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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The JOMO Revolution, Exciting New Visa Announcement, Is This the Best Way to Determine Your Next Destination? (February 2025 Recap)

The JOMO Revolution, Exciting New Visa Announcement, Is This the Best Way to Determine Your Next Destination? (February 2025 Recap)

I’m bringing you some of the best insights from the past month’s newsletter—curated travel tips, trends, and ideas that deserve a deeper dive. If you’ve ever felt the sting of travel FOMO, wondered ab...

27 Helmi 202529min

Reverse Engineering A Move Abroad, Choosing A Location-Independent Business You’ll Enjoy, How Should I Travel Around A Continent?, Slow “Armchair” Travel (March 2025 Recap)

Reverse Engineering A Move Abroad, Choosing A Location-Independent Business You’ll Enjoy, How Should I Travel Around A Continent?, Slow “Armchair” Travel (March 2025 Recap)

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 Helmi 202524min

Top 5 Hotels in the World (Worth Seeking Out) + How Hotels Can Transform Your Travels with National Geographic Author Annie Fitzsimmons

Top 5 Hotels in the World (Worth Seeking Out) + How Hotels Can Transform Your Travels with National Geographic Author Annie Fitzsimmons

How can your hotel or accommodations change how you experience a place? Annie Fitzsimmons is a seasoned luxury travel expert and author of the National Geographic book 100 Hotels of a Lifetime: The Wo...

25 Helmi 20251h 28min

Bridging the Gap: Travel Inclusion and Equity with Brandon Miller of Too Fly Foundation

Bridging the Gap: Travel Inclusion and Equity with Brandon Miller of Too Fly Foundation

How can access to travel transform someone's life? Brandon Miller is the co-founder and director of brand strategy for Too Fly Foundation, a nonprofit organization whose mission is to provide passport...

20 Helmi 20251h 1min

9 Ways Travel Will Change You + Lessons from Cycling Africa and Visiting 95 Countries with Alex Hennock

9 Ways Travel Will Change You + Lessons from Cycling Africa and Visiting 95 Countries with Alex Hennock

What would it be like to cycle the entire length of Africa? What are the most important lessons that travel can teach us? Alex Hennock is a 28-year-old Australian who's already traveled to nearly half...

18 Helmi 20251h 33min

Top 10 Places We’re Dying to Visit that We’ve Never Been

Top 10 Places We’re Dying to Visit that We’ve Never Been

Join me for a coffee chat with my wife, Anne Dorthe, as we share the top 10 places we’re dying to visit. We break down our dream locations into five categories: mountains, cities, beaches, historical ...

13 Helmi 202533min

Profiling Every UN Nation (In Alphabetical Order), Travel through Geography, Lessons from 10 Years of YouTube Success with Paul Barbato of Geography Now

Profiling Every UN Nation (In Alphabetical Order), Travel through Geography, Lessons from 10 Years of YouTube Success with Paul Barbato of Geography Now

What would it be like to travel the world alphabetically or create a YouTube channel that inspires millions? Paul Barbato is the creator of Geography Now, the first YouTube channel dedicated to coveri...

11 Helmi 20251h 39min

Top 10 Reasons to Love Living Abroad with Botik Quest

Top 10 Reasons to Love Living Abroad with Botik Quest

Are you thinking about living abroad?  Join me as my friend Botik and I talk about the top 10 reasons why we love living abroad and what you can expect if you decide to take the leap. Botik Quest is a...

6 Helmi 20251h 37min

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