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

Learn how immersive trips to the Dominican Republic, Kenya and backpacking through South America can be life-changing. ____________________________________ Subscribe to The Maverick Show’s Monday Minute Newsletter where I email you 3 short items of value to start each week that you can consume in 60 seconds (all personal recommendations like the latest travel gear I'm using, my favorite destinations, discounts for special events, etc.). Follow The Maverick Show on Instagram ____________________________________ 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 HBUC 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.  ____________________________________ 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? 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! :)

Om Podcasten

Meet diverse travelers and digital nomads from every continent who share their personal journey to location-independence as well as their reflections on identity, the power dynamics that shape our world, and how we can be more thoughtful, conscious travelers as we move through it.  Hosted by Matt Bowles—your typical Irish-American hip hop DJ turned human rights activist turned location-independent entrepreneur turned minimalist world-traveler and podcaster—these in-depth conversations take place all over the world (often over a bottle of wine, or 2).  Listen in as Matt draws out stories of their most epic adventures, and unpacks the skills, tactics, and strategies they use to build their remote businesses and design their lifestyles. Ranked the #1 Digital Nomad Podcast by Web Work Travel and the Top 1% of all podcasts by Listen Notes, each episode pulls out actionable tips and advice you can implement in your own life each week.  In 2024 The Maverick Show hit the Top 100 on Apple Podcasts and ranked the #1 “Places and Travel” podcast on Apple.