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Head of Member Growth and Engagement

United States

About us

At Pomelo Care, we are redefining the healthcare journey for women and children. As the leading virtual medical practice in our field, we provide a continuous circle of support—from the first steps of family building and the complexities of pregnancy to the nuances of postpartum, pediatric, and midlife care. We aren't just a clinic; we are a multidisciplinary engine of clinicians, engineers, and problem-solvers dedicated to closing the gaps in traditional care. By leveraging a high-touch, technology-driven platform, we identify risks early and deliver deeply personalized, 24/7 virtual care. We are here to prove that better data and patient-centered care lead to better outcomes, raising the standard of care for families nationwide.

About The Role: 

As the Head of Member Growth and Engagement, you will serve as the primary architect and operator of our revenue engine, owning the entire member lifecycle from lead identification through long-term retention. We are looking for a leader who balances the tactical precision needed to hit monthly revenue targets with the strategic vision to re-engineer our enrollment and retention journeys. In this role, you will collaborate across marketing, tech, and operations to unlock step-change improvements in performance and build a world-class member growth and engagement organization.

This role reports to our VP of Marketing and can be based anywhere in the continental US. 

What You'll Do: 

  • Orchestrate the end-to-end member growth and retention strategy, aligning cross-functional roadmaps to drive step-change improvements in business performance.
  • Own the P&L-defining metrics of the business, including Enrollment Rate, LTV:CAC, and Monthly Retention.
  • Partner with Strategic Finance to model performance inputs and establish long-term enrollment and engagement targets.
  • Architect the end-to-end member journey, identifying high-impact engagement touchpoints and implementing automated interventions to mitigate churn.
  • Translate annual financial goals into rigorous monthly and weekly operational plans to ensure the business is always paced to exceed revenue targets.
  • Maintain a high-fidelity feedback loop with the executive team, providing transparent reporting on KPIs, campaign performance, and revenue pacing.
  • Directly oversee a multi-disciplinary team across Outreach, Lifecycle Marketing, and Marketing Operations to foster a high-performance, data-driven culture.
  • Identify and diagnose performance gaps in real-time, deploying rapid-response tactics to protect in-month revenue and retention targets.
  • Influence the technical roadmap for CRM and marketing automation to ensure the organization has the precision instrumentation required for scale.
  • Partner with Product and Engineering to co-author roadmaps and define KRs, ensuring technical resources are prioritized against commercial impact and that teams are held accountable for moving the needle on growth and retention metrics.

Who You Are:

  • 10+ years of experience with at least 4+ years in senior leadership within subscription models, operating with a P&L owner’s mindset and total bottom-line accountability.
  • Can quantify every action, treating a 1% shift in retention as a critical financial lever rather than just a marketing metric.
  • Possess the technical depth to partner with Product and Engineering to architect the infrastructure your revenue engine requires.
  • Ability to move fluidly between high-level strategy and granular data, diagnosing root causes quickly and doing the math to ensure goals are reachable.
  • A proven leader of multi-disciplinary teams who influences cross-functional roadmaps to unlock step-change growth.
  • Ability to thrive on owning a number and proactively deploy tactics to close performance gaps before they impact the quarter.
  • Comfortable balancing growth-hungry urgency with a deep respect for product integrity and the long-term member experience.

Why you should join our team

By joining Pomelo, you will get in on the ground floor of a fast-moving, well-funded, and mission-driven startup that always puts the patient first. You will learn, grow and be challenged, and have fun with your team while doing it.

We strive to create an environment where employees from all backgrounds are respected. We also offer:

  • Competitive healthcare benefits
  • Generous equity compensation
  • Unlimited vacation
  • Membership in the First Round Network (a curated and confidential community with events, guides, thousands of Q&A questions, and opportunities for 1-1 mentorship)

At Pomelo, we are committed to hiring the best team to improve outcomes for all mothers and babies, regardless of their background. We need diverse perspectives to reflect the diversity of problems we face and the population we serve. We look to hire people from a variety of backgrounds, including but not limited to race, age, sexual orientation, gender identity and expression, national origin, religion, disability, and veteran status.

Compensation

Our salary ranges are based on paying competitively for our company’s size and industry, and are one part of the total compensation package that also includes equity, benefits, and other opportunities at Pomelo Care. In accordance with New York City, Colorado, California, and other applicable laws, Pomelo Care is required to provide a reasonable estimate of the compensation range for this role. Individual pay decisions are ultimately based on a number of factors, including qualifications for the role, experience level, skillset, geography, and balancing internal equity. Given that this role is open to candidates of different skill levels, determining a salary range is challenging. A reasonable estimate of the current salary range is $220,000 to $250,000. We expect most candidates to fall in the middle of the range. We also believe that your personal needs and preferences should be taken into consideration, so we allow some choice between equity and cash.

Potential Fraud Warning


Please be cautious of potential recruitment fraud. With the increase of remote work and digital hiring, phishing and job scams are on the rise with malicious actors impersonating real employees and sending fake job offers in an effort to collect personal or financial information.

Pomelo Care will never ask you to pay a fee or download software as part of the interview process with our company. Pomelo Care will also never ask for your personal banking or other financial information until after you have signed an offer of employment and completed onboarding paperwork that is provided by our People Operations team. All official communication with Pomelo Care People Operations team will come from domain email addresses ending in @pomelocare.com.

If you receive a message that seems suspicious, we encourage you to pause communication and contact us directly at careers@pomelocare.com  to confirm its legitimacy. For your safety, we also recommend applying only through our official Careers page. If you believe you have been the victim of a scam or identity theft, please contact your local law enforcement agency or another trusted authority for guidance.

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