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Head of Retention & Subscription

Hospitality Full Benefits Career Growth
Company

Tell My Tale

Location

Remote, Colombia

Posted

June 07, 2026

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About This Opportunity

TellMyTale is a custom storybook brand where every child becomes the hero of their own adventure — their name, their face, their story, illustrated and shipped to homes around the world. Parents cry when they read it. Kids ask for the next one.

We’re founder‑owned, profitable, bootstrapped, and on path to 8‑figures annually. Think Brave Books — but personalized for every kid, with a monthly subscription product we’re about to build from zero.

Role Description

This is a founding seat. We’re hiring our first Head of Retention to build the entire retention engine from scratch — most importantly, our monthly book subscription product.

The acquisition engine works. Books are flying out. What we don’t have yet is the system that turns one storybook into a tradition: a book a month, growing with the child, becoming the thing every family looks forward to.

That system is yours to build. Strategy, tech stack, product design, lifecycle flows, cohor...