In this episode of The Woodberry Podcast, Headmaster Byron Hulsey reconnects with Colin Gay ’93, Woodberry alumnus and longtime faculty member. After graduating from Woodberry, Colin returned to the Forest to teach, serving the school for 19 years before wrapping up his time on the faculty in 2022. He now works at GovSmart, Inc., while continuing to pursue meaningful challenges beyond his career.

Byron and Colin reflect on Colin’s life path, his years teaching and mentoring boys at Woodberry, and the lessons that emerged from nearly two decades on campus. The conversation also turns to Colin’s remarkable personal goal: a quest to ride his bike 10,000 days in a row. Colin shares what the streak represents, how it has shaped his discipline and perspective, and why daily commitments—big or small—can become anchors in a meaningful life.