Health Advocate (Remote 1099, RN experience required)

About Careway

Our mission is to help seniors overcome complex health and social challenges, improve their long-term well-being, and maximize independence. We believe every senior deserves to have a dedicated advocate in their corner.

We are building an advocacy-first telehealth platform to democratize access to high-quality care and reach patients right where they are. Our physicians and Health Advocates work together to help patients untangle the U.S. healthcare system, overcome social determinant barriers, and make confident, informed decisions. If you believe every patient deserves someone in their corner — and you want to be that person for your patients — this is the role.

About the Role

This is not a typical nursing role. As an Health Advocate at Careway, you will serve as the frontline support for seniors navigating difficult social and clinical situations. Your objective is to remove barriers and help your patients reach the best health outcomes their conditions allow. This involves addressing social determinants of health (SDOH), securing transportation, coordinating food assistance and mobility solutions, finding primary care providers, and closing care gaps. You will also help patients manage chronic conditions by improving their health literacy and guiding them to the right specialists.

This role requires grit and resilience. You will frequently navigate complex medical and social situations, and you must be prepared to de-escalate and support patients who may be frustrated, difficult, or overwhelmed by their circumstances. Working closely with our physicians, you will build long-term, trusting relationships to ensure patients achieve their healthcare goals.

Role Logistics

This is a 1099 contract role, fully remote (video and phone), based in the United States.

  • Time Commitment: Requires a baseline capacity of 25+ hours per week. Candidates with 30+ hours of weekly availability are highly prioritized.

  • Schedule: Must be available to operate during standard business hours to coordinate with clinics and insurance companies.

  • Duration: We prioritize candidates seeking a long-term commitment to ensure continuity of care and build lasting patient relationships.

What You’ll Do

  • Guide patients through the system. Translate medical complexity into plain language, coordinate care across providers, and demystify insurance paperwork.

  • Build and own care plans. Partner with Careway physicians on individualized plans that address both medical needs and social determinants: transportation, food, home support, and digital access.

  • Solve real problems with persistence. Identify what is blocking each patient, whether it is a denied claim, a missed referral, a lack of a PCP, or an unaffordable medication, and keep pushing until something moves.

  • Hold steady through hard cases. Lead difficult conversations with empathy and firm boundaries. Help frustrated or overwhelmed patients move forward.

  • Empower patients. Coach them on their own health literacy and self-management (diabetes, chronic pain, mobility, medication adherence) so they grow more confident over time.

  • Make Careway better. Share what you learn on the front lines so we can sharpen our advocacy model and the tools we put in your hands.

What You’ll Bring

  • Licensure: Active Registered Nurse (RN) license in good standing.

  • Location: Must be based in the United States.

  • Clinical Knowledge: Deep understanding of SDOH and experience working with diverse, vulnerable patient populations.

  • Relationship Building: Exceptional active listening and interpersonal skills to build trust quickly and maintain meaningful connections.

  • Organization: Strong administrative abilities and clear communication to manage multiple tasks effectively.

  • Tech Fluency: Comfortable learning a new EHR, adopting AI tools, and picking up evolving operational processes quickly.

  • Resilience, Persistence, & Creativity: The US healthcare system puts up barriers. It is your job to creatively navigate those obstacles to get patients the care they deserve.

Nice-to-Haves

  • Background in community health, health coaching, or experience with Medicare populations.

  • Fluency in Spanish or other languages.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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