Episodios

  • 370: A New Year’s Message from Matt Bowles

    370: A New Year’s Message from Matt Bowles
    Jan 5 2026
    Learn how to schedule a free video call with Matt and lock in special discounts on 2026 trips and travel conferences. _____________________________ 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 ____________________________________ 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 Janeiro, Matt recaps the Black Travel Summit in Brazil, highlights standout Maverick Show guests and award winners, and shares updates on upcoming events, immersive trips, and travel festivals around the world that you can attend—from Grenada and Jordan to Cape Town and Bangkok. He also speaks candidly about the importance of international solidarity with Palestine, and how you can take action. Matt also explains why building deeper, more reciprocal relationships with Maverick Show listeners is a top priority for him this year—and offers free one-on-one video calls for listeners. The episode closes with reflections on gratitude, community, and how listeners can support and help grow the show in the year ahead. ⁠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 HowI 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! :)
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    30 m
  • 369: Life Is a Sea of Motorcyclists: Alex Chacon on Seeking Adventure, Winning Emmys & Finding Meaning

    369: Life Is a Sea of Motorcyclists: Alex Chacon on Seeking Adventure, Winning Emmys & Finding Meaning
    Dec 29 2025
    Hear stories from riding a motorcycle in Egypt, Thailand, India, Nepal, Vietnam and becoming an Emmy-winning filmmaker. _____________________________ 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 ____________________________________ 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 of Vietnam, India, and Kathmandu, to experiencing radical hospitality in Pakistan and Argentina, to pushing physical limits in brutal heat across Thailand, Alex shares powerful stories from the road and the metaphors they reveal about resilience, risk, and growth. He also dives deep into his evolution as a storyteller—how his viral 3 Year Epic Selfie video changed his life, why he shifted from cinematic travel montages to vulnerable narrative filmmaking, and how travel continues to shape his artistic and entrepreneurial journey. This episode is a meditation on adventure, purpose, and why travel, at its best, is not just about destinations—but about becoming the next version of yourself. 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! :)
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    50 m
  • 368: Riding a Motorcycle from Alaska to Argentina: The Journey That Changed Alex Chacon’s Life

    368: Riding a Motorcycle from Alaska to Argentina: The Journey That Changed Alex Chacon’s Life
    Dec 22 2025
    Hear stories surviving 4 days with no food in Patagonia, landing in a Honduran jail, and driving Bolivia’s “Death Road” _____________________________ 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 ____________________________________ 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 years. Alex shares how soccer, motorcycles, and a deep sense of not fully belonging pushed him toward long-distance travel at a young age, including a solo cross-country motorcycle journey at just 17. He recounts leaving medical school to ride from Alaska to Argentina with paper maps and no cellphone, and reflects on formative experiences across Latin America—from corruption at border crossings and getting lost in Bolivia’s salt flats, to life-or-death moments in Patagonia and the Darien Gap. Throughout the episode, Alex explores how travel became a vehicle for self-discovery, cultural reconnection, and a deeper understanding of inequality, education, and human resilience. 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! :)
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    47 m
  • 367: Digital Nomad Motherhood: Raising Conscious Kids, Cultivating Empathy & Building The Village Abroad with Courtney Orgias

    367: Digital Nomad Motherhood: Raising Conscious Kids, Cultivating Empathy & Building The Village Abroad with Courtney Orgias
    Dec 15 2025
    Learn about parenting with political awareness & building diaspora connections and political solidarity across borders. _____________________________ 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 ____________________________________ 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 power, oppression, genocide, and policing in age-appropriate but honest ways, and why cultivating empathy is central to her parenting philosophy. She reflects on experiencing anti-Blackness around the world, connecting with the African diaspora, and why understanding local struggles is essential for ethical travel. Courtney also shares her evolving sense of identity, how travel has transformed her marriage and personal growth, and the origins of The Village Abroad, her new community-building initiative for digital nomad families that is launching its first retreat in Grenada. They close with reflections on home, belonging, raising kids globally, and the radical possibilities that travel opens for Black families. 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! :)
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    58 m
  • 366: Raising Global Citizens: Worldschooling, Ethical Travel & Family Life Across Continents with Courtney Orgias

    366: Raising Global Citizens: Worldschooling, Ethical Travel & Family Life Across Continents with Courtney Orgias
    Dec 8 2025
    Learn about leaving the U.S. to become a digital nomad family—how to raise kids and build community all over the world. _____________________________ 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 ____________________________________ 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 for raising her kids. She then talks about growing up in Duval and Atlanta, studying abroad in Copenhagen, falling in love with her husband Justin, and choosing to leave the U.S. to raise their kids in the digital nomad lifestyle. Courtney explains the concept of worldschooling, how she structures he family’s digital nomad life, and how she builds community around the world for herself and her kids. She shares her experience participating in work-travel programs for families like Boundless Life, reflects on building connections with locals vs. other travelers, and talks about living in Mexico and how she responded to the ongoing transnational gentrification problems there. Courtney then reflects on how she developed her social and political consciousness growing up that now shapes her ethical travel decisions, and how she is able to course-correct in real time upon learning new information such as the UAE government’s role in supporting the genocide in Sudan. FULL SHOW NOTES WITH DIRECT LIINKS 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! :)
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    55 m
  • 365: Inside Black Rio, Brazilian Favelas & Quilombos — and How Nicole Phillip Built 350K Followers in 2 Years

    365: Inside Black Rio, Brazilian Favelas & Quilombos — and How Nicole Phillip Built 350K Followers in 2 Years
    Dec 1 2025
    Hear award-winning travel creator Nicole Phillip share stories of immersing in Afro-Brazilian history, music and culture. _____________________________ 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 ____________________________________ 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 Year at the Black Travel Film Festival for her video on Reggaeton’s Panamanian roots. She reflects on the entire Black Travel Summit, the Afrofuture-themed Awards Gala, and why winning this award was such an emotional moment for her. Nicole also pulls back the curtain and breaks down the biggest leverage points for how she was able to build 350,000 social media followers in just 2 years. She then talks about her trip to Panama where she created the video, as well as her trip to the Dominican Republic, and what some of her biggest lessons were from both places. Next, Nicole shares her first impressions of Brazil and describes the day she spent touring a favela. She also talks about spending time in the Madureira neighborhood—the beating heart of Black Carioca culture—both on a daytime tour and partying in the streets at 2am. Finally, Nicole shares her experience in Sao Paulo visiting a Quilombo and diving into Black history there. FULL SHOW NOTES INCLUDING 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! :)
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    1 h y 8 m
  • 364: Cycling Around the World in 5 Years on 3 Euros a Day with Pablo Mandado

    364: Cycling Around the World in 5 Years on 3 Euros a Day with Pablo Mandado
    Nov 24 2025
    Hear stories and life-lessons from circumnavigating the planet on a bicycle while living on 3 Euros a day for 5 years. _____________________________ 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 ____________________________________ 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 into a spontaneous, hyper-minimalist and hyper-budget travel style. He reflects on negotiating trust and reciprocity when hitch-hiking and couch surfing. Pablo then shares an uncomfortable moment while hitchhiking, as well as a surprising moment of connection, and some incredible stories from his month in Laos. He then talks about meeting his girlfriend in Latvia and embarking on a 5 year cycling journey to circumnavigate the globe together. Pablo explains the value of of a loosely planned trip rooted in spontaneous decisions and how he was able to live on just 3 Euros a day for 5 years. Next, he tells incredible stories of getting caught in a massive snowstorm in Turkey, the heartwarming hospitality he found in Iran, avoiding the secret police in Uzbekistan, and what it was like to cycle across mainland China. Pablo also talks about his photography journey and how he was able to turn that into a business. Finally, he reflects on the unique benefits of traveling the world by bicycle, the re-acclimation experience after the trip, how the journey shaped his relationship, and the lasting impact of long-term, hyper-minimalist, spontaneous travel on him as a person. 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! :)
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    1 h y 1 m
  • 363: How to Use Points & Miles to Visit Private Islands, Stay in Overwater Bungalows & Arrive by Seaplane in Bora Bora, the Maldives and the Seychelles with Chew from ChewsToExplore

    363: How to Use Points & Miles to Visit Private Islands, Stay in Overwater Bungalows & Arrive by Seaplane in Bora Bora, the Maldives and the Seychelles with Chew from ChewsToExplore
    Nov 17 2025
    Learn how to get over-the-top luxury bucket list experiences for free that usually cost thousands of dollars per night. _____________________________ 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 ____________________________________ 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 value of a free breakfast in the Seychelles, how to plan around blackout dates and peak travel prices, and why flying Alaska Airlines is one of his favorite travel hacks. Chew then shares his observations about anti-Blackness around the world, reflects on how travel has impacted him as a person and his relationship with his wife, and explains how he balances travel content creation with living in the moment. He then gives tips for traveling as a couple, traveling with carry on luggage only, and reflects on what travel means to him today. 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! :)
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    51 m
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