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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What Is “Happiness”? Discovering Meaning on the Silk Road with Will Rickard

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Tbilisi Travel and Hidden Georgia Gems with Local Guide Levan Giorgadze

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Why should you travel to Tbilisi, Georgia? While you might come for the 8,000-year-old wine, you’ll want to stay for the wild hospitality and a city full of surprises. Levan Giorgadze is a theater-tr...

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Timor-Leste Hidden Gems: Blue Whales, Diving, and Slow Travel in One of the World’s Least Visited Countries with Jonty Crane

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Could the least-visited places offer the most rewarding travel experiences?  Jonty Crane is a New Zealand-based traveler, guidebook author, and longtime advocate for meaningful, off-the-beaten-path t...

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What if you could flip your thinking, let go of old scripts, and start showing up as the hero in your own life, right now?  Derek Loudermilk is a coach, adventurer, podcaster, and bestselling author ...

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From Death’s Door to Solo Kayaking 1,000 Miles Through the Canadian Arctic with Stephan Kesting

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Why does it take a brush with death for some of us to finally do the things we’ve dreamed of?  Stephan Kesting is an accomplished martial artist, firefighter, wilderness explorer, and the author of P...

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What does it really take to build a life abroad, and what happens when travel pushes you far outside your comfort zone?  Jackie Nourse, aka Traveling Jackie, is an adventure travel pro, host of JUMP ...

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What if the best way to explore Copenhagen isn’t in the guidebooks, but in a cemetery, on a bike hunt for trolls, or over a plate of smørrebrød with locals?  Rikke Bisgaard-Svensen is the co-founder ...

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