Learn how immersive trips to the Dominican Republic, Kenya and backpacking through South America can be life-changing. ============================ 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 Ashley Company starts off by talking about her experiences traveling the world for wine, and why the South African wine region is so unique and special. She then talks about her experience growing up in the U.S., traveling to Turkey as a kid, living in South Korea for a year at age 12, and attending an HBCU for college. She then describes how her first solo trip to the Dominican Republic was completely transformative, as was her first trip to Kenya. Ashley then explains what led her to quit her job and backpack through every country in South and Central America. She shares stories about traveling to San Basilio de Palenque in Colombia and accidentally entering Venezuela without going through immigration. Ashley also talks about the power of her first experience attending Carnival in Trinidad and why she has been back 10 times since. And, finally, she reflects on the impact that a full year of backpacking in South America had on her as a person, and how it shaped her life and entrepreneurial trajectory. → Full show notes with direct links to everything discussed are available here. ============================ FIND YOUR NEXT EPISODE Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests. ============================ FREE RESOURCES FOR YOU See my Top 10 Travel Apps See my Top 10 Books that Shaped the Way I Travel 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 Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

Visiting Every Country in Central & South America and How Not to Cross the Venezuelan Border with Ashley Company (Ep 301)

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Learn how immersive trips to the Dominican Republic, Kenya and backpacking through South America can be life-changing.  ============================  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  Ashley Company starts off by talking about her experiences traveling the world for wine, and why the South African wine region is so unique and special.   She then talks about her experience growing up in the U.S., traveling to Turkey as a kid, living in South Korea for a year at age 12, and attending an HBCU for college.  She then describes how her first solo trip to the Dominican Republic was completely transformative, as was her first trip to Kenya.  Ashley then explains what led her to quit her job and backpack through every country in South and Central America.  She shares stories about traveling to San Basilio de Palenque in Colombia and accidentally entering Venezuela without going through immigration.  Ashley also talks about the power of her first experience attending Carnival in Trinidad and why she has been back 10 times since.  And, finally, she reflects on the impact that a full year of backpacking in South America had on her as a person, and how it shaped her life and entrepreneurial trajectory.  → Full show notes with direct links to everything discussed are available here.  ============================  FIND YOUR NEXT EPISODE  Explore The Maverick Show Starter Packs — some of my favorite conversations curated by theme so you can easily find the episodes that match your interests.  ============================  FREE RESOURCES FOR YOU  See my Top 10 Travel Apps  See my Top 10 Books that Shaped the Way I Travel  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  Support the show by buying me a coffee — espressos help me produce significantly better podcast episodes!

The Maverick Show is a global travel podcast about what really happens when people cross borders and build lives across cultures. Hosted by full-time world traveler Matt Bowles, each episode features intimate, unfiltered conversations (often over a bottle of wine) exploring the human stories behind global travel and what the journey teaches us about the world and ourselves.  Guests include expats, digital nomads, women and diaspora storytellers, worldschooling families, and human rights advocates, all sharing travel stories that are funny, moving, and deeply human.  In addition to hearing about extraordinary places and the people who live there, you’ll learn what it’s really like to move abroad, build an expat life, or travel long-term, as guests open up about their personal journeys navigating culture, race, power, identity, and belonging in an unequal world. If you’ve ever felt that travel changes you in ways no one talks about, you’re in the right place.  The Maverick Show hit the Top 100 on Apple Podcasts (including #1 in Places & Travel), was ranked in the Top 1% of podcasts globally by Listen Notes, and was named the #1 Digital Nomad Podcast and #1 Remote Work Podcast by Million Podcasts — with hundreds of five-star listener reviews.

The Maverick Show: Global Travel Stories & Life Beyond Borders

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