Last updated: 2026-03-09

40-Question Retention Checklist

By Rebecca Worsley — Founder @RainyCity | Driving revenue for 7–8 fig DTC brands through CRO & Ads | Director @DTCLive

Unlock a proven retention framework with 40 targeted questions designed to diagnose retention gaps and boost repeat purchases. This actionable checklist helps you identify where customers drop off, optimize messaging and experiences, and accelerate growth more efficiently than tackling it alone.

Published: 2026-03-09

Primary Outcome

Identify retention gaps and drive more repeat purchases using a practical 40-question framework.

Who This Is For

What You'll Learn

Prerequisites

About the Creator

Rebecca Worsley — Founder @RainyCity | Driving revenue for 7–8 fig DTC brands through CRO & Ads | Director @DTCLive

LinkedIn Profile

FAQ

What is "40-Question Retention Checklist"?

Unlock a proven retention framework with 40 targeted questions designed to diagnose retention gaps and boost repeat purchases. This actionable checklist helps you identify where customers drop off, optimize messaging and experiences, and accelerate growth more efficiently than tackling it alone.

Who created this playbook?

Created by Rebecca Worsley, Founder @RainyCity | Driving revenue for 7–8 fig DTC brands through CRO & Ads | Director @DTCLive.

Who is this playbook for?

Founder/CEO of a consumer brand aiming to lift repeat purchase rate, Growth marketer at an e-commerce or D2C business focused on retention optimization, Product or subscription manager seeking a structured retention diagnostic to inform roadmap

What are the prerequisites?

Digital marketing fundamentals. Access to marketing tools. 1–2 hours per week.

What's included?

actionable retention framework. detailed 40 questions. fast results

How much does it cost?

$0.18.

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