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churn-prevention

When the user wants to reduce churn or build retention systems — 'cancel flow,' 'save offer,' 'dunning,' 'failed payment recovery,' 'win-back,' 'exit survey,' 'pause subscription,' 'involuntary churn,' 'customers are leaving.' For post-cancel win-back sequences, see email-sequence. For in-app upgrade paywalls, see paywall-upgrade-cro.

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Works withStripe
See how to install

Files included (4)

  • SKILL.md16.8 KB
  • evals/evals.json6.5 KB
  • references/cancel-flow-patterns.md10.4 KB
  • references/dunning-playbook.md12.4 KB

SKILL.md (original)

Review the instructions the agent will receive before you install.

Churn Prevention

Reduce voluntary churn (customers choosing to cancel) and involuntary churn (failed payments) via cancel flows, dynamic save offers, proactive retention, and dunning.

Before Starting

Product context: If .agents/product-marketing-context.md exists (or .claude/product-marketing-context.md in older setups), read it first and tailor output to it; only ask for what it doesn't cover.

Gather this context (ask if not provided):

  1. Current churn situation — Monthly churn rate (voluntary vs. involuntary if known)? Active subscribers? Average MRR per customer? Existing cancel flow, or instant cancel?
  2. Billing & platform — Provider (Stripe, Chargebee, Paddle, Recurly, Braintree)? Monthly, annual, or both intervals? Pausing or downgrades supported? Retention tooling (Churnkey, ProsperStack, Raaft)?
  3. Product & usage data — Feature usage tracked per user? Engagement drop-offs identifiable? Cancellation reason data from past churns? Activation metric (what do retained users do that churned users don't)?
  4. Constraints — B2B or B2C (affects flow design)? Self-serve cancellation required (some regulations mandate easy cancel)? Offboarding brand tone (empathetic, direct, playful)?

How This Skill Works

Two churn types, two strategies:

TypeCauseSolution
VoluntaryCustomer chooses to cancelCancel flows, save offers, exit surveys
InvoluntaryPayment failsDunning emails, smart retries, card updaters

Voluntary is typically 50-70% of total churn; involuntary is 30-50% but often easier to fix.

Three modes:

  1. Build a cancel flow — Design from scratch with survey, save offers, and confirmation
  2. Optimize an existing flow — Analyze cancel data and improve save rates
  3. Set up dunning — Failed payment recovery with retries and email sequences

Cancel Flow Design

The Cancel Flow Structure

Trigger → Survey → Dynamic Offer → Confirmation → Post-Cancel
  1. Trigger — Customer clicks "Cancel subscription" in account settings.
  2. Exit Survey — Ask why; the reason determines which save offer to show.
  3. Dynamic Save Offer — Targeted offer based on reason (discount, pause, downgrade, etc.)
  4. Confirmation — If they still cancel, confirm clearly with end-of-billing-period messaging.
  5. Post-Cancel — Set expectations, offer easy reactivation, trigger win-back sequence.

Exit Survey Design

The survey is the foundation. Good reason categories:

ReasonWhat It Tells You
Too expensivePrice sensitivity, may respond to discount or downgrade
Not using it enoughLow engagement, may respond to pause or onboarding help
Missing a featureProduct gap, show roadmap or workaround
Switching to competitorCompetitive pressure, understand what they offer
Technical issues / bugsProduct quality, escalate to support
Temporary / seasonal needUsage pattern, offer pause
Business closed / changedUnavoidable, learn and let go gracefully
OtherCatch-all, include free text field

Survey best practices:

  • 1 question, single-select with optional free text
  • 5-8 reason options max (avoid decision fatigue)
  • Most common reasons first (review data quarterly)
  • No guilt trips — "Help us improve" framing beats "Why are you leaving?"

Dynamic Save Offers

Match the offer to the reason. A discount won't save someone who isn't using the product; a roadmap won't save someone who can't afford it.

Cancel ReasonPrimary OfferFallback Offer
Too expensiveDiscount (20-30% for 2-3 months)Downgrade to lower plan
Not using it enoughPause (1-3 months)Free onboarding session
Missing featureRoadmap preview + timelineWorkaround guide
Switching to competitorCompetitive comparison + discountFeedback session
Technical issuesEscalate to support immediatelyCredit + priority fix
Temporary / seasonalPause subscriptionDowngrade temporarily
Business closedSkip offer (respect the situation)—

Save Offer Types

Discount

  • 20-30% off for 2-3 months is the sweet spot; avoid 50%+ (trains customers to cancel for deals)
  • Time-limit it ("This offer expires when you leave this page")
  • Show dollar amount saved, not just the percentage

Pause subscription

  • 1-3 month maximum (longer pauses rarely reactivate)
  • 60-80% of pausers eventually return to active
  • Auto-reactivation with advance notice email; keep data and settings intact

Plan downgrade

  • Lower tier instead of full cancellation; show what they keep vs. lose
  • Position as "right-size your plan," with an easy path back up

Feature unlock / extension

  • Unlock an untried premium feature or extend a higher-tier trial; best for "not getting enough value" reasons

Personal outreach

  • For high-value accounts (top 10-20% by MRR): route to customer success for a call, or a personal founder email at smaller companies

Cancel Flow UI Patterns

┌─────────────────────────────────────┐
│  We're sorry to see you go          │
│                                     │
│  What's the main reason you're      │
│  cancelling?                        │
│                                     │
│  ○ Too expensive                    │
│  ○ Not using it enough              │
│  ○ Missing a feature I need         │
│  ○ Switching to another tool        │
│  ○ Technical issues                 │
│  ○ Temporary / don't need right now │
│  ○ Other: [____________]            │
│                                     │
│  [Continue]                         │
│  [Never mind, keep my subscription] │
└─────────────────────────────────────┘
         ↓ (selects "Too expensive")
┌─────────────────────────────────────┐
│  What if we could help?             │
│                                     │
│  We'd love to keep you. Here's a    │
│  special offer:                     │
│                                     │
│  ┌───────────────────────────────┐  │
│  │  25% off for the next 3 months│  │
│  │  Save $XX/month               │  │
│  │                               │  │
│  │  [Accept Offer]               │  │
│  └───────────────────────────────┘  │
│                                     │
│  Or switch to [Basic Plan] at       │
│  $X/month →                         │
│                                     │
│  [No thanks, continue cancelling]   │
└─────────────────────────────────────┘

UI principles:

  • Keep "continue cancelling" visible (no dark patterns)
  • One primary offer + one fallback, not a wall of options
  • Show specific dollar savings, not abstract percentages
  • Use the customer's name and account data when possible
  • Mobile-friendly (many cancellations happen on mobile)

For detailed cancel flow patterns by industry and billing provider, see references/cancel-flow-patterns.md.


Churn Prediction & Proactive Retention

The best save happens before the customer ever clicks "Cancel."

Risk Signals

Leading indicators of churn:

SignalRisk LevelTimeframe
Login frequency drops 50%+High2-4 weeks before cancel
Key feature usage stopsHigh1-3 weeks before cancel
Support tickets spike then stopHigh1-2 weeks before cancel
Email open rates declineMedium2-6 weeks before cancel
Billing page visits increaseHighDays before cancel
Team seats removedHigh1-2 weeks before cancel
Data export initiatedCriticalDays before cancel
NPS score drops below 6Medium1-3 months before cancel

Health Score Model

Simple health score (0-100) from weighted signals:

Health Score = (
  Login frequency score × 0.30 +
  Feature usage score   × 0.25 +
  Support sentiment     × 0.15 +
  Billing health        × 0.15 +
  Engagement score      × 0.15
)
ScoreStatusAction
80-100HealthyUpsell opportunities
60-79Needs attentionProactive check-in
40-59At riskIntervention campaign
0-39CriticalPersonal outreach

Proactive Interventions

TriggerIntervention
Usage drop >50% for 2 weeks"We noticed you haven't used [feature]. Need help?" email
Approaching plan limitUpgrade nudge (not a wall — paywall-upgrade-cro handles this)
No login for 14 daysRe-engagement email with recent product updates
NPS detractor (0-6)Personal follow-up within 24 hours
Support ticket unresolved >48hEscalation + proactive status update
Annual renewal in 30 daysValue recap email + renewal confirmation

Involuntary Churn: Payment Recovery

Failed payments cause 30-50% of all churn but are the most recoverable.

The Dunning Stack

Pre-dunning → Smart retry → Dunning emails → Grace period → Hard cancel

Pre-Dunning (Prevent Failures)

  • Card expiry alerts: Email 30, 15, and 7 days before card expires
  • Backup payment method: Prompt for a second payment method at signup
  • Card updater services: Visa/Mastercard auto-update programs (reduces hard declines 30-50%)
  • Pre-billing notification: Email 3-5 days before charge for annual plans

Smart Retry Logic

Retry strategy by decline type:

Decline TypeExamplesRetry Strategy
Soft decline (temporary)Insufficient funds, processor timeoutRetry 3-5 times over 7-10 days
Hard decline (permanent)Card stolen, account closedDon't retry — ask for new card
Authentication required3D Secure, SCASend customer to update payment

Retry timing:

  • Retry 1: 24 hours after failure
  • Retry 2: 3 days after failure
  • Retry 3: 5 days after failure
  • Retry 4: 7 days after failure (with dunning email escalation)
  • After 4 retries: Hard cancel with reactivation path

Smart retry tip: Retry on the day of the month the payment originally succeeded (if Day 1 worked before, retry on Day 1). Stripe Smart Retries handles this automatically.

Dunning Email Sequence

EmailTimingToneContent
1Day 0 (failure)Friendly alert"Your payment didn't go through. Update your card."
2Day 3Helpful reminder"Quick reminder — update your payment to keep access."
3Day 7Urgency"Your account will be paused in 3 days. Update now."
4Day 10Final warning"Last chance to keep your account active."

Dunning email best practices:

  • Direct link to payment update page (no login required if possible)
  • Show what they'll lose (their data, their team's access)
  • Don't blame ("your payment failed" not "you failed to pay")
  • Include support contact
  • Plain text outperforms designed emails for dunning

Recovery Benchmarks

MetricPoorAverageGood
Soft decline recovery<40%50-60%70%+
Hard decline recovery<10%20-30%40%+
Overall payment recovery<30%40-50%60%+
Pre-dunning preventionNone10-15%20-30%

For the complete dunning playbook with provider-specific setup, see references/dunning-playbook.md.


Metrics & Measurement

Key Churn Metrics

MetricFormulaTarget
Monthly churn rateChurned customers / Start-of-month customers<5% B2C, <2% B2B
Revenue churn (net)(Lost MRR - Expansion MRR) / Start MRRNegative (net expansion)
Cancel flow save rateSaved / Total cancel sessions25-35%
Offer acceptance rateAccepted offers / Shown offers15-25%
Pause reactivation rateReactivated / Total paused60-80%
Dunning recovery rateRecovered / Total failed payments50-60%
Time to cancelDays from first churn signal to cancelTrack trend

Cohort Analysis

Segment churn by:

  • Acquisition channel — Which channels bring stickier customers?
  • Plan type — Which plans churn most?
  • Tenure — When do most cancellations happen? (30, 60, 90 days?)
  • Cancel reason — Which reasons are growing?
  • Save offer type — Which offers work best for which segments?

Cancel Flow A/B Tests

Test one variable at a time:

TestHypothesisMetric
Discount % (20% vs 30%)Higher discount saves moreSave rate, LTV impact
Pause duration (1 vs 3 months)Longer pause increases return rateReactivation rate
Survey placement (before vs after offer)Survey-first personalizes offersSave rate
Offer presentation (modal vs full page)Full page gets more attentionSave rate
Copy tone (empathetic vs direct)Empathetic reduces frictionSave rate

Running experiments: Use the ab-test-setup skill for statistically rigorous tests. PostHog fits cancel flow experiments — feature flags split users into flows server-side, and funnel analytics track each step (survey → offer → accept/decline → confirm). See the PostHog integration guide for setup.


Common Mistakes

  • No cancel flow at all — Instant cancel leaves money on the table. Even a simple survey + one offer saves 10-15%
  • Making cancellation hard to find — Hidden cancel buttons breed resentment and bad reviews. Many jurisdictions require easy cancellation (FTC Click-to-Cancel rule)
  • Same offer for every reason — A blanket discount doesn't address "missing feature" or "not using it"
  • Discounts too deep — 50%+ discounts train customers to cancel-and-return for deals
  • Ignoring involuntary churn — Often 30-50% of total churn and the easiest to fix
  • No dunning emails — Letting payment failures silently cancel accounts
  • Guilt-trip copy — "Are you sure you want to abandon us?" damages brand trust
  • Not tracking save offer LTV — A "saved" customer who churns 30 days later wasn't really saved
  • Pausing too long — Pauses beyond 3 months rarely reactivate. Set limits.
  • No post-cancel path — Make reactivation easy and trigger win-back emails; some churned users will want to come back

Tool Integrations

For implementation, see the tools registry.

Retention Platforms

ToolBest ForKey Feature
ChurnkeyFull cancel flow + dunningAI-powered adaptive offers, 34% avg save rate
ProsperStackCancel flows with analyticsAdvanced rules engine, Stripe/Chargebee integration
RaaftSimple cancel flow builderEasy setup, good for early-stage
Chargebee RetentionChargebee customersNative integration, was Brightback

Billing Providers (Dunning)

ProviderSmart RetriesDunning EmailsCard Updater
StripeBuilt-in (Smart Retries)Built-inAutomatic
ChargebeeBuilt-inBuilt-inVia gateway
PaddleBuilt-inBuilt-inManaged
RecurlyBuilt-inBuilt-inBuilt-in
BraintreeManual configManualVia gateway

Related CLI Tools

ToolUse For
stripeSubscription management, dunning config, payment retries
customer-ioDunning email sequences, retention campaigns
posthogCancel flow A/B tests via feature flags, funnel analytics
mixpanel / ga4Usage tracking, churn signal analysis
segmentEvent routing for health scoring

Related Skills

  • email-sequence: For win-back email sequences after cancellation
  • paywall-upgrade-cro: For in-app upgrade moments and trial expiration
  • pricing-strategy: For plan structure and annual discount strategy
  • onboarding-cro: For activation to prevent early churn
  • analytics-tracking: For setting up churn signal events
  • ab-test-setup: For testing cancel flow variations with statistical rigor

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