Episodios

  • 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
  • 362: Stories of Traveling Across Africa, Latin America and the Caribbean as a Jamaican-Chinese New Yorker with Darren Chew

    362: Stories of Traveling Across Africa, Latin America and the Caribbean as a Jamaican-Chinese New Yorker with Darren Chew
    Nov 10 2025
    Hear stories from visiting Nubia, the slums of Nairobi, rural villages in Zambia & going volcano-boarding in Nicaragua. _____________________________ 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 ____________________________________ 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 growing up in New York with mixed cultural heritage, traveling back to Jamaica to visit family, and the pivotal role of basketball in his life. Chew explains how he started traveling the world to visit former basketball teammates in Europe and then reflects on his first impression of the continent of Africa. He tells travel stories from Kenya, Zambia, Senegal, Egypt, Guatemala, Nicaragua, El Salvador, and explains why Rio is his favorite city in the world. Chew reflects on visiting Nubia, gives a preview of his upcoming talk at Black Travel Summit in Brazil, and ends with a unexpected story of cultural immersion in St. Vincent and the Grenadines. 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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    59 m
  • 361: Performing Hajj & Umrah and How to Travel the World with a Family of 5 on Points and Miles with Amena Bakali

    361: Performing Hajj & Umrah and How to Travel the World with a Family of 5 on Points and Miles with Amena Bakali
    Nov 3 2025
    Learn how to use points & miles to perform Umrah with a family and travel the world to celebrate Eid in different cities. _____________________________ 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 ____________________________________ 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 U.S. from India and Pakistan, her experience growing up in Dallas in a Muslim immigrant home, the impact of the post 9-11 environment on her life, and how she developed her politics and worldview. Amena then talks about her first trip back to India as an adult, performing Hajj in Saudi Arabia, seeing the Islamic architecture in southern Spain, celebrating Eid in Istanbul, and visiting Japan and London. She then talks about performing Umrah as a family, shares strategies to accumulate points and miles to cover international family travel, and talks about her Umrah Guide. Finally, Amena talks about raising socially conscious kids, integrating travel into their lives, and what travel means to her today. 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 2 m
  • 360: Hacking Serendipity, Connecting Travelers with the Pangea App, and Co-Hosting the Nomad Week with Matt Gray

    360: Hacking Serendipity, Connecting Travelers with the Pangea App, and Co-Hosting the Nomad Week with Matt Gray
    Oct 27 2025
    Learn how to coordinate your travel plans with friends, exchange recommendations & connect around the world with Pangea. _____________________________ 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 ____________________________________ Matt Gray starts off describing what he loves about Cape Town and tells the story of taking the world’s highest bungee jump off a bridge there. He then reflects on growing up outside NYC, studying abroad in Vienna, and traveling the world for a decade as part of his corporate job. Matt tells stories from visiting Reunion Island, Madagascar, Lapland, Greenland, Antarctica, Armenia and Uzbekistan. He then talks about organizing a group safari to Botswana, building community in the digital nomad lifestyle, and his plans for co-hosting Nomad Week 2026 in Cape Town. Next, Matt talks about founding the Pangea App which enables you to coordinate your travel plans with friends, exchange recommendations & connect around the world. He opens up about his own transition into full-time entrepreneurship, his journey building and scaling Pangea, his recent acquisition of the Overlap app, and is 5-year vision for Pangea. Finally, Matt explains how he designs his digital nomad lifestyle, why he wants to travel to every country in the world, and what impact all this travel has had on him as a person. 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 22 m
  • 359: Traveling the World as a Black Muslim Digital Nomad, Giving Birth in Poland, and Raising Globally Conscious Kids with Imani Bashir

    359: Traveling the World as a Black Muslim Digital Nomad, Giving Birth in Poland, and Raising Globally Conscious Kids with Imani Bashir
    Oct 20 2025
    Hear about living in China, Malaysia, Poland and Mexico as a Black Muslim woman & raising her son in multiple countries. _____________________________ 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 Imani talks about her experience living in China, Poland, Malaysia and Mexico. She tells stories about how many of these places defied stereotypes and how warmly she was received and treated in Poland when she gave birth there. Imani then reflects on raising her son across multiple countries and how living abroad has impacted him as a person. She also reflects on the development of her own politics of collective liberation, how she maintains long-term activist stamina, and how we can all rise to meet this historical moment despite feeling overwhelmed. Imani then talks about her current role as a co-director at “Resist” and the storytelling and communications work she does. She explains the history of the organization, their present day work in supporting grassroots initiatives, and how you can support their work. Imani then reflects on how her travel and activism are so integrally intertwined. She shares tips on raising socially conscious kids, standing in better solidarity with marginalized groups, and offers specific advice to Black and Muslim women travelers. Finally, Imani reflects on why she continues to travel and what travel means to her 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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    1 h y 7 m
  • 358: Lessons from Malcolm X’s Travels, Black-American Expatriation, Living in Cairo, and Building Global Solidarity with Imani Bashir

    358: Lessons from Malcolm X’s Travels, Black-American Expatriation, Living in Cairo, and Building Global Solidarity with Imani Bashir
    Oct 13 2025
    Learn about being a Black Muslim activist in the U.S., meeting Malcolm X’s daughter, moving abroad and living in Cairo. _____________________________ 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 ____________________________________ Imani Bashir joins Matt in Washington, DC and they reflect on their Keynote panel at Nomadness Fest and their experience meeting Malcolm X’s daughter there. Imani breaks down the neocolonial dynamics that often pervade the travel industry and travel journalism, and then offers tips on how be a more socially conscious traveler and content creator. Next, she talks about the history of Islam in Black America, her experience navigating her Black and Muslim identities in the U.S., her experience after 9-11, and how her father raised her in an activist home. Imani then talks about her commitment to Palestine solidarity work and reflects on the history of Palestine solidarity within Black American and other anti-colonial struggles around the world. She then takes us on her personal journey attending an HBCU, getting her first passport, the impact of visiting London, and recognizing the beauty of immigrant communities. Finally, Imani reflects on the history of Black-American expatriation, how the death of Sandra Bland motivated her to move out of the U.S., and her lessons and reflections from living in Cairo, Egypt. 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 9 m
  • 357: Nomading in Africa, Developing a Politically Conscious Travel Lens, and Co-Hosting the “Remote Roundup” on Zero to Travel with Janessa Klatt

    357: Nomading in Africa, Developing a Politically Conscious Travel Lens, and Co-Hosting the “Remote Roundup” on Zero to Travel with Janessa Klatt
    Oct 6 2025
    Hear highlights from digital nomading around Africa & the power of travel in learning about struggles against injustice. _____________________________ 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 Janessa Klatt talks about her experience working remotely while traveling through Africa for 7 consecutive months. She explains why Nairobi, Kenya won her heart, why her first safari in Tanzania was so magical, and why Cape Town, South Africa is now one of her favorite cities. She also talks about her travels in Namibia, why the landscape is so uniquely spectacular, how she learned about the genocide that the German government committed there in 1907, and how travel has impacted her politics and worldview overall. She then talks about co-hosting the “Remote Roundup” segment on the Zero to Travel podcast, gives minimalist packing tips for women, and reflects on why she continues to travel. Finally, Janessa gives advice to aspiring digital nomads and speaks directly to people currently in a traditional 9-5 job that aspire to create a fulfilling life of long term world travel. 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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    56 m
  • 356: How to Become a Digital Nomad and Build Community Around the World as a Solo Traveler with Janessa Klatt

    356: How to Become a Digital Nomad and Build Community Around the World as a Solo Traveler with Janessa Klatt
    Sep 29 2025
    Learn how to leave your 9-5 job and build a fulfilling life of long-term world travel rooted in a supportive community. _____________________________ 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 ____________________________________ Janessa Klatt joins Matt from Winnipeg, Canada over a bottle of wine and tells the story of her Grandparents’ experience immigrating to Canada from Germany, and then talks about her experience growing up in Winnipeg. She gives her recommendations for visiting Canada, and talks about the role of sports in her life and how that started to pique her interest in world travel. Janessa then tells the story of her first solo back-packing trip through New Zealand, her study abroad experience in Melbourne, Australia, and learning to scuba dive at the Great Barrier Reef. Next, she talks about leaving her corporate job for an adult gap year, living and working in Berlin, and re-connecting with her Germany heritage. Janessa then shares her experiences traveling around Europe and reflects on the powerful impact of visiting the Auschwitz concentration camp in Poland. She then talks about her experience working as a deck hand on a private yacht, becoming a dive master in the Canary Islands, discovering The Maverick Show podcast, and becoming a full-time digital nomad. Finally, she reflects on how she has build a meaningful community, both online and offline, in her itinerant digital nomad lifestyle. 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 3 m