302: Organizing 500 Trips to Africa, Becoming a Citizen of Sierra Leone, and Building Jelani Travel with Ashley Company

302: Organizing 500 Trips to Africa, Becoming a Citizen of Sierra Leone, and Building Jelani Travel with Ashley Company

Author: Matt Bowles: Full-Time World Traveler Since 2013 September 16, 2024 Duration: 58:00
Learn about traveling to Togo, Benin, The Gambia, Senegal, Sierra Leone, and building a successful travel company. ============================ 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 talking about founding Jelani Gives and how that led to founding her company Jelani Travel. Ashley reflects on running her company for over a decade, including the healing impact she has seen when taking people from the African Diaspora to spend time on the Continent. She then talks about how she traced her ancestry to Sierra Leone, was able to get citizenship in Sierra Leone, and had her passport handed to her by the President of the country. Ashely also shares some highlights from the Jelani Travel trips to Benin, Togo, Ghana, Senegal, and The Gambia. She then takes us behind the scenes of her entrepreneurial journey and explains how she built a successful travel company that she has now run for over a decade. Ashley shares tips and insights on how she optimizes her time, manages stress, and chooses what to outsource. She also reflects on how to avoid the pitfalls of voluntourism in Africa, and how all of her travels to 100+ countries have impacted her as a person. Finally, Matt and Ashley talk about the upcoming Black Travel Summit and how to meet them there in person. ⁠ ⁠ → 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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