Website Redesign • Week 4-8 of Voiz.AI Reskilling

CTT Comedy Website Refresh

Overcoming stakeholder resistance through data-driven design and strategic change management

Role
Lead Designer & Change Manager
Timeline
4 weeks design + ongoing implementation
Challenge
Strong resistance to change
Industry
Live Entertainment

The Challenge

Cheaper Than Therapy Comedy's website hadn't been updated in years, presenting significant user experience and business challenges. However, the bigger obstacle wasn't technical—it was organizational resistance to change rooted in the false belief that "if it's not broken, don't fix it."

Core Problems Identified
  • Outdated user experience: Non-responsive design, poor mobile experience
  • Confusing information architecture: Critical details buried in FAQ format
  • Poor conversion flow: Ticket purchasing required multiple steps and external redirects
  • Stakeholder resistance: "It's worked for 12 years, why change now?"

Current Site Issues

  • Dense FAQ format for basic info
  • Non-responsive mobile experience
  • Essential details hard to find
  • Multiple external redirects
  • Outdated visual design

Redesign Goals

  • Essential info prominently displayed
  • Mobile-first responsive design
  • Clear visual hierarchy
  • Streamlined user flows
  • Modern, accessible interface

The Real Challenge: Change Management

The technical refresh was straightforward compared to managing stakeholder resistance. After 12 years of using the same site, leadership perceived any change as risky and unnecessary. This required a strategic approach combining data analysis, stakeholder psychology, and gradual adoption strategies.

Strategic Approach

Data-Driven Argumentation

Rather than relying on subjective design opinions, I consulted with Claude to develop a comprehensive data-driven case for change. This involved analyzing user behavior patterns, mobile usage trends, and competitive landscape assessment.

Change Management Strategy

  1. Evidence gathering: Collected usage analytics, mobile traffic data, and user feedback
  2. Competitive analysis: Benchmarked against modern comedy venue websites
  3. Risk mitigation: Developed parallel deployment strategy to minimize disruption
  4. Stakeholder presentation: Created compelling slide deck with concrete benefits
  5. Gradual implementation: Planned phased rollout to build confidence

Development Workflow

I used v0 for initial rapid prototyping to quickly visualize concepts, then migrated to Claude Code for detailed implementation and customization. This hybrid approach allowed for fast stakeholder feedback while maintaining development flexibility.

v0 Prototyping Claude Code React Cloudflare Workers Gamma Presentation

AI-Assisted Presentation Creation

I collaborated with Claude to craft effective messaging strategies, then used its recommendations to build a prompt for Gamma that generated a persuasive slide deck. This presentation focused on business impact rather than aesthetic preferences, making the case for change in terms stakeholders could relate to.

The key was framing the refresh not as 'fixing what's broken' but as 'capturing opportunities we're missing.' Data showed mobile users struggling with the current experience, representing lost ticket sales and frustrated customers.
— Strategic messaging approach

Design Solution

Information Architecture Redesign

The new design prioritizes essential information upfront: showtimes, location, age requirements, and ticket links. Instead of burying critical details in FAQ format, everything a potential attendee needs is immediately visible.

Original Structure

  • Essential info in FAQ format
  • Show details scattered
  • Mobile experience poor
  • External ticket redirects

Redesigned Structure

  • Key info prominently displayed
  • Clear visual hierarchy
  • Mobile-optimized layout
  • Streamlined conversion flow

User Experience Improvements

The refresh focuses on reducing friction between discovery and ticket purchase. Show information, venue details, and performer bios are presented in a scannable format that works equally well on mobile and desktop.

Key UX Enhancements
  • Mobile-first design: Optimized for the majority of traffic
  • Prominent CTAs: Clear ticket purchase paths
  • Essential info display: Ages, times, location visible immediately
  • Performer highlights: Builds credibility and interest
  • Streamlined navigation: Fewer clicks to key actions

Stakeholder Buy-in Strategy

The presentation deck focused on quantifiable business benefits: improved mobile experience leading to higher conversion rates, better first impressions for new customers, and reduced support inquiries through clearer information presentation.

Impact & Learning Outcomes

100%
Stakeholder approval achieved
4
Weeks from concept to stakeholder buy-in
Mobile
First responsive design
Data
Driven decision making

Change Management Skills Developed

  • Stakeholder Psychology: Understanding resistance patterns and addressing underlying concerns
  • Data-Driven Persuasion: Building compelling cases using evidence rather than opinion
  • Strategic Communication: Framing change as opportunity rather than criticism
  • Risk Mitigation: Designing implementation strategies that minimize perceived risk

Technical Problem-Solving

This project reinforced the importance of choosing the right tool for each phase. v0's rapid prototyping capabilities were perfect for stakeholder demos, while Claude Code provided the flexibility needed for production implementation.

The biggest learning wasn't technical—it was that successful product changes require as much attention to stakeholder psychology as to user experience. Data and strategic communication are just as important as good design.
— Key insight from the project

Implementation & Next Steps

With stakeholder approval secured, the focus shifts to careful deployment and performance monitoring. The phased rollout approach allows for real-world validation while maintaining stakeholder confidence through measurable improvements.

Implementation Plan
  • Soft launch: Deploy to staging environment for final stakeholder review
  • A/B testing: Compare conversion rates between old and new designs
  • Performance monitoring: Track mobile engagement and ticket conversion
  • Iterative improvements: Refine based on real user behavior data

This project demonstrates how technical skills must be combined with change management expertise to successfully implement improvements in established organizations. The ability to build data-driven cases for change is just as valuable as the ability to execute the technical solution.