Skills coreyhaines31 marketingskills

paywalls

Use it when:
Free or trial users won't upgrade, or you're designing an upgrade screen, feature gate or limit-reached prompt.
It does:
Times upgrade prompts for after users have seen real value, and builds each screen from seven parts, from headline to a clear "not now".
You get:
Advice and text layouts for feature-lock, usage-limit and trial-expiry paywalls, with timing and frequency rules and tests to run.
Unlike cro:
That one, from the same repo, handles public pricing pages; this one covers upgrade moments inside the product.
Won't:
Hide the close button, guilt-trip, or use fake countdowns and "limited" offers.

TL;DR

Upgrade screens inside a product, for freemium, trials, tier upgrades and usage limits. Its principles: ask only after the user has had real value, show what the paid feature does rather than just naming it, make upgrading easy, and make saying no easy too, so trust survives for later. It covers four triggers (a paid feature clicked, a limit hit, a trial ending, and gentle reminders after some days of free use) and the parts of a paywall screen: headline, value demonstration, plan comparison, pricing, social proof, a specific button, and an escape hatch. Text layouts are given for a feature-lock, a usage-limit and a trial-expiration paywall. Timing rules say when not to show one (during onboarding, mid-task, again right after a dismissal), with per-session limits and cool-downs measured in days. It lists what to test and which metrics to track, and its references cover more experiments and consumer iOS and Android subscription apps. It reads your product marketing context if you have it (a shared file on your product, audience and positioning that the repo's product-marketing skill writes).

Summarizes the skill at 96798cf.

npx skills add https://github.com/coreyhaines31/marketingskills --skill paywalls
Total Downloads
77,631 on skills.sh, Nov 9, 2026
Repo stars
59,261 coreyhaines31/marketingskills
First seen
May 14, 2026 on skills.sh
Weekly Downloads
3.4K
+43% over the 8 weeks to Nov 9
Weekly values
Week toInstalls
Sep 212,383
Sep 282,226
Oct 52,520
Oct 122,724
Oct 192,831
Oct 263,071
Nov 23,762
Nov 93,403
Category

SEO, copy, conversion, social media and e-commerce.

Type

Knowledge and rules the agent applies while it works: best practices, design principles, API references.

Effect

Adds no side effects of its own. It shapes how the agent thinks, writes or reviews. Guidelines and routers are always effect:none, even when the task they support edits code.

Needs

Instructions only. Works in any agent that supports skills.

Publisher

Everyone else. Unverified vendor claims default to community.

Topics

SKILL.md

From coreyhaines31/marketingskills at 96798cf. Checked daily, last changed Nov 6, 2026.

Frontmatter
name: paywalls
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.
metadata:
  version: 2.1.1

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
[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]
Usage Limit Paywall
You've reached your free limit

[Progress bar at 100%]

Free: 3 projects | Pro: Unlimited

[Upgrade to Pro]  [Delete a project]
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]

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

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


Anti-Patterns to Avoid

Dark Patterns
  • Hiding the close button
  • Confusing plan selection
  • Guilt-trip copy
  • Fake countdowns or "limited" offers with no real deadline
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