From The Wall To Wintergreen

In this episode of the GreatBase Tennis Podcast, Steve Smith sits down with longtime friend and coach Ryan Fleming for a reflective and practical conversation about tennis, coaching, and leadership. Fleming shares his journey from hitting on a cinder block wall in North Carolina to playing college tennis for Chuck Kriese at Clemson, and eventually finding the GreatBase system, which reshaped his technique, mindset, and career.They discuss the frustrations of not being taught the fundamentals earlier, how hitting left-handed changed Ryan’s perspective, and the transformative power of clear, fact-based instruction. Ryan also shares insights from his time managing over 100 coaches at TennisBloc and his new role as Director of Racquet Sports at Wintergreen Resort in Virginia. The episode closes with programming ideas for Wintergreen, thoughts on doubles as a development tool, and the value of teaching players and coaches how to truly improve.