Interview #14 David Simmons-The Call of the Ocean: A Journey of Reinvention

2025-05-28

Summary: In this episode, Rick Barron interviews David Simmons, a former tech executive who transitioned to a sailing business in the Caribbean. David shares his journey from a tumultuous childhood in Mississippi to a fulfilling life on the ocean. He discusses his love for the water, the challenges of starting a charter business, and the realities of living on a boat. The conversation explores themes of reinvention, adventure, and the importance of staying calm in crises. In this conversation, David shares his transformative journey through sailing, emphasizing the lessons learned from ...

Summary: In this episode, Rick Barron interviews David Simmons, a former tech executive who transitioned to a sailing business in the Caribbean. David shares his journey from a tumultuous childhood in Mississippi to a fulfilling life on the ocean. He discusses his love for the water, the challenges of starting a charter business, and the realities of living on a boat.

The conversation explores themes of reinvention, adventure, and the importance of staying calm in crises. In this conversation, David shares his transformative journey through sailing, emphasizing the lessons learned from Mother Ocean and the experiences that shaped his understanding of life and community. He reflects on the beauty of the Caribbean, the challenges faced while navigating, and the importance of personal growth and connection with others. David's insights inspire listeners to embrace adventure, learn from mistakes, and live life to the fullest.

Chapters

00:00 Introduction to David Simmons' Journey

02:43 Early Life and Love for the Ocean

04:45 Adventures Around the World

07:22 The Turning Point: From Tech to Sailing

10:45 Training and Preparation for Sailing

12:22 Starting the Charter Business

15:43 Navigating the Challenges of Chartering

18:02 Living on a Boat: The Lifestyle

20:41 Maintenance and Repairs: A Boat Owner's Reality

22:51 Crisis Management at Sea

27:56 Transitioning from Tech to Teaching