Sr Retention Strategist

You can open a Klaviyo account and spot the leak in ten minutes. You know why subscribers cancel before their second rebill, and you know which save offer actually keeps them. You'd rather decide what gets built than build it yourself.

This role is strategy and client leadership, full stop. A dedicated pod handles the copy, design, builds and project management. Your job is to set the direction for a portfolio of DTC brands, explain the numbers to founders, and make sure every email, flow and test has a commercial reason to exist.

This is a fully remote, full time and exclusive role.

WHAT'S IN IT FOR YOU

• Pure strategy, no production. You never write, design or schedule an email. A full pod executes; you own the what and the why.
• A real seat at the table. You lead the strategic conversations with founders and ecommerce operators, and your recommendations shape their retention programmes.
• Breadth across brands. A portfolio of 15 to 20 DTC clients means more data, more subscription models and more patterns than any in house role could give you. Most accounts run on one call a month or less, so the load is in the thinking, not the meetings.
• Subscription depth. Work across Loop, Recharge, Skio and CheckoutChamp on the problems that move LTV: rebill churn, save offers, dunning and portal tests.
• Systems that support you. Proven briefing frameworks, a structured testing process and an established team of strategists to sharpen your thinking against.
• Room to stay and grow. This is a long term seat for someone who wants to build serious retention expertise, not a stepping stone.

WHAT YOU'RE GETTING INTO

• Own the retention plan for every account in your portfolio: the biggest commercial opportunities, the biggest risks, and the priorities in between.
• Map lifecycle and subscription journeys end to end, from first purchase through rebills, failed payments, cancellation, winback and loyalty, without flow and campaign overlap.
• Plan campaign calendars 30 to 60 days out, each campaign with a clear objective, audience, offer, angle and testing hypothesis. Original ideas, not recycled discounts.
• Brief copywriters decisively on the customer problem, desired belief, mechanism, proof, objection and offer, and tell them exactly why a draft will or won't land.
• Run structured testing roadmaps across campaigns, flows, segmentation, offers and subscription portals, and turn winners into standard practice.
• Analyse cohorts, rebill rates, churn and 12 month LTV, then present monthly reports that explain what happened, why, and what happens next.
• Lead client calls and escalations: diagnose underperformance, set the recovery plan and see it through to close.
• Audit your accounts weekly and give every material finding an owner, priority, action and due date, so your pod is never waiting on you.

WHO YOU ARE

• You've built retention, lifecycle, email or subscription strategy for DTC brands, and you can point to the revenue it moved.
• You connect every marketing decision to revenue, margin, customer behaviour and lifetime value.
• You prioritise the three things most likely to move an account over a list of thirty small ideas.
• You have sharp direct response judgement: hooks, mechanisms, proof, offers, awareness levels. You can write when needed and explain precisely why copy will work or fail.
• You're fluent in spreadsheets, comfortable with messy data, and you validate your numbers before anyone else sees them.
• You understand subscription economics: zero day churn, first cycle rebill churn, retention curves, revenue retention and cohort LTV.
• You've worked hands on with at least one of Loop, Recharge, Skio, CheckoutChamp or a comparable platform, and you pick up new tools fast.
• You lead calls with founders confidently, defend your recommendations under pressure, and stay calm when a client is not.
• You follow through in writing, make decisions with incomplete information, and flag capacity problems before they cost quality.

Bonus if you've:

• Worked inside a retention or lifecycle agency managing several accounts at once
• Run subscription portal split tests in Loop or Skio
• Coached copywriters or designers to sharper work without rewriting it for them