Lessons from the Court with Bobby Riley

What happens when a simple game becomes a teacher? In this episode, Bobby Riley—author of Pickleball and the Practice of Being Human and an award-winning principal—sits down with Lori and Sara to share how pickleball became a space of joy, release, and community. For Bobby, every dink, rally, and moment of rhythm carries wisdom about life itself.

Beyond pickleball, Bobby opens up about the beauty and strain of leading students, how burnout reshaped his path, and the courage it takes to admit when you’re not okay. This is a conversation about play as poetry, and about finding renewal through honesty, vulnerability, and human connection.

Also, remember to submit your questions or topic suggestions anonymously for a future Insight Exchange.

https://collectinginsight.com/insight-exchange

All episodes edited and mixed by Jake Musiker.