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paywalls

skill · 230 lines · MIT · skills/paywalls/SKILL.md

The facts

Its description

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 reached screen," "plan upgrade prompt," "in-app pricing," "free users won't upgrade," "trial to paid conversion," or "how do I get users to pay," "mobile app paywall," "subscription app paywall," or "App Store subscription pricing." Use this for any in-product moment where you're asking users to upgrade. Distinct from public pricing pages (see cro) — this focuses on in-product upgrade moments where the user has already experienced value. For pricing decisions, see pricing.

The description the agent reads to decide when to use it.

From its settingsline 3

When it starts

The agent picks this skill when the conversation is about in-product upgrade moments — paywalls, upgrade screens, upsell modals, feature gates, trial-expiration or limit-reached prompts, or getting free users to convert to paid. The description explicitly routes public pricing pages and pricing decisions to other skills, so it fires on in-product conversion asks rather than pricing-page or pricing-strategy work.

Things a person might say (the model's guesses)

  • “Our free users never upgrade — how do we get them to pay?”
  • “Can you help me design the upgrade screen for our mobile app?”
  • “We want to add a feature gate for our Pro-only reports.”

A model's summary of when it is used.

A model's reading

Files it mentions

references/experiments.md, references/mobile-subscription-paywalls.md

Files the text names, such as ones to read or write. Found by matching words, so treat them as pointers.

Found by matching wordsline 192 line 194

What it leads to

Other skills this one hands off to, calls, requires or offers instead, as a model read them.

A model's reading

What leads to it

Other skills that hand off to this one, call it, require it or offer it instead, as a model read them.

A model's reading

Licence

MIT, from LICENSE

The terms its author shares it under, which let it be shown here.

From the repositorylicence text

Other settings

metadata: version: 2.1.1

More settings at the top of the file, shown as written.

From its settingsline 4
Other files in this skill (3) Close

The text

Open on GitHub

Most marks come from matching words in the file, so treat them as pointers.

1---
2name: paywalls
3description: 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 reached screen," "plan upgrade prompt," "in-app pricing," "free users won't upgrade," "trial to paid conversion," or "how do I get users to pay," "mobile app paywall," "subscription app paywall," or "App Store subscription pricing." Use this for any in-product moment where you're asking users to upgrade. Distinct from public pricing pages (see cro) — this focuses on in-product upgrade moments where the user has already experienced value. For pricing decisions, see pricing.
4metadata:
5 version: 2.1.1
6---
7
8# Paywall and Upgrade Screen CRO
9
10You 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.

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.

Raw lines 1 to 11
Names a skill pricing :3
Names a skill cro :3
12## Initial Assessment
14**Check for product marketing context first:**
15If `.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.
17Before providing recommendations, understand:
191. **Upgrade Context** - Freemium → Paid? Trial → Paid? Tier upgrade? Feature upsell? Usage limit?
212. **Product Model** - What's free? What's behind paywall? What triggers prompts? Current conversion rate?
233. **User Journey** - When does this appear? What have they experienced? What are they trying to do?
25---

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?
  1. Product Model - What's free? What's behind paywall? What triggers prompts? Current conversion rate?
  1. User Journey - When does this appear? What have they experienced? What are they trying to do?

Raw lines 12 to 26
27## Core Principles

Core Principles

Raw lines 27 to 28
29### 1. Value Before Ask
30- User should have experienced real value first
31- Upgrade should feel like natural next step
32- Timing: After "aha moment," not before

1. Value Before Ask

  • User should have experienced real value first
  • Upgrade should feel like natural next step
  • Timing: After "aha moment," not before
Raw lines 29 to 33
34### 2. Show, Don't Just Tell
35- Demonstrate the value of paid features
36- Preview what they're missing
37- Make the upgrade feel tangible

2. Show, Don't Just Tell

  • Demonstrate the value of paid features
  • Preview what they're missing
  • Make the upgrade feel tangible
Raw lines 34 to 38
39### 3. Friction-Free Path
40- Easy to upgrade when ready
41- Don't make them hunt for pricing

3. Friction-Free Path

  • Easy to upgrade when ready
  • Don't make them hunt for pricing
Raw lines 39 to 42
43### 4. Respect the No
44- Don't trap or pressure
45- Make it easy to continue free
46- Maintain trust for future conversion
48---

4. Respect the No

  • Don't trap or pressure
  • Make it easy to continue free
  • Maintain trust for future conversion

Raw lines 43 to 49
50## Paywall Trigger Points

Paywall Trigger Points

Raw lines 50 to 51
52### Feature Gates
53When user clicks a paid-only feature:
54- Clear explanation of why it's paid
55- Show what the feature does
56- Quick path to unlock
57- Option to continue without

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
Raw lines 52 to 58
59### Usage Limits
60When user hits a limit:
61- Clear indication of limit reached
62- Show what upgrading provides
63- Don't block abruptly

Usage Limits

When user hits a limit:

  • Clear indication of limit reached
  • Show what upgrading provides
  • Don't block abruptly
Raw lines 59 to 64
65### Trial Expiration
66When trial is ending:
67- Early warnings (7, 3, 1 day)
68- Clear "what happens" on expiration
69- Summarize value received

Trial Expiration

When trial is ending:

  • Early warnings (7, 3, 1 day)
  • Clear "what happens" on expiration
  • Summarize value received
Raw lines 65 to 70
71### Time-Based Prompts
72After X days of free use:
73- Gentle upgrade reminder
74- Highlight unused paid features
75- Easy to dismiss
77---

Time-Based Prompts

After X days of free use:

  • Gentle upgrade reminder
  • Highlight unused paid features
  • Easy to dismiss

Raw lines 71 to 78
79## Paywall Screen Components
811. **Headline** - Focus on what they get: "Unlock [Feature] to [Benefit]"
832. **Value Demonstration** - Preview, before/after, "With Pro you could..."
853. **Feature Comparison** - Highlight key differences, current plan marked
874. **Pricing** - Clear, simple, annual vs. monthly options
895. **Social Proof** - Customer quotes, "X teams use this"
916. **CTA** - Specific and value-oriented: "Start Getting [Benefit]"
937. **Escape Hatch** - Clear "Not now" or "Continue with Free"
95---

Paywall Screen Components

  1. Headline - Focus on what they get: "Unlock [Feature] to [Benefit]"
  1. Value Demonstration - Preview, before/after, "With Pro you could..."
  1. Feature Comparison - Highlight key differences, current plan marked
  1. Pricing - Clear, simple, annual vs. monthly options
  1. Social Proof - Customer quotes, "X teams use this"
  1. CTA - Specific and value-oriented: "Start Getting [Benefit]"
  1. Escape Hatch - Clear "Not now" or "Continue with Free"

Raw lines 79 to 96
97## Specific Paywall Types

Specific Paywall Types

Raw lines 97 to 98
99### Feature Lock Paywall
100```
101[Lock Icon]
102This feature is available on Pro
104[Feature preview/screenshot]
106[Feature name] helps you [benefit]:
107• [Capability]
108• [Capability]
110[Upgrade to Pro - $X/mo]
111[Maybe Later]
112```

Feature Lock Paywall

[Lock Icon]
This feature is available on Pro

[Feature preview/screenshot]

[Feature name] helps you [benefit]:
• [Capability]
• [Capability]

[Upgrade to Pro - $X/mo]
[Maybe Later]
Raw lines 99 to 113
114### Usage Limit Paywall
115```
116You've reached your free limit
118[Progress bar at 100%]
120Free: 3 projects | Pro: Unlimited
122[Upgrade to Pro] [Delete a project]
123```

Usage Limit Paywall

You've reached your free limit

[Progress bar at 100%]

Free: 3 projects | Pro: Unlimited

[Upgrade to Pro]  [Delete a project]
Raw lines 114 to 124
125### Trial Expiration Paywall
126```
127Your trial ends in 3 days
129What you'll lose:
130• [Feature used]
131• [Data created]
133What you've accomplished:
134• Created X projects
136[Continue with Pro]
137[Remind me later] [Downgrade]
138```
140---

Trial Expiration Paywall

Your trial ends in 3 days

What you'll lose:
• [Feature used]
• [Data created]

What you've accomplished:
• Created X projects

[Continue with Pro]
[Remind me later]  [Downgrade]

Raw lines 125 to 141
142## Timing and Frequency

Timing and Frequency

Raw lines 142 to 143
144### When to Show
145- After value moment, before frustration
146- After activation/aha moment
147- When hitting genuine limits

When to Show

  • After value moment, before frustration
  • After activation/aha moment
  • When hitting genuine limits
Raw lines 144 to 148
149### When NOT to Show
150- During onboarding (too early)
151- When they're in a flow
152- Repeatedly after dismissal

When NOT to Show

  • During onboarding (too early)
  • When they're in a flow
  • Repeatedly after dismissal
Raw lines 149 to 153
154### Frequency Rules
155- Limit per session
156- Cool-down after dismiss (days, not hours)
157- Track annoyance signals
159---

Frequency Rules

  • Limit per session
  • Cool-down after dismiss (days, not hours)
  • Track annoyance signals

Raw lines 154 to 160
161## Upgrade Flow Optimization

Upgrade Flow Optimization

Raw lines 161 to 162
163### From Paywall to Payment
164- Minimize steps
165- Keep in-context if possible
166- Pre-fill known information

From Paywall to Payment

  • Minimize steps
  • Keep in-context if possible
  • Pre-fill known information
Raw lines 163 to 167
168### Post-Upgrade
169- Immediate access to features
170- Confirmation and receipt
171- Guide to new features
173---

Post-Upgrade

  • Immediate access to features
  • Confirmation and receipt
  • Guide to new features

Raw lines 168 to 174
175## A/B Testing
177### What to Test
178- Trigger timing
179- Headline/copy variations
180- Price presentation
181- Trial length
182- Feature emphasis
183- Design/layout

What to Test

  • Trigger timing
  • Headline/copy variations
  • Price presentation
  • Trial length
  • Feature emphasis
  • Design/layout
Raw lines 177 to 184
185### Metrics to Track
186- Paywall impression rate
187- Click-through to upgrade
188- Completion rate
189- Revenue per user
190- Churn rate post-upgrade
192**For comprehensive experiment ideas**: See [references/experiments.md](references/experiments.md)
194**For consumer iOS/Android subscription apps** (paywall inside onboarding, yearly-first plans, trials and reminders, store fees, web checkout, revenue per download): See [references/mobile-subscription-paywalls.md](references/mobile-subscription-paywalls.md)
196---

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

For consumer iOS/Android subscription apps (paywall inside onboarding, yearly-first plans, trials and reminders, store fees, web checkout, revenue per download): See references/mobile-subscription-paywalls.md


Raw lines 185 to 197
198## Anti-Patterns to Avoid

Anti-Patterns to Avoid

Raw lines 198 to 199
200### Dark Patterns
201- Hiding the close button
202- Confusing plan selection
203- Guilt-trip copy
204- Fake countdowns or "limited" offers with no real deadline

Dark Patterns

  • Hiding the close button
  • Confusing plan selection
  • Guilt-trip copy
  • Fake countdowns or "limited" offers with no real deadline
Raw lines 200 to 205
206### Conversion Killers
207- Asking before value delivered
208- Too frequent prompts
209- Blocking critical flows
210- Complicated upgrade process
212---

Conversion Killers

  • Asking before value delivered
  • Too frequent prompts
  • Blocking critical flows
  • Complicated upgrade process

Raw lines 206 to 213
214## Task-Specific Questions
2161. What's your current free → paid conversion rate?
2172. What triggers upgrade prompts today?
2183. What features are behind the paywall?
2194. What's your "aha moment" for users?
2205. What pricing model? (per seat, usage, flat)
2216. Mobile app, web app, or both?
223---

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?

Raw lines 214 to 224
225## Related Skills
227- **churn-prevention**: For cancel flows, save offers, and reducing churn post-upgrade
228- **cro**: For public pricing page optimization
229- **onboarding**: For driving to aha moment before upgrade
230- **ab-testing**: For testing paywall variations

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
Raw lines 225 to 230
Names a skill churn-prevention :227
Names a skill onboarding :229
Names a skill ab-testing :230

From coreyhaines31/marketingskills at 88c79f6, 2026-10-30. Skills read by DeepSeek V4.1 Flash on 2026-11-04. Summary and techniques by Claude Opus 5.5 on 2026-11-06.