Reimagining the Paywall Experience

Case Study | 5 min read
Overview

The TL;DR

Just before launch, LePal an AI-powered mental health app for Gen Z, faced a retention crisis: a new premium paywall for its flagship feature caused nearly 90% of beta users to drop off, threatening revenue and user trust. As team lead, I led a strategic redesign to increase free-to-paid conversions by aligning monetization with real user behavior.

118% improvement in clarity
100% improvement in visual appeal
100% improvement in user confidence
89% increase in likelihood to upgrade
This could represent $2.2K in additional monthly revenue — or over $26K annually. Based on LePal’s user base at the time and assuming similar retention rates.

Role

Team Lead, UX Researcher & Designer

Team

5 UX Designers, 1 PM

Timeline

1 week (within a 12-week fellowship program)

Tools

Figma, Google Forms, Notion, Slack

Client

LePal.ai
Original paywall
The Choose your plan screen before the redesign
The Problem

Users bailed. We needed to find out why & resolve it quickly

During beta testing, we saw nearly 90% of users abandon the app at the paywall. The culprit? A mix of hidden and unclear pricing, vague value props, and a cluttered interface that made upgrading feel confusing, risky, and not worth it.

Redesigned paywall
The Choose your plan screen after the redesign
The Goal

Turning friction into an empowering choice

Our goal was to design a paywall that removed any decision friction. It needed to feel effortless for Gen Z users to choose premium, and compelling enough to support LePal’s subscription growth.

Process & Scope

One week. Five designers. One big moment.

With just one week left in our 12-week UX fellowship, I led a 5-person team to quickly address LePal’s paywall challenge. We delivered a tested, research-backed redesign that balanced revenue goals with user needs.

Discovery

Investigating the barriers to premium

Day 1 I outlined our research plan to uncover the root cause of this drop-off. First conducting surveys (30 respondents) along with interviews and usability testing with 3 of our beta users.

Research focus areas

  • Demographic information
  • App payment habits
  • Preferences around payment structures and incentives
  • Pain points in the current design
  • Willingness to pay and factors that affect this

Challenges

With limited incentives and time constraints, we struggled to recruit enough beta users in time. I broadened our reach and created an additional survey guide for the general public that could help us quickly gather more data on the preferences and behaviors of demographics.

Key Findings

Hidden prices, confusing plan details, and an overwhelming UI

Gen Z users won’t pay for a subscription without four things: a free trial, a clear value prop, transparent messaging, and upfront pricing. After observing users, it became clear that original paywall lacked nearly all of these.

The original paywall flow starting at the homepage and ending with Choose your plan, with interactions highlighted
Pain points from testing are highlighted in annotations on the original design

Opportunities discovered

  • Show pricing & billing options upfront → Use clear hierarchy and visual contrast to reduce uncertainty
  • Simplify choices and highlight one plan → Use a gentle nudge (e.g. % discount) to reduce mental effort and increase conversions
  • Strengthen the value proposition → Make it crystal clear why premium matters not just what it includes
  • Introduce light-touch reassurance → Add FAQs or trial explanations to reduce fear of getting “locked in”
  • Clean up the UI → Declutter the layout, improve consistency, and polish visual design to build trust
Strategy Under Constraints

We can’t change the price, but we can change how it feels

One of the biggest barriers for our users wasn’t usability; it was cost. Since pricing decisions were outside our scope, I wanted to focus on ways to justify value, ease risk, and build trust around the upgrade decision.

→ Add social proof: Testimonials to show real value and build credibility

→ Extend free trial: More time to experience progress = more motivation to convert

→ Explain trial mechanics: No hidden charges, no surprises = less risk and more trust

Design principles to guide us forward

Clarity

Make benefits, pricing, and next steps crystal clear right away

Trust

Build confidence by proving credibility and reassuring users at every turn

Usability

Smooth out the journey, make it effortless to go from interest to action
Wireframes

A paywall that's optimized for conversion rates

On day 4 I facilitated an ideation workshop with the team to create wireframes based upon our synthesized research findings. Focusing on the layout, structure, and incentives that can improve conversion rates.

Simplifies decision-making: Minimizing billing options and emphasizing the annual plan as the best value reduces decision fatigue and boosts long-term revenue.
Addresses hesitations: Builds brand trust and lessens fears around committing to the premium subscription.
Intuitive and consistent UI: Improves credibility, aligns with the app's visual design, and keeps the focus on what matters.
Shows why premium is worth it: Users develop a good understanding of the potential benefits to them.   
V1
First version of our wireframe
V2
second version of our wireframe
Evolving the Design

How we got there

I facilitated a team sketch session where we shared ideas and combined the strongest concepts into V1, which we then iterated into V2 based on quick user feedback. Key changes include:

  • Sticky CTA footer → Keeps the upgrade action visible while scrolling
  • Clearer pricing hierarchy → Highlights the value of the annual plan
  • Stronger copy → Uses motivating, user-aligned language to reinforce LePal’s unique benefits
A/B Testing

Letting real users tell us if the redesign worked

Turning our design into a clickable prototype, we asked 5 participants to explore the original and redesigned paywall. The goal was simple: see if the redesign reduced hesitation and built enough clarity to make upgrading feel safe.

Guiding questions

  • Which design is more appealing and understandable to users?
  • Does the new design increase the likelihood and confidence to upgrade? If so, why?
  • Are there any usability issues or points of confusion in the redesign?

Measuring impact

Combining qualitative and quantitative data, we gathered thoughts, behaviors, and followed up with a survey asking users to rate the clarity, visual appeal, confidence in buying a subscription, and likelihood of subscribing on a five-point scale.

The Takeaway

Ultimately, it was clearer communication that drove higher confidence and conversion intent

Before
Original paywall screen with a value proposition graphThe Choose your plan screen before the redesign
After
"Unlock your best self with LePal premium" with annual and monthly purchase optionsHow your Free Trial Works screen with the cute LePal buddy and detailed explanation of trial dates and what to expect
  • 118% improvement in clarity of information, with the average user rating increasing from 2.2 to 4.8
  • 100% increase in visual appeal, with the average user rating increasing from 2.4 to 4.8
  • 100% increase in users’ confidence to upgrade to a premium subscription, rising from an average of 2 to 4
  • 89% increase in likelihood to upgrade, rising from an average of 1.8 to 3.4
Looking Ahead

Recommended next steps

Lesson #3
  • Test with a broader Gen Z audience: Ensure it resonates beyond early beta users and captures a broader segment of potential subscribers.
  • Track conversion metrics and retention: Measure trial starts, plan selections, and subscription retention to validate the long-term business impact.
  • Refine value messaging for premium features: Clarify what users get, especially for features like Premium Chat, to improve understanding and perceived value.
  • Explore alternate pricing models: Experiment with flexible plans, student discounts, or tiered options to better match user expectations and willingness to pay.
Personal Feedback Survey

Growing through feedback

After the fellowship program ended, I sent an anonymous survey to my team to gather their feedback on what I did well and what I could improve on, both as a team leader and designer.

"Maybe being more assertive in following up with the tasks and motivating people to finish them"
"Managing collaborative sessions, being so organized and on top of things, great communication skills"
"You did great as a team leader, and providing the team with additional information helped greatly in designing the wireframes"
"I loved how you were assigning tasks, managing schedules, providing feedback, and ensuring effective collaboration among team members"
Reflection

A few of the lessons I learned along the way

01.

Balance support with accountability

I learned to lead with empathy but keep momentum strong through clearer check-ins.

02.

Adaptability matters

We hit roadblocks, low research turnout, shifting goals, but stayed focused and iterative.

03.

Simplicity converts

When you're building trust, fewer words, clearer visuals, and human tone go a long way.

Let's connect!

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