Remote Roundup: True Costs of Long-Term Travel, Taxes & Borderless Living, an Underrated Productivity Habit, + More (October 2025)

Remote Roundup: True Costs of Long-Term Travel, Taxes & Borderless Living, an Underrated Productivity Habit, + More (October 2025)

What tools and routines make the biggest difference for nomads? What really drives down your cost of living abroad, and what are you giving up to get there? On this month’s episode, Caitlin and Janessa swap stories on budgeting, daily tradeoffs, and what it takes to feel comfortable in constant motion. You'll hear their thoughts on shifting priorities, overlooked productivity habits, tax residency trends, and why your “normal” might not be so normal elsewhere. Remote Roundup is a new monthly series hosted by Zero To Travel’s associate producer, Caitlin Sunderland, and partnerships manager, Janessa Klatt. Explore what's new in remote work and travel, including helpful tools and resources, need‑to‑know trends, destinations, and insight into what it really means to live and work around the world. What’s something you’ve either given up (or refused to give up) to make remote work and travel sustainable for you? I'd love to hear about it, and I hope you’ll share by sending me an audio message. Tune In To Learn: Janessa’s experience traveling and working on Vancouver Island A simple travel item that can seriously improve your remote work (that we often ignore), and how small comforts can make or break your productivity What to consider before making borderless tax or residency moves The hidden tradeoffs behind minimalist living on the road Why your priorities might shift the longer you live as a nomad What remote workers are getting wrong about cost-of-living savings abroad The unexpected mindset shift that happens when you stop “vacationing” and start living Which everyday habits feel surprisingly hard (or freeing) to give up Cultural quirks that can challenge what you thought was “normal” One playful question that reveals way more about someone than you’d expect (steal this!) And so much more Resources: Sign up for our FREE newsletter Caitlin on Instagram Janessa on Instagram Want More? Remote Roundup: Intentional Travel, Nomadding Berlin, Work Setups, Co-Living Trends, Overhyped Destinations (September 2025) How To Find Balance and Be Productive Working Remotely w/ Liam Martin from Running Remote Top 11 Digital Nomad and Remote Work Visas for Relocating (2025 Edition) + Where to Consider Relocating (And Why) with Tim Marting from Citizen Remote Thanks To Our Sponsors Moon Travel Guides: USA National Parks Hiking - Use code ‘ZERO’ for 20% off your order of Moon’s latest book and other guides. Holafly - Get 10% off your annual Holafly eSIM with code “ZEROTOTRAVEL” Turkish Airlines Series - Listen to the podcast on Apple and Spotify Learn more about your ad choices. Visit megaphone.fm/adchoices

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A 2,190+ Mile Mother-Son Adventure: Thru-Hiking the Appalachian Trail after a Decade of Nomadic Family Travel with Jessica and Largo Sueiro

A 2,190+ Mile Mother-Son Adventure: Thru-Hiking the Appalachian Trail after a Decade of Nomadic Family Travel with Jessica and Largo Sueiro

What is it like to hike over 2,000 miles on the Appalachian Trail… with your teenage kid? Jessica and Largo are part of the adventurous WorldTowning family, who’ve been living a full-time travel lifes...

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Immersion Travel: Becoming a Porter in Nepal with Nate Menninger

Immersion Travel: Becoming a Porter in Nepal with Nate Menninger

Nate Menninger has chased experiences around the world, from running with the bulls in Spain to diving the Blue Hole in Belize. Most recently, he became one of the first foreigners to work as a Himala...

17 Huhti 20251h 24min

Myanmar’s Secret Railways: Uncovering Stories of Resistance, Resilience, and Oppression with Clare Hammond

Myanmar’s Secret Railways: Uncovering Stories of Resistance, Resilience, and Oppression with Clare Hammond

What hidden stories lie beneath the surface of the places you travel? Clare Hammond is an award-winning investigative journalist currently working with Global Witness to expose the issues relating to ...

15 Huhti 20251h 25min

Sicily Uncovered: Street Food, Wine Regions, and the Art of Slowing Down

Sicily Uncovered: Street Food, Wine Regions, and the Art of Slowing Down

What is it about Sicily that makes travelers fall in love (and some never leave)? Linda Sarris is a Sicilian travel expert, private chef, and the author of three Moon Travel Guides covering Sicily and...

10 Huhti 20251h 2min

The Hidden Gems of Andalusia: Discover the Spain Most Travelers Miss with Lucas Peters

The Hidden Gems of Andalusia: Discover the Spain Most Travelers Miss with Lucas Peters

What makes Andalusia one of the best hidden gems in all of Spain? Lucas Peters is a tour operator and award-winning travel writer. His latest book with Moon Travel Guides explores the magic of souther...

8 Huhti 20251h 9min

10 Key Principles That Built a $40M Business While Traveling with Dan Demsky

10 Key Principles That Built a $40M Business While Traveling with Dan Demsky

What if you could build a business that funds your dream lifestyle without sacrificing travel and freedom? Dan Demsky is the co-founder and CEO of Unbound Merino, a premium Merino wool clothing brand...

3 Huhti 20251h 31min

 Strategies for Living an Unconventional Life with Ingrid Alm

Strategies for Living an Unconventional Life with Ingrid Alm

Is it time to rethink the “rules of life?” What if you could redefine success, family, and adventure on your own terms?  Ingrid Alm is an adventurer, writer, and mom who has made it her mission to ch...

1 Huhti 20251h 8min

Listener Questions: Reverse Engineering a Move Abroad, How to Choose a Location-Independent Business, and Smart Ways to Travel a Continent

Listener Questions: Reverse Engineering a Move Abroad, How to Choose a Location-Independent Business, and Smart Ways to Travel a Continent

How can moving abroad help solve a specific life challenge? How do you choose the right location-independent business to start? What's the best way to navigate traveling across longer distances? In t...

27 Maalis 202526min

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