Remote Roundup: Bangkok & Oaxaca, Remote Career Trends, Missing Out at Home, Practical Holiday Gift Guide (November 2025)

Zero To Travel Podcast

Jason Moore

Society & Culture, Business, Entrepreneurship, Places & Travel

4.6 • 866 Ratings

🗓️ 27 November 2025

⏱️ 63 minutes

🔗️ Recording | iTunes | RSS

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Summary

How do you choose where to live, what to do, and when to go home when your life is fully remote? 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, they’re reporting in from two wildly different corners of the world with stories, struggles, and insights about what it actually looks like to live and work abroad right now, plus a practical holiday wish list. Caitlin and Janessa open up about the hard choices digital nomads face around holidays, family, and missing big life events. They talk about the growing trend of unexpected remote careers and explore how people are adapting traditional jobs to fit this lifestyle, a conversation about the myth of the laptop-on-the-beach image that won't die, and more. What has been your biggest struggle being away from home when you travel? We’d love to hear about it, and hope you’ll share them by sending me an audio message. Tune In To Learn: Why Bangkok’s scale, café culture, and mall scene work so well for remote living How Oaxaca brings together community, creativity, and tradition, especially around Day of the Dead How Caitlin pulled off a cheap(ish) last-minute flight to Asia with an airport transfer hack What it’s really like to grieve major life moments from abroad, and insight into deciding when going home makes sense Thoughts on how to take traditional skills and repurpose them into location-independent careers An honest take on the “laptop on the beach” stereotype (and why it’s still everywhere) A holiday gift guide with digital nomads in mind Two travel fail stories that involve passports, bowel movements, and a nearly missed bus in the Italian countryside And so much more Resources: Sign up for our FREE newsletter Caitlin on Instagram Janessa on Instagram Want More? Remote Roundup: True Costs of Long-Term Travel, Taxes & Borderless Living, an Underrated Productivity Habit, + More (October 2025) Building a Travel Lifestyle: Digital Nomadism, Slow Travel, Exploring Latin America with Kyle Cohenour From Expat to Digital Nomad: Finding Your Travel Rhythm, Balancing Burnout, and the Digital Nomad Lifestyle with Kristin Wilson Thanks To Our Sponsors Holafly - Get 10% off your annual Holafly eSIM with code “ZEROTOTRAVEL” Planet Visionaries - 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	There's a capy bearer and mere cat cafe here. There's a dog cafe at cat cafe. I need to make
0:07.0	time to go to this capy bearer cafe though, because that's like a dream of mine. That sounds amazing.
0:12.1	I have never heard of a capy bearer cafe.
0:19.7	You're listening to the Zero to Travel podcast where we explore exciting travel-based work,
0:24.7	lifestyle, and business opportunities, helping you to achieve your wildest travel dreams.
0:31.8	All right, hello, hello, and welcome to another episode of Remote Roundup,
0:37.4	where each month you'll get a highly
0:39.1	curated list of the latest and greatest from the world of remote work and long-term travel,
0:44.5	including insanely helpful tools and resources, need to know trends, destinations, worth spending time in,
0:50.7	and plenty of insight into what it really means to live and work around the world.
0:55.8	And of course, we try to do it with a dose of humor. I'm Caitlin, the associate producer of the
1:01.8	Zero to Travel podcast, and a digital nomad for the last year and a half who loves to help people
1:06.4	do life differently. Fun fact, I was actually detained at the Paris airport. What? What happened?
1:15.8	What did you do, Caitlin? Well, we're going to save that story for a bit later in this episode,
1:20.6	I think. Okay. All right. So you'll have to stay tuned. And I am Janessa, the partnerships manager
1:26.4	at Zero to Travel.
1:33.7	I'm a slow traveler working remotely who took an adult gap year six years ago and never returned to a conventional life.
1:40.5	And fun fact, I was just reminded that nine years ago this week, I got laser eye surgery.
1:43.9	So that was one of the best investments I ever made. It's incredible that now I can
1:45.8	just wake up and see and I don't have to travel with glasses and contacts and all of the things.
1:51.4	And it was amazing. And I can't believe that that was nine years ago. It was such a game changer.
1:57.2	Congratulations on that. I know traveling with like all that supplies. I've had friends who've had to do that. And it doesn't look very convenient. So it is much more convenient to wake up and see. It feels like a superpower.
	...

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