Head of Member Growth and Engagement

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 PL-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 PL 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 ... (truncated, view full listing at source)