Make Worst/Best Case Lists to Reduce Fear

What does it really take to build a travel lifestyle from scratch, especially if you’re starting later in life or managing a serious medical condition?

Jason Robinson is the founder of The Nomad Experiment and author of The Beginner Traveler’s Guide. After digging out of debt and selling his home, he now travels full-time while living with type 1 diabetes. 

Jason joins me to explore his updated beginner travel guide, how the nomad lifestyle has become his way of life, and how we can all learn to travel more intentionally, even when the path to getting started looks different for everyone.

This episode is packed with real talk and actionable advice for anyone looking to start or deepen a travel-centered lifestyle. Jason shares the exact mindset shifts and tactical steps that helped him go from zero international travel to spending more than half the year abroad. You’ll learn why co-living can be a better fit than hostels, how to realistically assess your finances before you leap, and what it takes to travel while managing something as serious as type-1 diabetes. 

We also get into the harder stuff - burnout, identity, letting go of expectations -and why treating travel like an experiment may be the most freeing approach of all.

What’s one small step you can take this month toward your travel‑oriented life? I’d love to hear your thoughts, and I hope you’ll share them by sending me an audio message.

Tune In To Learn:

• Why getting your passport is the easiest first move toward travel
• How to start travelling from exactly where you are (not waiting for “perfect”)
• Why choosing the right accommodation style (hostel vs co‑living) matters for long‑term travel
• How to build a financial base that supports a travel lifestyle—not traps you
• The conversation you need to have with friends or family about your priorities
• How to recognise and navigate travel burnout or lifestyle shifts
• Mindset tips for travelling with a medical condition, or any “extra” in your life
• Where Jason wants to go back (and why slower travel matters)
• How to frame your worst‑case/best‑case list so fear doesn’t hold you back
• The one mindset change that turns travel planning into travel living
• And so much more

Resources:

• Sign up for our FREE newsletter
• Jason on Instagram
• The Nomad Experiment
• Type 1 Diabetes Travel
• Learn to Travel Basics

Want More?

• Going Nomad With Jason Robinson
• Life As An Experiment w/ Jason Robinson
• Rock Bottom To A Life of Travel w/ Francis Nayan

Thanks To Our Sponsors

• Holafly - Get 10% off your annual Holafly eSIM with code “ZEROTOTRAVEL”
• Turkish Airlines Series - Listen to the podcast on Apple and Spotify
• Moon Travel Guides - Use code ‘ZERO’ for 20% off your order.
• Planet Visionaries - Listen to the podcast on Apple and Spotify

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