Global Travel Stories & Life Beyond Borders
Hear stories from riding a motorcycle in Egypt, Thailand, India, Nepal, Vietnam and becoming an Emmy-winning filmmaker. In Part 2 of this interview, Emmy-winning filmmaker and motorcycle adventurer Alex Chacon reflects on what years of extreme overland travel have taught him about life, creativity, and meaning. From riding across Egypt at sunrise to navigating the chaos...
Hear stories surviving 4 days with no food in Patagonia, landing in a Honduran jail, and driving Bolivia’s “Death Road”. Emmy-winning filmmaker and motorcycle adventurer Alex Chacon traces the roots of his life on the road, beginning with his upbringing on the U.S.–Mexico border in El Paso and the identity questions that shaped his early...
Learn about parenting with political awareness & building diaspora connections and political solidarity across borders. In Part 2 of Matt’s conversation with Courtney Orgias—recorded in Rio, where her family is currently based—they dive deeper into the political, ethical, and emotional dimensions of digital nomad motherhood. Courtney explains how she talks to her young children about...
Learn about leaving the U.S. to become a digital nomad family—how to raise kids and build community all over the world. Courtney Orgias sits down with Matt in Rio, where her and her family are currently based, and they talk about attending the Black Travel Summit and why Courtney feels Rio is a great place...
Hear award-winning travel creator Nicole Phillip share stories of immersing in Afro-Brazilian history, music and culture. Nicole Phillip returns to The Maverick Show and records this episode in person with Matt in Rio after spending two weeks together in Brazil. Nicole is fresh off winning her award for the 2025 Social Media Video of the...
Hear stories and life-lessons from circumnavigating the planet on a bicycle while living on 3 Euros a day for 5 years. Pablo Mandado talks about his experience growing up in the Aragon region of Spain, how a trip to Greece changed everything and led to a life of long-term travel, and how he quickly transitioned...
Learn how to get over-the-top luxury bucket list experiences for free that usually cost thousands of dollars per night. In Part 2 of this interview Darren Chew (“Chew”) breaks down the tactics for using points and miles to fly business class and have the world’s most epic luxury experiences for free. He explains the real...
Hear stories from visiting Nubia, the slums of Nairobi, rural villages in Zambia & going volcano-boarding in Nicaragua. Darren Chew (“Chew”) joins Matt and starts off talking about his Jamaican and Chinese heritage and shares the story of how his parents met in Jamaica and immigrated to New York. He then talks about his experience...
Learn how to use points & miles to perform Umrah with a family and travel the world to celebrate Eid in different cities. Amena tells the story of how she met Matt and bonded around Palestine solidarity at the WITS Travel creator summit in NYC. She then talks about her parents experience immigrating to the...
370: A New Year’s Message from Matt Bowles
Learn how to schedule a free video call with Matt and lock in special discounts on 2026 trips and travel conferences. In this solo New Year’s episode, Matt Bowles reflects on a year of global travel, community, and cultural connection while sharing what’s ahead in 2026. Recording from Vermont after five weeks in Rio de...