Are leaders born or made? In this episode of The Upside, Theresa Flood sits down with Brett Caldwell, a seasoned leader who oversees seven Keller Williams offices across the Atlanta area. Known for his genuine care and dedication to helping others grow, Brett is a true “people developer.”

He shares the pivotal moment that reshaped his leadership, the mindset shifts that fueled his success, and how he balances influence with authenticity. A master of uncomfortable conversations that lead to growth, Brett reveals what it really takes to bring out the best in people. His passion for developing leaders and building a positive culture shines through every story he tells.