To Be #1: We obsess over excellence and challenge ourselves and each other to actualize our best selves.
⛵ Happy Crew: A miserable crew rows slow. A happy crew rows fast. Fun is a performance metric.
Skills Required
- 3–10 years of experience in data engineering or analytics
- Fluency in SQL, Python, dbt, and Snowflake
- Experience with GraphQL and REST APIs
- Experience working with unstructured data, including transcripts and FHIR format
- Live in New York City and be energized by in-person work
- Strong communication skills with non-technical teammates
- High emotional intelligence
Sailor Health Compensation & Benefits Highlights
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Healthcare Strength — Medical, dental, and vision insurance are explicitly listed across multiple current W‑2 job postings. Some postings also highlight One Medical access and mental/virtual‑care add‑ons like Talkspace, HealthAdvocate, and Teladoc.
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Retirement Support — A 401(k) plan is listed for eligible W‑2 employees, with some postings mentioning employer matching up to 3.5%. Certain clinician postings also call out life insurance alongside core benefits.
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Wellbeing & Lifestyle Benefits — Employer‑paid meals at the Soho office and team events are described in current postings. Additional lifestyle perks such as free daily meals/snacks and company‑sponsored outings and happy hours are also cited.
Sailor Health Insights
What We Do
Getting older in America is tough: 90% of seniors live with chronic health conditions. 40% report feeling isolated. And despite having the highest suicide rates of any age group, older adults receive mental health therapy 70% less than the average American. Sailor Health is building the AI-native health system for happier and healthier aging. Sailor offers virtual mental health, wellness classes, care navigation, and AI care agents, all covered by Medicare. We've built the AI-powered operating system for our providers, where clinical copilots deliver real-time insights and autonomous agents handle the administrative grind. We are growing quickly and have partnered with Medicare to offer affordable and exceptional care to thousands of patients across 50 states. We are honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health.
Why Work With Us
We are one of the fastest-moving teams in health tech: every person punches above their weight and owns meaningful work far beyond their title. We’re lucky to be backed by world-class founders of Ramp, Headway, Charlie Health, Spring Health, and Nourish.
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Sailor Health Offices
OnSite Workspace
All HQ employees work in person in our beautiful office in Soho, NYC.
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