“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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“The passions I have, the things I want to do in my life, I can actually do that and get PAID for it.”

“It doesn’t matter what your job title is, where you live, where you are, because we’re all online.”

Duncan Gough joins us on the chat today to share his really unique story. After his spaceship crashed on his alien planet, he dove into his love for coding and co-founded Somewhere, the visual platform for sharing your work.

We’ll be diving into how Duncan got into coding and Somewhere’s role in the future of work.

Aside from being a founder of Somewhere, Duncan was also a part of The Nethernet, an online game which players passively participated in while browsing web pages.

On this Coffee Chat:

  • How Duncan began to learn how to code
  • How he maintains his focus when the Internet is a distraction
  • His story on making an impact and creating something not just for himself but for others
  • How they gamified Internet browsing with The Nethernet
  • Why it’s sometimes better to collaborate with people
  • The future of work
  • Somewhere being a platform where people can share about their work and what they’re currently doing – a visual CV
  • How Somewhere can give some helpful career advice for those wanting to know which of their interests are worth pursuing, gain real insights on what others are doing and provide some helpful resources to figure out what they want to do
  • Somewhere can find what other people are doing and get inspiration from them.
  • Duncan’s definition of the Impostor Syndrome
  • Finding the thing that you’re interested in and then finding a way to make that work.


(Psst: Email me a screenshot of you leaving an iTunes review of the podcast and I’ll send you a copy of Michael’s book. Ends June 1st)

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“Some things just don’t work and it’s okay to say ‘you know…that’s not for me’ and move on.” 

On the call with me today is Matt Giovanisci. Matt is a Website wizard, podcast producer, music maker, video veteran, and fanboy of alliteration who is currently working on a coffee brand called Roasty. He helps people create “cool s***” that matters using his recipe called Passion Mashin. 

Matt just returned from a road trip to Colorado and sits down at a coffee shop in Washington D.C. for our chat. The new trip inspired Matt for his new venture which he shares for the first-time on this interview. 

Side note: Something happens on this episode that has never happened before in The Traveling Cup history. I hope it never happens again, but it was certainly a memory to remember. 

On this coffee chat:

- From pool care to coffee site: How Matt creates niche sites

- Creating epic video content

- Tips to be authentic and stay true to your personality 

- How to move beyond failure

- The story behind Roasty 

- What happens to Matt in an alley in D.C. 

- Building a lifestyle business 

- Matt’s new thoughts on travel

The Alley Shot

The Alley Shot


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