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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World Tour for Climate Change: Hitchhiking, Biking, and Low-Carbon Travel With Megan Routbort

World Tour for Climate Change: Hitchhiking, Biking, and Low-Carbon Travel With Megan Routbort

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How to Leverage Real Estate to Fuel Your Ideal Travel Lifestyle (5 Expert Strategies) With Travis Sherry

How to Leverage Real Estate to Fuel Your Ideal Travel Lifestyle (5 Expert Strategies) With Travis Sherry

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America’s Greatest Road Trip! Key West to Deadhorse: 9,000 Miles Across Backroad USA With Tom Cotter

America’s Greatest Road Trip! Key West to Deadhorse: 9,000 Miles Across Backroad USA With Tom Cotter

Today, I'm joined by author Tom Cotter to learn about his experience taking the most epic American road trip from Key West, Florida, to Deadhorse, Alaska! Tom is no stranger to road trips, having trac...

12 Nov 20231h 5min

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Top 7 Up-And-Coming Destinations to Visit (Before They Get Crowded) With Gunnar Garfors

Need some inspiration for your upcoming travels? Today, I’m sitting down with Gunnar Garfors, the first person to travel to every country in the world not once… but TWICE! As the ultimate travel exper...

9 Nov 20231h 29min

National Geographic’s Best of the World: Where to Travel in 2024 and Beyond (With Senior Editor Allyson Johnson)

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Have you started planning your 2024 travels? Today, I’m joined by National Geographic Senior Editor Allyson Johnson to explore some of the must-visit places from National Geographic’s new book Best of...

7 Nov 20231h 20min

Living in Ecuador, Indigenous Communities, Rainforest Conservation, and Cultural Experiences With Photographer Mark Fox

Living in Ecuador, Indigenous Communities, Rainforest Conservation, and Cultural Experiences With Photographer Mark Fox

Today, I’m joined by photographer Mark Fox to talk about his experience working in Amazon Rainforest conservation and how he built a life around travel and his passions. Mark is a British photographer...

5 Nov 20231h 42min

8,000 Miles Across India in a Vintage Rolls Royce With Rupert Grey (Romantic Road)

8,000 Miles Across India in a Vintage Rolls Royce With Rupert Grey (Romantic Road)

Media lawyer and world adventurer Rupert Grey and his wife spent six months driving across India in their beat-up 1930s Rolls Royce. Their epic journey was turned into a documentary film called “Roman...

2 Nov 20231h 19min

Dark Tourism and the Complexities of Dark Destinations with Professor James Treadwell

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There is no denying that places like Alcatraz and Auschwitz are rooted in dark history, but Disney World? A dark destination?! Today, I’m joined by Dr. James Treadwell to unravel the intricacies of da...

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