Retention Engagement

Pull this in when you're dealing with churn or struggling to get users to stick around. It's trained on frameworks from 29 product leaders and helps you identify your aha moment, understand where users are dropping off, and build retention loops that actually compound value over time. The questions it asks are solid: what do retained users have that churned users don't, how does your product get better with use, what would users lose if they left. It'll push back on notification spam and undefined activation metrics. Best for subscription products or anything where daily/weekly return matters more than one-time conversion.

skills.sh installs: 2.3K
GitHub stars: 1.5K
last updated: Aug 21, 2026

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Install

$ npx -y skills add refoundai/lenny-skills --skill retention-engagement --agent claude-code

Installs into .claude/skills of the current project.

Files

Retention and Engagement Mastery

Build sustainable growth by embedding products into workflows and creating compounding user value.

Help the user with retention and engagement mastery using insights from 11 guests and posts across Lenny's Podcast and Newsletter.

How to Help

Define metrics - Guide the user in identifying their specific activation milestones and setting up cohort-based retention tracking.
Audit friction - Analyze the onboarding process and core user flows to eliminate technical and mental hurdles that cause early drop-off.
Design habits - Suggest psychological mechanics like streaks, loss aversion, or mounting value to increase switching costs.
Benchmark performance - Compare current churn and retention rates against industry-specific 'Good' and 'Great' standards to prioritize interventions.

Core Principles

Retention before monetization

Albert Cheng: "User retention is gold for consumer subscription companies. If you don't retain your users, then a lot of the onus is on getting them to pay on day one."

SKILL.md on GitHub