How do we navigate seismic shifts in our industries and our lives while striving to remain true to ourselves and those we care about? In this episode, Jerry sits down with Randy Goodman, recently retired Chairman and CEO of Sony Music Nashville, to reflect on a career arc that spans decades of change, challenge, and profound personal growth. Randy opens up about his time at the helm of Sony Music Nashville, leading through a rapidly transforming business landscape, the global pandemic, and the social upheaval of recent years.

Together, Jerry and Randy explore the concept of "ending well," and what it means to finish a significant chapter of one’s life with intention, care, and grace. The conversation wades through the joys and trials of artist development in an era defined by digital disruption, the decline of traditional radio, and the emergence of platforms like TikTok. Randy shares how he shepherded his team and roster of artists through extraordinary circumstances, and how executive coaching and a sense of curiosity became his compass in uncertain times.

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