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

Zero To Travel Podcast

Jason Moore

Society & Culture, Business, Entrepreneurship, Places & Travel

4.6 • 866 Ratings

🗓️ 30 October 2025

⏱️ 76 minutes

🔗️ Recording | iTunes | RSS

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Summary

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

Transcript

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0:00.0	a place, oh, I got to get this right, for newlyweds and nearly dead.
0:08.0	So it was traditionally a retirement community where people go on their
0:13.6	honeymoons because it's so beautiful.
0:20.5	You're listening to the Zero to Travel podcast where we explore exciting travel-based work,
0:25.6	lifestyle and business opportunities, helping you to achieve your wildest travel dreams.
0:32.7	Welcome to Remote Roundup, where each month you'll get a highly curated list of the latest and greatest
0:38.4	from the world of remote work and long-term travel, including insanely helpful tools and resources,
0:44.9	need to know trends, destinations worth spending time in, and plenty of insight into what it really
0:50.1	means to live and work around the world. And we do it all with a dose of humor, or at least we
0:55.4	try. I'm Janessa, partnerships manager here at Zero to Travel, and I'm a slow traveler
1:00.4	working remotely who took an adult gap year six years ago and never returned to a conventional life.
1:06.0	And fun fact, I have a weirdly specific memory about when I listened to certain podcasts for the first
1:11.6	time. So when I was working on a yacht, I listened to probably the whole back catalog of
1:16.2	zero to travel. And now if we ever pull an episode out of the archive, I remember like what part
1:21.7	of the boat I was cleaning when I first listened to it. And I have those weird memory associations
1:27.3	when I listen to podcasts.
1:30.0	I wish I had your memory, Janessa. It's not the things I want to remember. I'm Caitlin,
1:37.8	associate producer of the Zero to Travel podcast and a digital nomad for the last one and a half years
1:42.9	who loves to help people do life differently.
1:46.4	Fun fact for me. I was finally that person who showed up for their flight on the wrong day.
1:54.6	Oh no. Early or late? Yeah. Late. I showed up two days late.
2:05.9	So for anyone who wants a little advice, don't book your flight at 3 a.m. in the morning when you have 40 different tabs open when you're trying to decide which day you want to fly out.
	...

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