David Grass: Faces of Fitness Chicago

In this episode, Cooper chats with David Grass, founder of Faces of Fitness Chicago, a two-day, festival-style event that brings together top studio classes, celebrity instructors, and an immersive wellness experience in the heart of Chicago. David shares the origin story of the festival — where the idea came from, what inspired it, and how it took shape. He also reflects on how the event has evolved over time, including the thinking behind creative decisions like bringing in a major celebrity DJ to headline this year’s lineup. The conversation dives into the business of event production: partnering with brands, navigating sponsorships, envisioning the future of fitness festivals, and managing the unpredictable realities of live events. It’s a great conversation, and we hope you give it a listen.

You can learn more about Faces of Fitness Chicago here.