Tom Henske is a former collegiate goalkeeper and three-time national champion at the University of Virginia whose path after soccer unfolded very differently than he expected. After recurring shoulder injuries brought his playing career to an end, Tom found himself facing the uncertainty of life beyond sport — eventually beginning a career in financial planning that would span more than three decades.

In this episode, Tom reflects on the lessons goalkeeping taught him about resilience, recovering from mistakes, and putting in the work when no one is watching. He shares how returning to soccer as a high school goalkeeper coach gave him an opportunity to mentor the next generation, and how those experiences ultimately sparked a deeper interest in helping young people understand money and prepare for life beyond athletics.

Now a professo ...