Head of Member Growth and Engagement

Pomelo Care • New York, NY

2d • $220,000 - $250,000 • Remote

About The Position

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.

Requirements

• 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.

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.

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)

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed