In today’s episode, I sit down with Casey Hayward, two-time Walter Payton Man of the Year nominee and 11-year NFL veteran, to talk about life beyond the field. Casey shares how his parents shaped his values early, why he gave one of the largest donations in Vanderbilt history, and how real estate became his post-football passion. We also talk about learning from mistakes, the importance of mentorship, and why business is a lot like playing cornerback. You need to recover quickly, stay focused, and trust your preparation. Casey opens up about his transition out of football and why running track helped launch both his athletic and financial future.