Developed collaboratively, this project was centred on community and connection. Our research involved creating personas and journey maps to understand users with varying skill levels, personalities, and social needs. The goal was to make it easier for people to meet others to play pickleball and share meaningful, fun experiences. In the design phase, we prioritized a clean, accessible interface tailored to baby boomers, our primary user group. Extensive play-testing helped refine task flows and ensure the app was intuitive, easy to navigate, and welcoming for users of all tech comfort levels.