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Head of Retention

United States🌐 Remote💼 Full-time💰 $182,000–$182,000🗓 2026-09-20 → 2026-09-26

Core

Own the end-to-end customer lifecycle (onboarding, activation, expansion, loyalty, win-back) across DTC, app, and retail-to-digital to drive repeat rate, LTV, and CAC payback.

Role type

VP of Retention (Lifecycle, Loyalty & Subscriptions)

Builds

Durable retention operating system, subscription plans, loyalty programs, and lifecycle journeys for a functional wellness brand.

Domain

Health & wellness / Consumer Direct-to-Consumer (DTC)

Deliverable

production ML models | product features | dashboards & analysis | client delivery

Required skills

Lifecycle/CRM strategy, experimentation design (A/B/MAB), cohort analysis, subscription scaling, loyalty program design, dynamic segmentation, pricing architecture, compliance governance, team leadership

Preferred skills

8–9-figure revenue experience, reverse-ETL integration, retail-to-digital identity connection, board-level communication

Technologies

Klaviyo, Shopify, Recharge

Responsibilities

Set retention strategy and KPI tree (LTV, churn, payback); Design event-driven journeys and run disciplined test programs; Scale subscriptions and optimize skip/pause/swap flows; Build dynamic segmentation and next-best-action logic; Architect bundles and timed replenishment nudges; Lead Lifecycle/CRM, Loyalty, Retention Product, and Analytics teams

Seniority

VP, hands-on IC with team leadership

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