• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Director, Medicare Advantage Strategy

$215,000–245,000/yr 8d ago

Director, Medicare Advantage Strategy

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

Twin Health

US

Full-time Permanent Remote

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

The Director will serve as the internal subject matter expert on Medicare Advantage, shaping the company's strategy, product roadmap, and member experience. They will partner with cross-functional leadership to drive commercial success and represent the company as a thought leader in the industry.

Job Description

Twin Health 

At Twin Health, we empower people to improve and prevent chronic metabolic diseases, like type 2 diabetes and obesity, with a new standard of care. Twin Health is the only company applying AI Digital Twin technology exclusively toward metabolic health. 

We start by building a dynamic model of each person’s metabolism — drawing on thousands of data points from CGMs, smartwatches, and meal logs — that maps their personal path to better health. Guided by a dedicated clinical care team, our members have lowered their A1C below the diabetes range, achieved lasting weight loss, and reduced or even eliminated medications, all while living healthier, happier lives.

Working here 

Our team at Twin Health is passionate, talented, and united by a shared purpose: to improve the metabolic health and happiness of our members. We believe in empowering every Twin to make a meaningful impact for our members, our clients, and each other, while enjoying a supportive, collaborative work environment.

Twin has been recognized not only for our innovation but also for our culture, including: Innovator of the Year by the Employer Health Innovation Roundtable (EHIR), selected to CB Insights’ Digital Health 150, and named one of Newsweek’s Top Most Loved Workplace® .

With more than $100 million raised in recent funding, including a $53 million Series E round in 2025 led by Maj Invest, and a $50 million investment in 2023 led by Temasek, Twin is scaling rapidly across the U.S. and globally. Backed by leading venture firms like ICONIQ Growth, Sequoia, Sofina, Temasek, and Peak XV, we are building the most impactful digital health company in the world.

Join us as we reinvent the standard of care in metabolic health.

Opportunity

We are looking for a Director, Medicare Advantage Strategy to bring deep Medicare Advantage expertise to Twin as we build and scale our offering for MA members and health plan partners.

This person will be Twin's internal expert on the Medicare Advantage population, ecosystem, and market. You will help us deeply understand MA members—their needs, behaviors, barriers, care experiences, and expectations—and translate that expertise into better product, clinical, operational, and commercial decisions.

You will partner closely with Product, Clinical, Operations, Commercial, Marketing, and executive leadership to help shape Twin's Medicare Advantage strategy and member experience. You will bring an informed perspective on what works, what doesn't, what health plans expect, and where the market is headed—helping Twin anticipate needs and opportunities rather than simply reacting to them.

This is an ideal role for someone who has spent significant time in Medicare Advantage and wants to use that expertise to help build a differentiated, technology- and AI-enabled model of metabolic care for the Medicare population.

You will also serve as an external voice for Twin on Medicare Advantage, representing the company with customers, partners, industry groups, panels, and conferences.

Responsibilities 

  • Serve as Twin's subject matter expert on Medicare Advantage, bringing deep knowledge of MA members, health plans, care models, market dynamics, and industry best practices.
  • Develop a deep, continuously evolving understanding of the MA member, including health needs, motivations, technology comfort, accessibility needs, care-seeking behaviors, social needs, engagement barriers, and expectations of their health plan and care providers.
  • Advise Product, Design, Clinical, and Operations teams on how Twin's member experience and care model should evolve for the Medicare population.
  • Partner with the Medicare Advantage Product Lead to shape the end-to-end MA member journey, identify gaps and opportunities, and pressure-test product strategy and roadmap decisions.
  • Help Twin look around corners by monitoring changes in the MA market, CMS policy, health plan priorities, competitive offerings, emerging care models, and member expectations—and translating those changes into implications for Twin.
  • Bring expertise across key MA domains including member experience, Stars and quality, CAHPS, supplemental benefits, care management, health equity, risk adjustment, utilization, retention, and plan economics—and understand how these areas interact with Twin's offering.
  • Partner with Commercial and Product Marketing to understand health plan priorities, strengthen Twin's MA value proposition, support strategic customer conversations, and inform positioning and competitive differentiation.
  • Build and maintain Twin's internal MA knowledge base, educating teams and leadership on the Medicare Advantage ecosystem, member population, terminology, incentives, and emerging trends.
  • Establish relationships with external experts, health plans, industry organizations, and other stakeholders to keep Twin connected to evolving MA practices and perspectives.
  • Represent Twin externally as a Medicare Advantage thought leader through customer conversations, industry panels, conferences, webinars, and other forums.
  • Help identify new opportunities for Twin within Medicare Advantage, including populations, partnerships, capabilities, and care models where Twin can create differentiated member and plan value.
  • Other duties as assigned.

Qualifications 

  • Deep Medicare Advantage Experience: 10+ years of experience in Medicare Advantage, Medicare, managed care, or closely related healthcare roles, with significant direct exposure to MA.
  • Member & Market Expertise: Deep understanding of the Medicare population and the practical realities of engaging and caring for older adults and other Medicare beneficiaries.
  • Health Plan Expertise: Strong understanding of how Medicare Advantage plans operate, make decisions, measure performance, and evaluate partners and solutions.
  • Broad MA Knowledge: Working expertise across multiple dimensions of Medicare Advantage, such as Stars, CAHPS/member experience, clinical programs, care management, supplemental benefits, risk adjustment, health equity, retention, and regulatory requirements.
  • Builder's Mindset: Comfortable moving beyond explaining how Medicare Advantage works to helping design what a better Medicare experience should look like.
  • Executive Presence: Strong communicator who can represent Twin credibly with senior health plan leaders, customers, partners, industry experts, and external audiences.
  • Thought Leadership: Experience presenting to executive audiences and ideally speaking at industry events, panels, conferences, webinars, or other external forums.
  • This remote opportunity based out of the U.S. Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment Visa at this time.

Compensation and Benefits 

The compensation range for this position is $215,000 - $245,000 annually. 

Twin has an ambitious vision to empower people to live healthier and happier lives, and to achieve this purpose, we need the very best people to enhance our cutting-edge technology and medical science, deliver the best possible care, and turn our passion into value for our members, partners and investors. We are committed to delivering an outstanding culture and experience for every Twin employee through a company based on the values of passion, talent, and trust. We offer comprehensive benefits and perks in line with these principles, as well as a high level of flexibility for every Twin

  • A competitive compensation package in line with leading technology companies
  • A remote and accomplished global team
  • Opportunity for equity participation 
  • Unlimited vacation with manager approval
  • 16 weeks of 100% paid parental leave for delivering parents; 8 weeks of 100% paid parental leave for non-delivering parents
  • 100% Employer sponsored healthcare, dental, and vision for you, and 80% coverage for your family; Health Savings Account and Flexible Spending Account options
  • 401k retirement savings plan

Salary range for US jobsUS Salary Range$215,000—$245,000 USD

We have been made aware of fraudulent interview requests being sent using the Twin Health's name. All communications will come from official Twin Health channels and a twinhealth.com email address. We will never ask you to complete a text interview or request financial details during the interview process. 

About the company

Twin Health

Twin Health combines advanced medical science and technology with a clinical care team to help people take control of conditions like type 2 diabetes, prediabetes, and obesity. Twin is a metabolic health benefit offered exclusively through employers or health plans.

Our Digital Twin™ technology learns a member’s unique metabolism based on insights collected from smart devices, meal logs, and lab work. By seeing how their body responds to lifestyle choices, Twin can provide real-time, personalized recommendations on nutrition, activity, sleep, stress, and more. Our clinical care team then guides the member on a clear path toward their health goals, celebrating each win along the way.

This leads to life-changing results:

💊 73% of members eliminated medications (including injections)
⚡️On average, members lost 14 pounds in 6 months
❤️‍🩹66% of members improved hypertension
💪81% of members improved cholesterol
⚖️On average, members saw a 2.2 point drop in A1C

We also help our partners deliver cost-effective, clinically validated solutions:

- $8.4K annual savings per member with at least one high-cost medication
- $3.2M projected pharmacy savings, annualized across all members with one or more high-cost medications
- Twin is validated by the American Heart Association, American Diabetes Association, The Journal of the American College of Cardiology, and more

Twin’s outcomes aren’t just clinical and cost-effective — they’re human. Members report feeling more energized, getting a better night’s sleep, and having the energy to play with their kids or grandkids a little longer.

We’re proud to help people feel their best with the power of a healthy metabolism.

Founded

2018

Company size

201-500 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Menlo Park, California

Apply Now

About the company

Twin Health

Twin Health combines advanced medical science and technology with a clinical care team to help people take control of conditions like type 2 diabetes, prediabetes, and obesity. Twin is a metabolic health benefit offered exclusively through employers or health plans.

Our Digital Twin™ technology learns a member’s unique metabolism based on insights collected from smart devices, meal logs, and lab work. By seeing how their body responds to lifestyle choices, Twin can provide real-time, personalized recommendations on nutrition, activity, sleep, stress, and more. Our clinical care team then guides the member on a clear path toward their health goals, celebrating each win along the way.

This leads to life-changing results:

💊 73% of members eliminated medications (including injections)
⚡️On average, members lost 14 pounds in 6 months
❤️‍🩹66% of members improved hypertension
💪81% of members improved cholesterol
⚖️On average, members saw a 2.2 point drop in A1C

We also help our partners deliver cost-effective, clinically validated solutions:

- $8.4K annual savings per member with at least one high-cost medication
- $3.2M projected pharmacy savings, annualized across all members with one or more high-cost medications
- Twin is validated by the American Heart Association, American Diabetes Association, The Journal of the American College of Cardiology, and more

Twin’s outcomes aren’t just clinical and cost-effective — they’re human. Members report feeling more energized, getting a better night’s sleep, and having the energy to play with their kids or grandkids a little longer.

We’re proud to help people feel their best with the power of a healthy metabolism.

Founded

2018

Company size

201-500 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Menlo Park, California

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.