Join a mission-driven team transforming senior mental health care with compassion, flexibility, and support. Work remotely from your home and on your own hours. Sailor will take care of finding patients to you so that you can focus on providing exceptional care!
About the Role
Sailor Health is seeking experienced and action-oriented RN Healthcare Advocates to support older adults on Medicare throughout their health journeys.
As a Healthcare Advocate at Sailor Health, you’ll be a trusted partner for patients and families — offering empathetic guidance, tackling complex care challenges, and ensuring our patients feel supported and empowered. You’ll help connect the dots between mental health, physical health, and daily life — especially around Social Determinants of Health.
This is a remote, 1099 position with flexible hours — starting at 15 hours per week.
Compensation: $40 / hour
About Sailor Health
Sailor Health is revolutionizing mental health care for older adults, addressing one of the fastest-growing and most underserved healthcare segments in America. With over 60 million seniors projected to represent nearly 25% of the population by 2030, we're facing a seismic shift in healthcare demand. Yet, today, millions of older adults remain isolated, underserved, and struggling with mental health challenges such as anxiety, depression, loneliness, and life transitions without adequate support.
Join us on our mission to redefine the golden years, enabling older adults across the nation to live happier and healthier lives. This isn't just a job—it's an opportunity to pioneer a movement in geriatric mental health and reshape the future of aging.
What You’ll Do
Build trusted relationships with older adults and their families, grounded in listening and empathy.
Serve as a go-to resource for navigating medical systems, social services, and emotional wellness needs.
Create individualized care plans that address both clinical needs and SDOH, such as:
Access to food and housing programs
Transportation coordination
Medication management and reminders
Appointment scheduling and follow-ups
Caregiver support and education
Collaborate with Sailor’s therapists, care coordinators, and tech platform to deliver seamless, person-centered care.
Provide feedback to help shape Sailor’s patient advocacy model as we scale.
What We’re Looking For
Registered Nurse license, active and in good standing
Experience working in healthcare advocacy or care navigation with Medicare populations
Familiarity with SDOH and how they affect patient outcomes
Clinical judgment balanced with empathy and problem-solving
Organized, communicative, and able to manage multiple patients and needs
Tech-savvy—you’re comfortable learning new systems and working remotely
Action-oriented and energized by building something new
Based in the U.S.
Why Join Sailor Health?
We’re redefining how older adults receive care—starting with therapy and growing into full-person support. You’ll help build a new kind of healthcare experience: more human, more accessible, and more effective.
Skills Required
- Registered Nurse license, active and in good standing
- Experience working in healthcare advocacy or care navigation with Medicare populations
- Familiarity with Social Determinants of Health and their impact on patient outcomes
Sailor Health Compensation & Benefits Highlights
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Healthcare Strength — Medical, dental, and vision coverage are provided for full-time employees, indicating solid core health protection. Some roles also reference access to One Medical, reinforcing the healthcare focus.
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Leave & Time Off Breadth — An unlimited vacation policy is cited, enabling broad flexibility for time away. This approach signals trust in employees to manage time off without strict accrual caps.
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Retirement Support — A 401(k) plan is offered to full-time staff, reflecting attention to long-term financial security. Matching is referenced in some materials, though specifics are not consistently detailed publicly.
Sailor Health Insights
What We Do
Sailor Health is on a mission to solve the mental health crisis among older adults. 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, 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 psychotherapy to hundreds of patients. 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 a tier 1 VC (unannounced) and the world-class founders of Ramp, Headway, Charlie 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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