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In this episode, we are diving into the world of GenX digital nomads—that’s right: people our age who are living and working from foreign countries, cool cities, or just wherever the Wi-Fi’s decent and the coffee’s strong.

So how do they decide where to go? How do they find a place to stay? And most importantly, how do they do all this without losing their minds (or all their chargers)?

We’ve got TWO guests with us today—yes, two—who just so happen to be married and currently living the digital nomad dream. (Bonus: Courtney and I have known them since college, so we’re legally allowed to ask inappropriate questions).

Tune in as we grill them about all things nomad-life, take notes for our own escape plan, and try not to sound too jealous.

Episode links

• The rise and rise of the Digital Nomad
• Digital Nomad Stats
• Report on Digtals Nomads
• The 10 best cities in America for digital nomads
• Best Countries For Digital Nomads In 2025
• CTO Lunches
• 'Rose-colored glasses': The stressful reality of being a digital nomad
• 5 Steps For Digital Nomads To Source And Attract Clients Worldwide

Info on our guests

• Jason Cole
  • Jason’s Website
  • Jason’s Instagram
  • Jason on Threads
  • Jason’s Linkedin
• Rachel Cole
  • Rachel’s Website
  • Choose Happiness Podcast:
  • Rachel’s Music on Spotify
  • Rachel’s Instagram

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