• 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 of Engagement & Retention

$160,000–170,000/yr 4d ago

Director of Engagement & Retention

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

AnsibleHealth Inc.

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

Design and execute end-to-end patient engagement and retention strategies to reduce churn and improve health outcomes for chronic disease patients. Lead cross-functional collaborations with clinical, product, and data teams to optimize the patient lifecycle and operational workflows.

Job Description

About Ansible Health

At Ansible Health, a diverse mix of clinicians, engineers, and healthcare executives share a common vision: transforming how healthcare is delivered for patients with chronic diseases. We are a venture-backed, physician-led virtual medical group that unites talent from Columbia, Johns Hopkins, Google, Amazon, and other top institutions to revolutionize care for patients with COPD, CHF, and other chronic cardiac and pulmonary conditions.

We combine digital theranostics with expert human care to enable holistic management of chronic disease where it matters most: in patients' homes and communities. Our mission is to empower our patients to live longer, healthier, and more fulfilling lives. Meaningful patient-centered outcomes include reduction of emergency department visits, hospital admissions, and death.

Our track record speaks for itself: 90% of patients love our program, 82% report improved symptoms, a 103% increase in physical fitness, and a 45% decrease in ER usage and hospitalization.

Position Summary

The Director of Engagement & Retention is a senior leadership role responsible for designing, executing, and optimizing the strategies that keep patients actively enrolled, deeply engaged, and achieving meaningful health outcomes within Ansible Health's virtual care programs. This leader will own the full patient lifecycle from onboarding through long-term retention, leveraging data analytics, behavioral science, and cross-functional collaboration to reduce churn, increase program adherence, and maximize the clinical and financial value delivered to patients and the organization.

This is a high-impact role at the intersection of operations, clinical care, product, and data — ideal for a strategic operator who is passionate about chronic disease management and understands that sustained patient engagement is the linchpin of value-based care.

Key Responsibilities

Engagement & Retention Strategy

▸ Own the end-to-end patient engagement and retention strategy across the full lifecycle — from initial onboarding and early activation through sustained program participation and graduation.

▸ Develop and manage a Patient Lifecycle Model that enables segment-level targeting, behavioral nudges, and lifecycle-stage interventions tailored to the unique needs of chronically ill populations.

▸ Define, track, and report on core retention KPIs including enrollment conversion, 30/60/90-day retention rates, program completion, session attendance, disenrollment drivers, NPS, and patient-reported outcomes.

▸ Build and iterate on proactive outreach programs and re-engagement campaigns to identify at-risk patients early and intervene before disengagement or disenrollment.

Cross-Functional Leadership

▸ Partner closely with clinical teams — nurse practitioners, respiratory therapists, exercise physiologists, and care managers — to embed engagement best practices into daily care workflows and touchpoints.

▸ Collaborate with Product and Engineering to shape patient-facing features, communication tools, and platform improvements that drive habitual engagement and reduce friction.

▸ Work with the Growth and Partnerships team to align acquisition messaging with realistic program expectations, improving the quality of incoming referrals and reducing early-stage attrition.

▸ Coordinate with Finance and Analytics to quantify the revenue impact of retention improvements and build data-informed business cases for new initiatives.

Data & Insights

▸ Establish a rigorous measurement framework for engagement and retention, moving beyond vanity metrics to actionable insights that influence clinical and operational decisions.

▸ Conduct root-cause analysis of patient churn through data mining, patient surveys, exit interviews, and clinician feedback — translating findings into concrete process improvements.

▸ Design and run A/B tests, cohort analyses, and pilot programs to validate engagement hypotheses before scaling.

Team Building & Culture

▸ Build, mentor, and lead a high-performing engagement and retention team as the organization scales, including specialists in patient outreach, lifecycle marketing, and engagement analytics.

▸ Champion a patient-obsessed culture across the organization, ensuring that the voice of the patient informs every strategic and tactical decision.

▸ Report directly to executive leadership, providing clear visibility into engagement health and strategic recommendations at the board level.

Qualifications

Required

▸ 7+ years of progressive experience in patient engagement, retention, customer success, lifecycle management, or growth operations — with at least 3 years in a healthcare, telehealth, or health-tech environment.

▸ 3+ years of experience in a people-management or leadership capacity, with a demonstrated ability to build and scale teams.

▸ Deep familiarity with value-based care models, chronic care management (CCM), remote patient monitoring (RPM), or similar care delivery frameworks.

▸ Strong analytical skills with hands-on experience using data tools (e.g., SQL, Tableau, Looker, Excel) to define KPIs, run analyses, and inform strategy.

▸ Proven track record of meaningfully improving retention rates, reducing churn, or increasing engagement in a measurable, data-driven way.

▸ Exceptional cross-functional communication skills — comfortable presenting to clinical teams, engineering squads, and executive leadership alike.

▸ Bachelor's degree in Healthcare Administration, Business, Public Health, Marketing, or a related field.

Preferred

▸ Master's degree (MBA, MPH, MHA) or equivalent advanced training.

▸ Experience in a high-growth startup or venture-backed environment where scrappiness and speed are table stakes.

▸ Background in behavioral science, behavioral health, or health behavior change frameworks (e.g., COM-B, Transtheoretical Model, motivational interviewing).

▸ Familiarity with Medicare/Medicaid populations, particularly older adults with multiple comorbidities such as COPD, CHF, or other chronic cardiopulmonary conditions.

▸ Experience with CRM and engagement platforms (e.g., Salesforce Health Cloud, HubSpot, Iterable, or comparable tools).

▸ Clinical licensure or clinical background (RN, RT, MPH with clinical rotations) is a meaningful plus but not required.

Compensation & Benefits

▸ Base Salary: $150,000 – $170,000 annually, commensurate with experience and qualifications.

▸ Equity: Eligible for stock option grants — you will have a direct ownership stake in the company's trajectory.

▸ Bonus: Eligible for performance-based cash bonuses tied to engagement and retention milestones.

▸ Remote-first: Work from anywhere in the United States with flexible scheduling.

▸ Benefits: Medical, dental, and vision coverage; paid time off; professional development support.

▸ Impact: Directly improve the lives of patients with serious chronic diseases — the work you do here matters.

Who You Are

We are looking for a compassionate, data-driven, and slightly rebellious leader who has found their calling at the intersection of healthcare and technology. You challenge the status quo, you obsess over patient outcomes, and you know that retention isn't just a metric — it's a reflection of whether patients are truly getting better.

This is a challenging role that will involve a very steep learning curve. As with any innovation, a degree of organized chaos is expected. Changing the culture of healthcare is hard. It will often feel like it is "us against the world," but you will be in good company. You bring your energy and passion. We will bring intensive mentorship and the resources to help you build something extraordinary.

With Ansible Health, you're not just part of a team; you're part of a revolution. If you're ready to contribute to a healthier future, we'd love to hear from you.

Equal Opportunity Statement

AnsibleHealth Inc. is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees and candidates. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status. If you require an accommodation during the application process under the Americans with Disabilities Act or similar law, please contact HR.

About the company

AnsibleHealth Inc.

AnsibleHealth is an early-stage venture-backed MD-led (ex-Googler, Columbia MD/ PhD) healthcare startup that provides tech-enhanced home-based healthcare services to patients suffering from COPD in the United States. AnsibleHealth does this by leveraging technology as well as our own clinical teams of respiratory therapists, and MDs, to remotely monitor, educate, coach, and provide rehab to these patients. We work alongside their current clinical providers to ensure that these patients live long, healthy, and fulfilling lives.

Founded

2021

Company size

11-50 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Mountain View, California

Apply Now

About the company

AnsibleHealth Inc.

AnsibleHealth is an early-stage venture-backed MD-led (ex-Googler, Columbia MD/ PhD) healthcare startup that provides tech-enhanced home-based healthcare services to patients suffering from COPD in the United States. AnsibleHealth does this by leveraging technology as well as our own clinical teams of respiratory therapists, and MDs, to remotely monitor, educate, coach, and provide rehab to these patients. We work alongside their current clinical providers to ensure that these patients live long, healthy, and fulfilling lives.

Founded

2021

Company size

11-50 employees

Industry

Hospitals and Health Care

Org type

Privately Held

Headquarters

Mountain View, 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.