Craigslist is one of the most well know advertising websites out there, providing services to more than 700 cities in 70 countries. It is a platform that serves millions of people worldwide with services such as Job Postings, discussion forums, and housing, just to name a few.
In this case study, we will focus on the redesign and improvement of the Craigslist website, which will be discussed later on in detail.
Overview
The challenger
Overview
The Challenger is a structured UX challenge generator designed to help designers practice with intention. It allows users to customize their experience by selecting difficulty level, challenge style, and prompt focus before generating a scenario. Rather than producing vague creative prompts, it generates realistic UX problems that simulate professional constraints while remaining accessible for learning and experimentation.
​
In this project, I defined the product logic, designed the filtering system, created the user interface, and built the interactive prototype using Figma and Figma Make (AI).
Problem
Early-career UX designers often struggle to build strong portfolios due to limited experience and unclear expectations. While they are eager to practice and create meaningful projects, they frequently lack realistic design problems to work on.
Many existing prompt generators are either too broad or overly idealistic, resulting in exercises that feel disconnected from real-world UX challenges. As a result, designers practice in ways that do not fully prepare them for professional environments.
Solution
The Challenger addresses this gap by generating grounded UX problems with intentional constraints. The tool allows users to control both complexity and scope, creating focused and realistic opportunities for skill development.
The Challenger is built around a parameter-based system. Before generating a prompt, users select three variables: difficulty, style, and focus. Together, these shape the complexity, type of thinking required, and scope of the challenge. This approach replaces pure randomness with controlled variability, creating more intentional and scalable practice.
The interface supports this logic through a minimal, decisive layout. Clear filter groupings and a single primary CTA keep the experience focused on action rather than visual distraction. Every design decision reinforces clarity and momentum.
AI accelerated the development process. Using Figma Make allowed rapid prototyping of the tool’s functional logic, reducing implementation time and enabling greater focus on defining the challenge framework itself. While AI simplified execution, the system architecture and interaction logic were intentionally designed.