Remote Roundup: Solo Travel Hot Takes, Nomad Budgeting, Rookie Mistakes, Cape Town & Mexico City (March 2026)

Zero To Travel Podcast

Jason Moore

Society & Culture, Business, Entrepreneurship, Places & Travel

4.6 • 866 Ratings

🗓️ 5 March 2026

⏱️ 72 minutes

🔗️ Recording | iTunes | RSS

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Summary

Join Caitlin and Janessa in this Remote Roundup as they catch you up on where they’ve been lately, the travel mistakes they’re learning the hard way, and the systems that keep long-term travel from turning into financial and emotional whiplash. Remote Roundup is a 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. In this episode, Caitlin and Janessa share what it’s like spending a season in a southern hemisphere coastal hub and time in a vibrant Latin American capital known for culture, markets, and museums. You’ll get Caitlin’s solo travel hot take and the #1 travel mistake she keeps repeating so you don’t have to, and hear from Janessa on her perfected expense tracking system with tips for self-employed travelers. What’s one “comfort” you’re keeping in your travel life right now, even if it costs a little more or takes up a little more space? I’d love to hear your thoughts, and I hope you’ll share by sending me an audio message. Tune In To Learn: Considerations for making Cape Town a long-stay base, what to expect in the cultural capital of Mexico City, and a magic town you may want to add to your Mexico itinerary Why it’s so easy to keep falling for the budget airline trap and more hidden fees you need to be aware of Why you should always check your entry stamp and never assume you’ve been granted the maximum tourist stay Janessa’s system for remote work and travel budgeting, including expense tracking apps, annual reviews, tax set-asides, and building a DIY PTO fund Why Caitlin says she hates solo travel (yet still thinks everyone should do it), and why we need to redefine what “solo” means A common travel mistake and what it can reveal about the expectations we carry into travel And so much more Resources: Sign up for our FREE newsletter Caitlin on Instagram Janessa on Instagram TravelSpend Trabee Pocket Want More? Going Nomad with Jason Robinson Joys of Solo Travel with Manjinder Kang Remote Roundup: True Costs of Long-Term Travel, Taxes & Borderless Living, an Underrated Productivity Habit, + More (October 2025) Thanks To Our Sponsors Earn Cash Back and rewards on nearly every purchase with Rakuten. Go to https://surfshark.com/zerototravel or use code ZEROTOTRAVEL at checkout to get 4 extra months of Surfshark VPN! Listen to the Planet Visionaries podcast on Apple and Spotify. Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Do you want to know the easiest way to save money while spending money on travel?
0:04.3	If you're doing any online shopping at all, including travel, be sure to make Rakuten your first stop.
0:10.8	With Rakuten, you earn cashback and rewards on nearly every purchase.
0:15.1	You'll get cash back for everyday shopping, of course, like electronics, pet supplies, groceries, and so on. But with Rackerton,
0:21.8	you also get cash back on travel purchases, flights, hotel bookings, car rentals, travel
0:27.3	experiences, and more. My favorite part, you can still earn your credit card points and
0:32.9	the hotel and airline loyalty points that matter most to you, depending on how you make your booking.
0:38.0	So essentially, you can get cash back on top of your normal travel rewards points.
0:44.0	You can join today for free.
0:45.4	Go to rackerton.com or get the app.
0:47.9	That's racketon, R-A-K-U-T-E-N.
0:52.7	Racketon, the most rewarding way to shop.
0:57.8	Yes, I'm a nerd when it comes to this, so that's why I was excited to talk about this.
1:08.5	You're listening to the Zero to Travel podcast where we explore exciting travel-based work,
1:13.5	lifestyle, and business opportunities, helping you to achieve your wildest travel dreams.
1:20.2	Welcome to Remote Roundup, where you'll get a curated list of the latest and greatest
1:24.6	from the world of remote work and long-term travel, including
1:27.7	insanely helpful tools and resources, need-to-know trends, destinations worth spending time in,
1:33.2	and plenty of insight into what it really means to live and work around the world. And we do it
1:37.9	all with a dose of humor, or at least we try. I'm Janessa, Partnerships Manager for Zero to Travel,
1:44.1	a slow traveler working remotely who took an adult
1:46.4	gap year seven years ago and never returned to a conventional life. And fun fact, I've been
	...

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