Wil Brawley ’92 · TWP #33

In this episode of The Woodberry Podcast, Headmaster Byron Hulsey welcomes Wil Brawley '92, entrepreneur, proud alumnus, and longtime friend of the school. As the co-owner of ScheduleFly, Wil has built a successful business rooted in service and relationships, values that trace back to his time at Woodberry.

Byron and Wil reflect on Will’s journey from his early days as a Woodberry sports camper to his years as a student and now as a dedicated alumnus. Together, they explore the enduring strength of the Woodberry bond, how the school’s focus on honor, humility, and brotherhood continues to shape its graduates and inspire their lifelong connection to the community.