343:  Falling in Love with Mexico City and Madrid & Building a Freelance Writing Business While Traveling the World with Lolly Spindler

343: Falling in Love with Mexico City and Madrid & Building a Freelance Writing Business While Traveling the World with Lolly Spindler

Author: Matt Bowles: Full-Time World Traveler Since 2013 June 30, 2025 Duration: 50:56
Hear stories from traveling the world, living in Mexico, and how losing a job led to building a thriving remote business. ============================ Get the Monday Minute my weekly email with 3 personal recs for travel, culture, and living beyond borders you can read in 60 seconds. ============================ ON THIS EPISODE Lolly joins Matt from CDMX and explains how she fell in love with Mexico City and why she chose to make it her base for the last 8 years.  She talks about efforts to combat transnational gentrification in the city, and also shares highlights from her other favorite places around Mexico. Lolly then talks about growing up in Southern California, living in Madrid, Spain and gives tips for visiting both California and Madrid.  She then talks about unexpected losing her job and subsequently building her fully remote freelance writing business while traveling the world.  Matt and Lolly reflect on their shared experience on the Remote Year program, when they traveled the world together for a full year with other remote professionals, and the impact it had on them.  Lolly shares stories from Croatia, Colombia and reflects on the depth of cultural immersion that is possible when you speak the local language. → Full show notes with direct links to everything discussed are available here. ============================ FREE RESOURCES FOR YOU: See my Top 10 Apps For Digital Nomads See my Top 10 Books For Digital Nomads See my 7 Keys For Building A Remote Business (Even in a space that’s not traditionally virtual) Watch my Video Training on Stylish Minimalist Packing so you can join #TeamCarryOn See the Travel Gear I Use and Recommend See How I Produce The Maverick Show Podcast (The equipment, services & vendors I use) ============================ ENJOYING THE SHOW? Follow The Maverick Show on Instagram and DM Matt to continue the conversation Please leave a rating and review — it really helps the show and I read each one personally You can buy me a coffee — espressos help me produce significantly better podcast episodes! :)

There’s a certain texture to life lived in motion, a collection of stories that emerge not from postcards but from the messy, beautiful reality of planting roots in foreign soil. The Maverick Show: Global Travel Stories & Life Beyond Borders captures that essence through long-form conversations hosted by Matt Bowles, who has been navigating the world full-time since 2013. This isn't a guidebook podcast; it’s a series of intimate dialogues, often unfolding casually over a shared bottle of wine, where the destination is understanding. You’ll hear from a diverse range of voices-expats, digital nomads, women forging paths abroad, and diaspora storytellers-each sharing the raw, unfiltered nuances of what happens when you cross borders for good. The focus is on the human narrative beneath the itinerary: the cultural misunderstandings that become breakthroughs, the loneliness and liberation, and the profound ways a global life reshapes identity. Listening feels like pulling up a chair at a cafe somewhere in the world, eavesdropping on a conversation that’s equally about internal discovery as it is about geographic change. Matt’s own experience as a long-term traveler informs these discussions, steering them toward the substantive lessons learned far from home. If you’ve ever wondered about the true weight and wonder of building a life between cultures, this podcast offers a genuine, thoughtful window into that journey.
Author: Language: English Episodes: 100

The Maverick Show: Global Travel Stories & Life Beyond Borders
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