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marketingskills/skills/paywall-upgrade-cro/references/experiments.md
Corey Haines c29ee7e6db Optimize skill files for AI agent use with progressive disclosure 
- Fix marketplace.json: add 2 missing skills (content-strategy, product-marketing-context)
- Refactor 10 skills over 500 lines to use references/ folders:
  - email-sequence: 926 → 291 lines
  - social-content: 809 → 276 lines
  - competitor-alternatives: 750 → 253 lines
  - pricing-strategy: 712 → 226 lines
  - programmatic-seo: 628 → 235 lines
  - referral-program: 604 → 239 lines
  - schema-markup: 598 → 175 lines
  - free-tool-strategy: 576 → 176 lines
  - paywall-upgrade-cro: 572 → 224 lines
  - marketing-ideas: 566 → 165 lines

Each skill now has core workflow in SKILL.md (<500 lines) with detailed
content in references/ folder for progressive disclosure.

Co-Authored-By: Claude Opus 4.5 <noreply@anthropic.com>
2026-01-26 16:39:45 -08:00

4.8 KiB
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Paywall Experiment Ideas

Comprehensive list of A/B tests and experiments for paywall optimization.

Trigger & Timing Experiments

When to Show

  • Test trigger timing: after aha moment vs. at feature attempt
  • Early trial reminder (7 days) vs. late reminder (1 day before)
  • Show after X actions completed vs. after X days
  • Test soft prompts at different engagement thresholds
  • Trigger based on usage patterns vs. time-based only

Trigger Type

  • Hard gate (can't proceed) vs. soft gate (preview + prompt)
  • Feature lock vs. usage limit as primary trigger
  • In-context modal vs. dedicated upgrade page
  • Banner reminder vs. modal prompt
  • Exit-intent on free plan pages

Paywall Design Experiments

Layout & Format

  • Full-screen paywall vs. modal overlay
  • Minimal paywall (CTA-focused) vs. feature-rich paywall
  • Single plan display vs. plan comparison
  • Image/preview included vs. text-only
  • Vertical layout vs. horizontal layout on desktop

Value Presentation

  • Feature list vs. benefit statements
  • Show what they'll lose (loss aversion) vs. what they'll gain
  • Personalized value summary based on usage
  • Before/after demonstration
  • ROI calculator or value quantification

Visual Elements

  • Add product screenshots or previews
  • Include short demo video or GIF
  • Test illustration vs. product imagery
  • Animated vs. static paywall
  • Progress visualization (what they've accomplished)

Pricing Presentation Experiments

Price Display

  • Show monthly vs. annual vs. both with toggle
  • Highlight savings for annual ($ amount vs. % off)
  • Price per day framing ("Less than a coffee")
  • Show price after trial vs. emphasize "Start Free"
  • Display price prominently vs. de-emphasize until click

Plan Options

  • Single recommended plan vs. multiple tiers
  • Add "Most Popular" badge to target plan
  • Test number of visible plans (2 vs. 3)
  • Show enterprise/custom tier vs. hide it
  • Include one-time purchase option alongside subscription

Discounts & Offers

  • First month/year discount for conversion
  • Limited-time upgrade offer with countdown
  • Loyalty discount based on free usage duration
  • Bundle discount for annual commitment
  • Referral discount for social proof

Copy & Messaging Experiments

Headlines

  • Benefit-focused ("Unlock unlimited projects") vs. feature-focused ("Get Pro features")
  • Question format ("Ready to do more?") vs. statement format
  • Urgency-based ("Don't lose your work") vs. value-based
  • Personalized headline with user's name or usage data
  • Social proof headline ("Join 10,000+ Pro users")

CTAs

  • "Start Free Trial" vs. "Upgrade Now" vs. "Continue with Pro"
  • First person ("Start My Trial") vs. second person ("Start Your Trial")
  • Value-specific ("Unlock Unlimited") vs. generic ("Upgrade")
  • Add urgency ("Upgrade Today") vs. no pressure
  • Include price in CTA vs. separate price display

Objection Handling

  • Add money-back guarantee messaging
  • Show "Cancel anytime" prominently
  • Include FAQ on paywall
  • Address specific objections based on feature gated
  • Add chat/support option on paywall

Trial & Conversion Experiments

Trial Structure

  • 7-day vs. 14-day vs. 30-day trial length
  • Credit card required vs. not required for trial
  • Full-access trial vs. limited feature trial
  • Trial extension offer for engaged users
  • Second trial offer for expired/churned users

Trial Expiration

  • Countdown timer visibility (always vs. near end)
  • Email reminders: frequency and timing
  • Grace period after expiration vs. immediate downgrade
  • "Last chance" offer with discount
  • Pause option vs. immediate cancellation

Upgrade Path

  • One-click upgrade from paywall vs. separate checkout
  • Pre-filled payment info for returning users
  • Multiple payment methods offered
  • Quarterly plan option alongside monthly/annual
  • Team invite flow for solo-to-team conversion

Personalization Experiments

Usage-Based

  • Personalize paywall copy based on features used
  • Highlight most-used premium features
  • Show usage stats ("You've created 50 projects")
  • Recommend plan based on behavior patterns
  • Dynamic feature emphasis based on user segment

Segment-Specific

  • Different paywall for power users vs. casual users
  • B2B vs. B2C messaging variations
  • Industry-specific value propositions
  • Role-based feature highlighting
  • Traffic source-based messaging

Frequency & UX Experiments

Frequency Capping

  • Test number of prompts per session
  • Cool-down period after dismiss (hours vs. days)
  • Escalating urgency over time vs. consistent messaging
  • Once per feature vs. consolidated prompts
  • Re-show rules after major engagement

Dismiss Behavior

  • "Maybe later" vs. "No thanks" vs. "Remind me tomorrow"
  • Ask reason for declining
  • Offer alternative (lower tier, annual discount)
  • Exit survey on dismiss
  • Friendly vs. neutral decline copy
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