Head of Subscription Retention

Lead subscription growth and lifecycle marketing as Head of Retention for two direct-to-consumer brands, working fully remotely from Canada.

This senior retention leadership role owns subscription programs, customer experience, and growth initiatives across both brands. You will reduce churn, increase lifetime value, and strengthen customer relationships throughout the journey. The work combines email, SMS, subscription operations, and data-led optimization.

• Own offers, bundles, cadence, portals, and cancellation flows
• Develop save, skip, swap, pause, and win-back initiatives
• Lead email, SMS, lifecycle campaigns, and retention agency
• Optimize welcome, replenishment, loyalty, VIP, and post-purchase journeys
• Report churn, retention, recurring revenue, and lifetime value

• Five to six-plus years in direct-to-consumer retention or lifecycle marketing
• Subscription leadership experience at $30–50M-plus annual revenue
• Expertise in churn reduction, cohorts, save strategies, and recurring revenue
• Hands-on Klaviyo or comparable email and SMS experience
• Familiarity with Loop or similar subscription platforms

Apply subscription strategy, lifecycle marketing, and customer experience leadership to improve retention across two direct-to-consumer brands.