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Retention Engine

  • 132 installs
  • 31 repo stars
  • Updated August 2, 2026
  • shipshitdev/library

Design onboarding, re-engagement, and win-back loops that reduce churn and lift repeat usage after the product is live.

About

Retention-engine helps agents plan and implement lifecycle systems: activation milestones, triggered emails, in-app prompts, and win-back sequences tied to usage signals. It connects product events to messaging cadence and experiments that improve return rates and paid conversion.

  • Cohort and churn analysis
  • Trigger-based messaging
  • Onboarding milestone design
  • Win-back campaign templates
  • Metric dashboards for stickiness

Retention Engine by the numbers

  • 132 all-time installs (skills.sh)
  • Ranked #1,076 of 1,879 Marketing & SEO skills by installs in the Skillselion catalog
  • Data as of Aug 3, 2026 (Skillselion catalog sync)
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Listed on Skillselion
Installs132
repo stars31
Last updatedAugust 2, 2026
Repositoryshipshitdev/library

What it does

Design onboarding, re-engagement, and win-back loops that reduce churn and lift repeat usage after the product is live.

Files

SKILL.mdMarkdownGitHub ↗

Retention Engine - Customer Lifetime Value Maximizer

Overview

This skill applies Alex Hormozi's retention and ascension frameworks to help indie founders reduce churn, maximize customer lifetime value (LTV), and build recurring revenue machines. It diagnoses churn causes and designs complete ascension paths.

Hormozi's Core Principle: "Acquiring customers is expensive. Keeping them is profitable."

When This Activates

This skill auto-activates when:

  • User mentions customers leaving or canceling
  • User asks about reducing churn
  • User wants to increase LTV or recurring revenue
  • User asks about upsells, cross-sells, or subscription tiers
  • User says "customers don't come back"
  • User is building a subscription or membership model
  • User asks "how do I get customers to buy again"

The Framework: The LTV Equation

LTV = (Average Revenue Per Customer × Average Customer Lifespan) - CAC

To maximize LTV:

  • INCREASE Revenue Per Customer (upsells, cross-sells, price increases)
  • INCREASE Customer Lifespan (reduce churn, increase retention)
  • DECREASE CAC (get referrals, improve conversion)

Execution Workflow

Step 1: Current Journey Mapping

Ask the user:

Tell me about your customer journey after purchase:

>

1. What happens immediately after they buy? (First hour, first day)
2. What's the experience in the first week?
3. What happens at 30 days? 90 days? 1 year?
4. How long does the average customer stay?
5. Do they buy anything else from you? What?

Journey Assessment:

StageQuestion to Answer
Immediate (0-1 day)Do they feel excited and confident?
Activation (1-7 days)Do they get a quick win?
Engagement (7-30 days)Are they using what they bought?
Retention (30-90 days)Are they seeing results?
Expansion (90+ days)Are they ready for more?

Step 2: Churn Diagnosis

Ask the user:

Why do customers leave?

>

1. What are the top 3 reasons people cancel or don't return?
2. When do most customers leave? (After 1 month? 3 months? 1 purchase?)
3. What do customers who stay have in common?
4. What do customers who leave have in common?
5. Do you ask for feedback when they leave? What do they say?

Churn Cause Framework:

SymptomLikely CauseSolution
Leave within 30 daysNever got valueBetter onboarding
Leave at 90 daysHit a plateauAdd next-level offering
Leave after successNothing else to buyCreate ascension path
Leave due to priceWrong positioningReframe value
Leave due to non-useNo engagementActivation campaigns

Step 3: Ascension Ladder Design

Ask the user:

What's the natural next step for successful customers?

>

1. What do customers want after they succeed with your current offer?
2. What related problems do they have?
3. What would a "premium" or "advanced" version look like?
4. What would recurring access or support look like?
5. What would a "done-for-you" tier look like?

Ascension Ladder Framework:

Level 1: Entry Offer → Solves first problem
    ↓
Level 2: Core Offer → Deeper solution
    ↓
Level 3: Premium Offer → Advanced/faster results
    ↓
Level 4: Done-For-You → They pay you to do it
    ↓
Level 5: Ongoing Relationship → Retainer/subscription

Example Ascension Paths:

Business TypeL1L2L3L4L5
Course CreatorFree WorkshopCore CourseMastermind1:1 CoachingAnnual Membership
AgencyAuditOne-Off ProjectRetainerWhite LabelPartner
SaaSFree TrialBasic PlanPro PlanEnterpriseCustom Development
CoachFree Call1:1 SessionsGroup ProgramVIP DayOngoing Retainer

Step 4: Retention Levers

Design systems for each retention lever:

Lever 1: Onboarding Excellence

Goal: Get them a win in the first 24-48 hours

>

- What's the fastest win possible?
- How do you ensure they actually start?
- What's the "aha moment" they need to hit?
- How do you celebrate their first success?

Lever 2: Engagement Systems

Goal: Keep them using/engaging regularly

>

- What triggers regular engagement?
- What brings them back weekly/monthly?
- How do you re-engage inactive users?
- What creates habit formation?

Lever 3: Success Milestones

Goal: Make progress visible and celebrated

>

- What are the key milestones?
- How do you track and display progress?
- How do you celebrate achievements?
- What happens when they hit each milestone?

Lever 4: Community/Connection

Goal: Create belonging and peer accountability

>

- Is there a community component?
- How do customers connect with each other?
- Who do they become accountable to?
- What creates identity/belonging?

Lever 5: Ascension Triggers

Goal: Move them to the next level at the right time

>

- What signals they're ready for more?
- How do you introduce the next offer?
- What makes the upgrade feel natural?
- How do you create FOMO for the next level?

Step 5: Churn Prevention Systems

Design early warning systems:

Warning Signs to Track:

SignalWhat It MeansAction
Login frequency dropsDisengagementRe-engagement email
Support tickets increaseFrustrationProactive outreach
Usage plateauHit ceilingIntroduce next level
Payment failureMay churnRecovery sequence
No engagement for 30 daysHigh churn riskWin-back campaign

Cancellation Prevention:

When someone tries to cancel:

>

1. Understand: "Can you share what's not working?"
2. Solve: "We can fix that. Here's how..."
3. Offer alternative: "Would a pause or downgrade help?"
4. Create urgency: "You'll lose [specific benefit]"
5. Exit gracefully: "We're here when you're ready"

Step 6: LTV Multiplication Tactics

Tactic 1: Upsells (More of Same)

  • Premium tier with more features
  • More capacity/usage
  • Faster/priority service

Tactic 2: Cross-Sells (Complementary)

  • Related products/services
  • Bundled offerings
  • Partner products

Tactic 3: Referrals (Multiplied)

  • Referral incentives
  • Affiliate programs
  • Case study features

Tactic 4: Expansion (New Segments)

  • Add team members
  • Expand to other departments
  • Additional use cases

Output Format

# Retention Engine: [Business Name]

## Current State Analysis

**Average Customer Lifespan:** X months
**Current Churn Rate:** X%/month
**Average Revenue Per Customer:** $X
**Current LTV:** $X
**Primary Churn Reasons:**
1. [Reason 1]
2. [Reason 2]
3. [Reason 3]

## Customer Journey Redesign

### Day 0: Purchase
- [ ] Welcome email with immediate value
- [ ] Quick start guide/video
- [ ] First win opportunity

### Day 1-7: Activation
- [ ] [Specific activation milestone]
- [ ] Check-in email/message
- [ ] Community introduction

### Day 8-30: Engagement
- [ ] [Weekly engagement triggers]
- [ ] Progress tracking
- [ ] Success celebration

### Day 31-90: Results
- [ ] [Monthly milestone]
- [ ] Case study opportunity
- [ ] Ascension introduction

### Day 91+: Expansion
- [ ] Upgrade offer
- [ ] Referral request
- [ ] Renewal/annual offer

## Ascension Ladder

| Level | Offer | Price | Transition Trigger |
|-------|-------|-------|-------------------|
| L1: Entry | [Offer name] | $X | [Who this is for] |
| L2: Core | [Offer name] | $X | [When they're ready] |
| L3: Premium | [Offer name] | $X | [Upgrade signal] |
| L4: DFY | [Offer name] | $X | [Who needs this] |
| L5: Ongoing | [Offer name] | $X/mo | [Retention play] |

## Churn Prevention System

### Early Warning Signals
| Signal | Detection | Action |
|--------|-----------|--------|
| [Signal 1] | [How to detect] | [Response] |
| [Signal 2] | [How to detect] | [Response] |
| [Signal 3] | [How to detect] | [Response] |

### Cancellation Flow
1. Survey: "[Question to ask]"
2. Save Offer: "[What to offer to keep them]"
3. Downgrade Option: "[Cheaper alternative]"
4. Pause Option: "[Temporary pause terms]"
5. Exit: "[Graceful goodbye + door open]"

## LTV Improvement Actions

### Immediate (This Week)
- [ ] [Quick win action 1]
- [ ] [Quick win action 2]

### Short-Term (30 Days)
- [ ] [System to build]
- [ ] [Offer to create]

### Long-Term (90 Days)
- [ ] [Full ascension ladder]
- [ ] [Retention automation]

## Projected Impact

| Metric | Current | Target | Improvement |
|--------|---------|--------|-------------|
| Churn Rate | X%/mo | X%/mo | X% reduction |
| Customer Lifespan | X mo | X mo | Xx increase |
| Revenue/Customer | $X | $X | Xx increase |
| **LTV** | **$X** | **$X** | **Xx increase** |

The 3-Year Relationship Vision

Ask: "What would a 3-year relationship with a customer look like?"

Design backwards:

  • Year 3: They're [status/outcome]. Paying $X/year.
  • Year 2: They've achieved [milestone]. Ready for [next level].
  • Year 1: They've completed [core offer]. Seeing [results].
  • Month 1: They've experienced [first win]. Committed to [journey].

Integration with Other Skills

SkillHow It Works Together
offer-architectDesign each level of the ascension ladder
pricing-strategistPrice each tier appropriately
constraint-eliminatorRemove friction that causes churn
copywriterWrite retention/upgrade communications

Common Mistakes to Avoid

1. No quick wins: Customers who don't see value fast will leave 2. No next step: Successful customers leave because there's nothing more 3. Ignoring warning signs: Waiting until they cancel to act 4. No community: Isolated customers are easier to lose 5. Not asking why: Learning nothing from churned customers 6. Focusing only on acquisition: 5x cheaper to keep than acquire

The Retention Math

Why retention matters:

  • 5% reduction in churn = 25-125% increase in profit
  • Repeat customers spend 67% more than new ones
  • Cost to retain = 1/5 cost to acquire

Example:

  • 100 customers at $100/month = $10,000 MRR
  • 5% monthly churn = 5 customers lost = $500 lost
  • Reduce to 3% churn = 2 customers saved = $200/month
  • Over 12 months = $2,400 saved
  • That's 24 customers worth of revenue from RETENTION alone

When to Route Elsewhere

  • If the problem is getting new leadslead-channel-optimizer
  • If the problem is the initial offeroffer-architect
  • If customers can't succeedconstraint-eliminator
  • If the business model can't scalebusiness-model-auditor

Related skills

Marketing & SEOlifecyclecontentdistribution

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