---
title: "Do You Have a Strategy to Retain Users?"
section: "Product"
sectionId: "product"
date: "2026-06"
---

*From the Jason Calacanis startup checklist.*

Retention is one of the most important levers in a product. The best retention strategies don't feel like marketing — they feel like the product doing its job.

## Personalised Re-engagement

**LinkedIn** is a great example. After a few days without logging in, they send an email that doesn't say "we miss you" — it says *"80 people viewed your profile."* That's a personalised, curiosity-driven nudge that gives you a specific reason to return. When you open the app, you can see exactly who was looking.

**Twitter/X** does the same with push notifications. If you haven't logged in for a few days, you might get: *"Bill Gurley and Knicks Film School are tweeting — don't miss it."* They know what content you engage with most and surface that specifically. Generic notifications are ignored; personalised ones drive action.

The pattern in both cases:
1. Identify a moment of lapsed engagement
2. Deliver a personalised, curiosity-driven prompt
3. Make the reward (the content) immediately accessible when the user returns

## Customer Success

In-app re-engagement is one side of retention. Customer success teams are another — particularly in B2B SaaS. Many users want a human touch: someone to check in, answer questions, and help them get more value from the product. As you grow, consider where a human layer could meaningfully reduce churn.