CareerPlan

Head of Retention, DTC Subscription

CanadaRemoteFull-time$115k–$145k2026-11-09 → 2026-11-10

Core

Lead subscription growth, lifecycle marketing, and customer experience for two DTC brands to reduce churn and increase customer lifetime value.

Role type

Senior Head of Retention (DTC Subscription)

Builds

Subscription programs, lifecycle campaigns, and customer experience operations for two direct-to-consumer brands.

Domain

Direct-to-consumer (DTC) e-commerce and subscription management

Required skills

Subscription growth strategy, churn reduction, lifecycle marketing, email/SMS campaign management, customer experience leadership, data analysis, A/B testing, commercial judgment, team management

Preferred skills

Experience with nine-figure revenue brands, agency management, AI tools for optimization

Technologies

Klaviyo, Loop

Responsibilities

Own subscription programs including offers, bundles, cadence, portals, and cancellation flows; Develop and test retention initiatives like save offers, skip/swap/pause options, and win-back campaigns; Lead email and SMS strategy and manage retention agencies; Build and optimize the full customer lifecycle from welcome to win-back; Improve post-purchase experience by analyzing cancellation reasons and feedback; Lead the customer experience team and monitor KPIs like CSAT and chargebacks; Track and report subscription performance metrics including MRR and churn; Run retention reviews with senior leadership to identify growth opportunities; Collaborate with growth and brand teams on promotional campaigns; Maintain a testing and optimization rhythm using data and automation.

Seniority

Senior, hands-on IC