“There’s a difference between watching your life go by from the sidelines and just jumping right in and being a full participant in it.” @robertdomingo


Joining us in this episode of The Traveling Cup is Robert Domingo. Robert is the creator of Mid-Life Round-the-World – one man’s journey of preparing for, embarking on and returning from a mid-life round-the-world trip.

We are going to dive into his journey of how he came to go on traveling around the world, his passion for storytelling and balancing passion and practicality.

Traveling was something he’s always dreamed of but wasn’t able to do, being stuck in a job he just couldn’t quit. His blog tells his story of how he was able to do finally it and the stories and adventures he went through while traveling.

Robert Domingo

On this Coffee Chat:

  • Finding the courage to let go of things that hold you back
  • Taking risks and handling doubts
  • On traveling: “The worst case scenario when I come back is that I’ve gotten to see the world.”
  • How you can make the most out of your experience after traveling
  • Having a portable lifestyle business
  • Helping others fulfill their wanderlust
  • The balance between passion and practicality
  • How do you differentiate yourself from other entrepreneurs?
  • Getting over shyness and making connections


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“Take the adventure you always dreamed about.” – Leon Logothetis

Leon Logothetis joins us on the podcast today to share his remarkable story behind The Kindness Diaries — his memoir of traveling the world on a vintage motorcycle with no money. How did Leon go all the way around the world? With the kindness of others. People were not allowed to give him money, though he relied on the kindness of others to offer him a place to stay, a meal to eat, and clothes for when the weather shifted to colder temperatures. 

Check out his memoir here and stay connected with Leon here. 

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On this Coffee Chat:

  • How a conversation with an educator inspired Leon 
  • The need for connection
  • Into The Wild by Jon Krakauer 
  • Kindness can fuel an extraordinary life
  • From loneliness to world traveler, writer, and guest on The Today Show
  • “What’s the point of living my life if I’m not helping someone else?”
  • The economics behind Leon’s vagabonding world travel


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