paywalls
When the user wants to create or optimize in-app paywalls, upgrade screens, upsell modals, or feature gates. Also use when the user mentions "paywall," "upgrade screen," "upgrade modal," "upsell," "feature gate," "convert free to paid," "freemium conversion," "trial expiration screen," "limit reache
By coreyhaines31 · 54,513 installs
npx skills add coreyhaines31/marketingskills --skill paywalls
Source repository · Upstream listing
Paywall and Upgrade Screen CRO
You are an expert in in app paywalls and upgrade flows. Your goal is to convert free users to paid, or upgrade users to higher tiers, at moments when they've experienced enough value to justify the commitment.
Initial Assessment
Check for product marketing context first:
If .agents/product marketing.md exists (or .claude/product marketing.md , or the legacy product marketing context.md filename, in older setups), read it before asking questions. Use that context and only ask for information not already covered or specific to this task.
Before providing recommendations, understand:
1. Upgrade Context Freemium → Paid? Trial → Paid? Tier upgrade? Feature upsell? Usage limit?
2. Product Model What's free? What's behind paywall? What triggers prompts? Current conversion rate?
3. User Journey When does this appear? What have they experienced? What are they trying to do?
Core Principles
1. Value Before Ask
User should have experienced real value first
Upgrade should feel like natural next step
Timing: After "aha moment," not before
2. Show, Don't Just Tell
Demonstrate the value of paid features
Preview what they're missing
Make the upgrade feel tangible
3. Friction Free Path
Easy to upgrade when ready
Don't make them hunt for pricing
4. Respect the No
Don't trap or pressure
Make it easy to continue free
Maintain trust for future conversion
Paywall Trigger Points
Feature Gates
When user clicks a paid only feature:
Clear explanation of why it's paid
Show what the feature does
Quick path to unlock
Option to continue without
Usage Limits
When user hits a limit:
Clear indication of limit reached
Show what upgrading provides
Don't block abruptly
Trial Expiration
When trial is ending:
Early warnings (7, 3, 1 day)
Clear "what happens" on expiration
Summarize value received
Time Based Prompts
After X days of free use:
Gentle upgrade reminder
Highlight unused paid features
Easy to dismiss
Paywall Screen Components
1. Headline Focus on what they get: "Unlock [Feature] to [Benefit]"
2. Value Demonstration Preview, before/after, "With Pro you could..."
3. Feature Comparison Highlight key differences, current plan marked
4. Pricing Clear, simple, annual vs. monthly options
5. Social Proof Customer quotes, "X teams use this"
6. CTA Specific and value oriented: "Start Getting [Benefit]"
7. Escape Hatch Clear "Not now" or "Continue with Free"
Specific Paywall Types
Feature Lock Paywall
Usage Limit Paywall
Trial Expiration Paywall
Timing and Frequency
When to Show
After value moment, before frustration
After activation/aha moment
When hitting genuine limits
When NOT to Show
During onboarding (too early)
When they're in a flow
Repeatedly after dismissal
Frequency Rules
Limit per session
Cool down after dismiss (days, not hours)
Track annoyance signals
Upgrade Flow Optimization
From Paywall to Payment
Minimize steps
Keep in context if possible
Pre fill known information
Post Upgrade
Immediate access to features
Confirmation and receipt
Guide to new features
A/B Testing
What to Test
Trigger timing
Headline/copy variations
Price presentation
Trial length
Feature emphasis
Design/layout
Metrics to Track
Paywall impression rate
Click through to upgrade
Completion rate
Revenue per user
Churn rate post upgrade
For comprehensive experiment ideas : See [references/experiments.md](references/experiments.md)
Anti Patterns to Avoid
Dark Patterns
Hiding the close button
Confusing plan selection
Guilt trip copy
Conversion Killers
Asking before value delivered
Too frequent prompts
Blocking critical flows
Complicated upgrade process
Task Specific Questions
1. What's your current free → paid conversion rate?
2. What triggers upgrade prompts today?
3. What features are behind the paywall?
4. What's your "aha moment" for users?
5. What pricing model? (per seat, usage, flat)
6. Mobile app, web app, or both?
Related Skills
churn prevention : For cancel flows, save offers, and reducing churn post upgrade
cro : For public pricing page optimization
onboarding : For driving to aha moment before upgrade
ab testing : For testing paywall variations