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

The Maverick Show: Remote Entrepreneurship and World Travel

Learn how immersive trips to the Dominican Republic, Kenya and backpacking through South America can be life-changing.

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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.

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