💡 The 3 Email Sequence That Saves 80% Of Churning Customers

Bring Users Back From the Brink With Impactful Retention Emails

April 22, 2025

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Welcome back to another edition of Bootstrapped Growth. 👋

Today, we dive into how well-crafted re-engagement email sequences can recover up to 80% of customers vs them disappearing forever.

Table of Contents

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🚀 Ingredients For Best Retention Emails

Your goal with retention emails, is to bring users back with a clearer understanding of how your product solves their problem. See the retention email examples below:

1) Email #1: Personal Check-Ins

Forget automated ‘We miss you’ messages. Canny’s (product feedback platform) CEO sent plain-text emails from her personal email account that asked, ‘Did you hit any obstacles getting started?’.

Canny referenced the exact feature the user tried last and asked about that experience. By investing time in personalized messages, Canny saw a staggering 72% open rate.

Takeaway ➡️ Make your first retention touchpoint feel like personal outreach, not automated marketing

2) Email #2: Value Reinforcement

Strava (fitness app) noticed a 3 times likelihood of user churn when users didn’t immediately understand their unique value proposition. Their educational emails targeted a single ‘aha moment’ feature that matched user behaviour.

Takeaway ➡️ Identify and showcase the specific feature most likely to create an "aha moment" for each user segment.

3) Email #3: The Last-Chance Incentive

Flock perfected the last-chance email with their ‘You have 2 days left’ for trial users. Instead of offering generic discounts, they emphasised what all the benefits that they would lose.

Takeaway ➡️ Make your final offer targeted and time-bound to create urgency without devaluing your product.

⭐️  Best Tips for Email Recovery Sequences

  1. Identify specific drop-off points in user journeys. Figure out what features resonate most with retention.

  2. Progressive personalization. Emails should be more personalized than the last, with the help of behavioral data to increase relevance.

  3. Descending send frequency. Increasing time gaps between emails (1, 2, 7, 14 days) respects user attention.

🛠 Useful Resources

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