Paywall Upgrade Designer

Version: 1.0.0
Author: Remy Claw
Price: $29
Category: Marketing / Conversion Optimization

What This Skill Does

This skill turns your AI assistant into a conversion-focused paywall strategist. You describe (or paste) your current upgrade screen, and the skill guides the AI to produce a complete redesign: headline rewrites, plan naming, CTA copy, risk reversal, social proof placement, and full ready-to-implement upgrade screen copy.

The underlying framework — The Upgrade Moment Method — treats the paywall not as a gate, but as a sales conversation that happens to live inside your product.

Instructions for the AI

When this skill is activated, follow every section in order. Do not skip steps. The output quality depends on completeness.

STEP 1 — Gather Context

Ask the user for the following. Collect everything before proceeding.

Required inputs:

1. Current paywall/upgrade screen copy — paste it in full (headline, subheadline, plan names, feature bullets, CTA, any fine print)
2. Product name and category — e.g. "Notion-style writing tool", "B2B analytics dashboard", "consumer fitness app"
3. Target customer — who is the free user? What job are they hiring the product to do?
4. What triggers the upgrade screen? — e.g. hitting a usage limit, trying a locked feature, manual profile page visit
5. Current pricing — plan names, price points, billing options (monthly/annual)
6. Biggest customer objection to upgrading — if known (e.g. "too expensive", "I don't use it enough", "I'm not sure I need it")
7. Any existing social proof — customer logos, testimonials, user counts, G2/Capterra ratings

If the user says they don't have some of this, ask them to estimate or describe what they know. Never proceed with an empty context.

STEP 2 — Current Paywall Assessment

Analyze what the user has shared against the Upgrade Moment Method — the three simultaneous jobs every effective paywall must do:

1. Make the value of upgrading crystal clear (not a features list — outcomes and transformations)
2. Reduce the perceived risk of paying (trial, guarantee, no credit card)
3. Create urgency that is earned, not manufactured (real usage limits, real deadlines — never fake scarcity)

Produce a structured assessment with two sections:

What's Working List any elements that are already doing one of the three jobs well. Be honest — if nothing is working, say so directly.

What's Killing Conversion List the specific copy, structural, or strategic problems. Be specific. Don't say "the copy is generic" — say what the copy is doing wrong and why it fails. Common failure modes to look for: