In this episode, Dr. Flowers and Robin welcome to the show American sports agent and the inspiration for the titular character, Jerry Maguire, Leigh Steinberg. Leigh has represented over 150 professional athletes in football, baseball, basketball, boxing, and Olympic sports. He has represented the No. 1 pick overall in the NFL draft a record eight times, a milestone unmatched within the sports industry. His client list has included Steve Young, Troy Aikman, Warren Moon, Bruce Smith, Thurman Thomas, Ben Roethlisberger, Matt Leinart, Ricky Williams, Howie Long, Dusty Baker, Oscar de la Hoya, and John Starks, to name just a few.

Today, Leigh takes Dr. Flowers and Robin through his illustrious career, touching on some of the peaks and valleys as well as what has kept him motivated throughout the years. They discuss the art of active listening, the concept of winning with integrity, and the importance of having a plan and sticking to it consistently. Leigh opens up about his struggles with addiction as well as the work he’s done to help other athletes suffering from addictions of their own. Finally, Leigh speaks to a crisis of conscience he experienced mid-way through his career and what he did to ensure his work aligned with his values.