This paper is an evaluation of Wellnify.ai, a customizable, mobile-friendly wellness app that leverages gamification and behavior change techniques to encourage healthier, more active communities. Wellnify.ai contains a suite of wellness tools, to include a library of workouts, online challenges, and educational content. The app allows organizations to upload and gamify their own content. Moreover, this app allows participants to engage in wellness challenges and competitive and cooperative tasks that reward movement and health behaviors using augmented reality and other physical experiences. After a three-month deployment across multiple organizations, anonymized real-life usage data and logs of participant activity were analyzed to assess engagement, participation in challenges, and interactions with wellness content. Results show that through gamification and community support, the app can support prolonged engagement with wellness challenges. The results demonstrate the effectiveness of Wellnify.ai to sustain participatory wellness over time and present a favorable view of the app’s future development and larger implementation opportunities.