At five years old, Drew Maddux drew himself in a Vanderbilt basketball uniform wearing his dad’s number. He went on to become a third-generation Commodore, a four-year starter, and an All-SEC honoree — and he’ll tell you that chasing that vision nearly cost him his identity.

In Episode 5 of Lessons From The Sidelines, Coach Greg Brown sits down with Drew — former head basketball coach at Christ Presbyterian Academy (CPA) in Nashville for 15 years, and now Chief Performance Officer at Fourteen Foods, the largest Dairy Queen franchisee in the country — for a deeply honest conversation about identity, pressure, and what it costs to let what you do define who you are.

In this episode:

• The lifelong wrestling match between identity and performance — and how it nearly hijacked his career

• Why he didn’t fully embrace “comprehensive excellence” until his junior year at Vanderbilt

• Coaching by fear and shame vs. coaching by freedom — and why the “toughest” coaches often have it backwards

• A CPA program with no cuts and no tryouts — and what it taught him about leading every single person in the gym

• “Death by a thousand cuts”: holding a standard without ever giving an inch

• His Three C's for scaling culture across a 10,000-person company: connection, clarity, commitment

• The Bible study on Psalm 23 he wrote with his daughter Ava

• His family's four core values and one lesson from the sideline

Whether you're leading a locker room, a classroom, or 250+ restaurants, this conversation has something that'll stick.