[Remote] Head of Member Growth and Engagement

Note: The job is a remote job and is open to candidates in USA. Pomelo Care is a leading virtual medical practice dedicated to redefining the healthcare journey for women and children. As the Head of Member Growth and Engagement, you will be responsible for architecting and operating the revenue engine, overseeing the entire member lifecycle from lead identification to retention while collaborating with various teams to enhance performance.

Responsibilities

• 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

Skills

• 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

Benefits

• 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)

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