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.
β About the RoleLocation: Canada (remote)
We're hiring a full-time remote Advocate Support Coordinator to serve as the backbone of support for our Healthcare Advocate network at Sailor Health. You'll own the advocate experience from day one: running onboarding, checking in at 30/60/90 days, holding regular office hours, and staying close to the metrics that tell you who's thriving and who needs help. When an advocate runs into a tough patient situation (like a patient who's gone unresponsive), you'll be the one who helps them work through it. And when you spot a gap, whether it's a missing protocol or a hole in how we train new advocates, you'll build the fix yourself.
This role sits at the center of advocate performance, training, and support, which means the work is varied, and "and more" is a real part of the job description. We're a startup, and our processes are still being built and refined as we grow. This role isn't for everyone, but if you love creating structure out of ambiguity, you'll thrive here.
π» Your Key ResponsibilitiesOwn the advocate lifecycle from day one. Run onboarding for new Healthcare Advocates and check in with them at 30, 60, and 90 days to make sure they're set up to succeed, catching confusion or gaps early, before they turn into bigger problems.
Hold regular office hours. Be a consistent, available presence for advocates to bring questions, get unstuck, and talk through tricky patient situations in real time.
Track advocate metrics closely. Keep a close eye on performance data across the advocate network, know who's excelling and why, and surface high performers so their approach can be recognized and shared.
Help advocates navigate patient issues. Be the go-to resource when an advocate hits a wall with a patient (like a patient who's become unresponsive) and help them figure out the right next step.
Build and refine protocols. When a recurring issue doesn't have a clear playbook yet, write one. Turn one-off fixes into repeatable protocols the whole advocate team can rely on.
Find and close gaps in training. Watch for where the onboarding and training process is falling short, and build the improvements (new materials, new steps, new checks) to close those gaps for the next advocate who comes through.
And more. This role will keep expanding as the advocate program grows. Expect new pieces of advocate support, performance, and process to land with you as we scale.
β What Weβre Looking ForExtremely organized, with airtight follow-through. You catch issues early and never leave something unresolved without a plan to close it out. Colleagues can trust that once something lands with you (in Slack, email, or a call) it's handled, without needing to be reminded.
Proactive, and comfortable with ambiguity. You take initiative without being asked, and when instructions or processes are unclear, you find a path forward and build structure rather than waiting for direction.
Data-driven. You're comfortable living in the metrics; you notice trends, ask why a number moved, and use what you see to make advocates and the program better.
Sound judgment on urgency and ownership. You know when something is a drop-everything issue versus one that can wait, and you know what's yours to solve versus what should get escalated.
Warm, empathetic communicator. You bring genuine warmth to every conversation: clear, kind, and easy to work with, even when an advocate is frustrated or a patient situation is hard.
π Why Join Sailor HealthMission 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
- Extremely organized with airtight follow-through
- Proactive and comfortable with ambiguity
- Comfortable analyzing metrics and identifying trends
- Sound judgment regarding urgency, ownership, and escalation
- Warm, empathetic, clear communicator
Sailor Health Compensation & Benefits Highlights
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Healthcare Strength β Employer materials state W‑2 clinicians can opt into comprehensive medical, dental, and vision coverage, with third‑party postings echoing this offering. Feedback suggests core health benefits are available for eligible employee roles.
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Retirement Support β The careers page and multiple job ads indicate a 401(k) is available to W‑2 clinicians with employer matching. This points to structured retirement support as part of the total rewards for benefits‑eligible staff.
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Wellbeing & Lifestyle Benefits β Some postings mention access to One Medical and mental/virtual‑care add‑ons, along with employer‑paid meals and team events for office‑based staff. These extras indicate attention to day‑to‑day wellbeing and workplace experience beyond core insurance.
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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