Senior Retention Strategist

About the role

A fully remote, full-time and exclusive role leading retention strategy for a portfolio of 15 to 20 DTC brands. A dedicated pod handles copy, design, builds and project management, while you set the direction, explain the numbers to founders and ensure every email, flow and test has a commercial reason to exist. The role sits at the table with founders and ecommerce operators and works across Loop, Recharge, Skio and CheckoutChamp.

Key responsibilities

• Own the retention plan for every account: biggest opportunities, risks and priorities.
• Map lifecycle and subscription journeys end to end, from first purchase through rebills, failed payments, cancellation, winback and loyalty.
• Plan campaign calendars 30 to 60 days out, with objective, audience, offer, angle and testing hypothesis.
• Brief copywriters on the customer problem, desired belief, mechanism, proof, objection and offer.
• Run structured testing roadmaps across campaigns, flows, segmentation, offers and subscription portals, turning winners into standard practice.
• Analyse cohorts, rebill rates, churn and 12-month LTV, and present monthly reports.
• Lead client calls and escalations, diagnose underperformance and set the recovery plan.
• Audit accounts weekly and assign owners, priorities, actions and due dates to findings.

Required profile

• Proven retention, lifecycle, email or subscription strategy experience for DTC brands, with revenue impact.
• Ability to connect marketing decisions to revenue, margin, customer behaviour and LTV.
• Direct response judgement and fluency in spreadsheets, validating numbers before sharing them.
• Understanding of subscription economics: zero-day churn, first-cycle rebill churn, retention curves, revenue retention and cohort LTV.
• Experience working hands-on with at least one of Loop, Recharge, Skio, CheckoutChamp or a comparable platform.
• Confident leading calls with founders and defending recommendations under pressure.

Required skills

• Loop, Recharge, Skio, CheckoutChamp or similar platforms
• Spreadsheets and data analysis
• Copywriting and briefs

Bonus: having managed several accounts in a retention or lifecycle agency, running subscription portal split tests in Loop or Skio, or coaching copywriters and designers.