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 expected to make up nearly 25% of the population by 2030, we're entering a period of unprecedented demand for care. Yet, today, millions of older adults remain isolated, underserved, and struggling with mental health challenges such as anxiety, depression, and loneliness without adequate support.
At Sailor Health, we envision a world where every senior has seamless access to compassionate, effective, and personalized mental health care. Join us on our mission to redefine the golden years, enabling older adults across the nation to live happier, healthier, and more fulfilling lives.
⭐ About the RoleLocation: Remote – Canada based
We're hiring a full-time remote Advocacy Care Navigator to serve as a trusted guide for existing Sailor Health patients who are ready to take the next step in their care journey through our advocacy services. In this role, you'll connect with patients who have already begun working with a therapist and support them in accessing the additional resources, coordination, and advocacy they need to thrive.
This role blends patient support, care coordination, and emotional guidance. You'll be the steady, familiar voice that helps an established patient feel truly supported beyond their therapy sessions - walking them through advocacy intake with warmth, clarity, and close attention to detail.
It's a great fit for someone who finds meaning in continuity of care and who thrives at the intersection of empathy and execution.
💻 Your Key ResponsibilitiesConduct intro calls with existing patients who are interested in Sailor Health's advocacy services, following a similar structure to care navigation intake conversations
Guide patients through the advocacy onboarding process with warmth, clarity, and attention to detail
Coordinate closely with the advocacy team to ensure smooth transitions and follow-through
Manage patient communications across multiple stages of the process, including follow-ups, missed calls, and reassignments
Work within tools like Google Workspace, EHR platforms (e.g., Healthie), and CRMs like HubSpot to keep records accurate and up to date
This role isn’t for everyone. It’s fast-paced, chaotic, and requires hard work. But if this excites you, we’d love to meet you.
Empathetic and clear communicator. You speak with kindness, listen actively, and make patients feel at ease — even during vulnerable or emotional conversations.
Highly organized and detail-oriented. You can manage multiple patients at different stages without letting anything slip through the cracks.
Tech-comfortable. You pick up new tools quickly and are comfortable navigating platforms like Google Workspace, EHR systems, and CRMs.
Mission-aligned. You care deeply about improving care for older adults and are excited to play a meaningful role in their ongoing support.
Experience welcome, not required. A background in healthcare, customer service, or administrative support is a plus — but above all, we're looking for someone organized, compassionate, and eager to grow.
Mission with impact. Help bring life-changing care to a population that's too often overlooked.
Remote-first team. Enjoy the flexibility of remote work while staying closely connected with a thoughtful, collaborative team rooted in purpose.
Growth and ownership. Be part of a small, agile team where you'll take initiative, shape key processes, and grow as we grow.
Make someone's day, every day. Your work helps advocates feel supported so they can deliver their best care to patients who need it.
If this sounds like you, we'd love to connect. Join us in redefining what it means to age with dignity, connection, and mental wellness.
Skills Required
- Empathetic and clear communication skills, including active listening during vulnerable or emotional conversations
- Strong organizational and detail-oriented skills for managing multiple patients and process stages
- Comfort learning and using Google Workspace, EHR systems, and CRM platforms
- Interest in improving care and support for older adults
- Background in healthcare, customer service, or administrative support
Sailor Health Compensation & Benefits Highlights
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Healthcare Strength — Company materials indicate W‑2 clinicians can opt into medical, dental, and vision coverage, and corporate postings echo similar offerings. This breadth of core health insurance is explicitly referenced for eligible roles.
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Retirement Support — Company information cites a 401(k) plan with employer matching for W‑2 clinicians. This adds long‑term financial support alongside health coverage.
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Wellbeing & Lifestyle Benefits — Clinical roles highlight remote work and self‑set schedules, and some corporate roles mention flexible PTO and sick time. These features point to meaningful flexibility in how and where work is done.
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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All HQ employees work in person in our beautiful office in Soho, NYC.