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The Maverick Show: Remote Entrepreneurship and World Travel

Latest episodes

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Mar 31, 2025 • 48min

330: How to Pick Your Travel Niche, Find Your Voice, Get Your First 250K Followers, and Land Brand Deals with Nicole Phillip

Learn how to build your personal brand, be unique andauthentic, grow your followers, and monetize your travel content._____________________________Subscribe to TheMaverick Show’s Monday Minute Newsletterwhere I email you 3 short items of value to start each week that you canconsume in 60 seconds (all personal recommendations like the latest travel gearI'm using, my favorite destinations, discounts for special events, etc.). Follow TheMaverick Show on Instagram ____________________________________In Part 2 of this interview Nicole Phillip takes us on herprofessional journey through the world of journalism, including her experiencesworking at the New York Times on the 1619 Project and as the Social MediaManager for the Daily Beast. She then talks about her transition out of legacymedia into becoming an independent travel content creator.  Nicole describes her process of finding hervoice, stepping into her authentic self, building her personal brand, gettingher first 250K followers on social media, and landing brand deals.  She then opens up about how she separates‘having’ vs. ‘documenting’ her travel experiences, and how all of this travelhas impacted her as a person.  Nicolealso shares her tips for Black travelers, teases her upcoming talk at the WITStravel creator summit, and reflects on what travel means to her today.  And finally, Nicole names her Top 5 Hip HopMCs of all time! FULL SHOW NOTES WITHDIRECT LINKS TO EVERYTHING DISCUSSED ARE AVAILABLE HERE. ____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee my 7 Keys For Building A Remote Business(Even in a space that’s not traditionally virtual)Watch my Video Training on Stylish Minimalist Packingso you can join #TeamCarryOn See the Travel Gear I Use and RecommendSee 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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Mar 24, 2025 • 1h 11min

329: From Racism in Italy to Black Beauty Ideals in Colombia: Empowering BIPOC Travelers to Navigate the World Safely and Confidently with Nicole Phillip

Hear stories about Guatemala, Morocco, ArcticSnow Hotels in Lapland, Finland and music festivals in Cali, Colombia. _____________________________Subscribe to TheMaverick Show’s Monday Minute Newsletterwhere I email you 3 short items of value to start each week that you canconsume in 60 seconds (all personal recommendations like the latest travel gearI'm using, my favorite destinations, discounts for special events, etc.). Follow TheMaverick Show on Instagram ____________________________________Nicole Phillip joins Matt from Orlando, Florida and talksabout growing up in a Caribbean immigrant home, moving to New York City forcollege, and encountering racism on a study abroad trip to Italy.  Matt and Nicole reflect on the various waysanti-Blackness and white privilege manifest around the world.  Nicole then talks about her other travelexperiences, starting with her European travels outside of Italy during herstudy abroad program.  She then explainswhy Colombia is one of her favorite countries and shares her experiences inCartagena, Medellin, and Cali, including attending the Petronio AlvarezFestival.  Nicole also talks about hertravels through Morocco, Guatemala, and her recent birthday trip to the ArcticCircle in Lapland, Finland.  She sharesthe magical experience of visiting the Arctic Snow Hotel, drinking at the icebar, sleeping in a glass igloo, going dog-sledding, enjoying a Finnish sauna, andseeing the Northern Lights.  DIRECT LINKSTO EVERYTHING DISCUSSED ARE AVAILABLE HERE IN THE SHOW NOTES.  ____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee my 7 Keys For Building A Remote Business(Even in a space that’s not traditionally virtual)Watch my Video Training on Stylish Minimalist Packingso you can join #TeamCarryOn See the Travel Gear I Use and RecommendSee 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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Mar 17, 2025 • 1h 13min

328: Curious on Tanzania with Justa Lujwangana

Learn how to experience the best of Tanzanian nightlife, food, music, beaches, mountains, safaris, history and culture. _____________________________Subscribe to TheMaverick Show’s Monday Minute Newsletterwhere I email you 3 short items of value to start each week that you canconsume in 60 seconds (all personal recommendations like the latest travel gearI'm using, my favorite destinations, discounts for special events, etc.). Follow TheMaverick Show on Instagram ____________________________________Justa Lujwangana joins Matt from Mt. Vernon, New York and talks about her experience growing up in Tanzania and Uganda before immigrating to New York at age 12.  She reflects on the cultural acclimation process, navigating the contours of Blackness in the U.S., and coming of age as an African immigrant in New York.  Justa talks about maintaining Tanzanian culture in the diaspora, the role of music in her life, and eventually re-connecting with her homeland as an adult.  Matt and Justa then talk about the amazing nightlife in Dar es Salaam, summiting Mt. Kilimanjaro, Safaris in the Serengeti, and the beautiful beaches and distinct culture of Zanzibar.  Justa talks about founding her company “Curious on Tanzania” to help you experience the best of the country, focused on the themes that are most appealing to you.  She reflects on facilitating experiences for African-Americans to reconnect with the Continent and shares her thoughts about the ethical and sustainability dynamics of tourism in Tanzania. Finally share reflects on the impact travel has had on her and offers you a special discount for a “Curious on Tanzania” trip. FULL SHOW NOTES AND DIRECTLINKS TO EVERYTHING DISCUSSED ARE AVAILABLE HERE. ____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee my 7 Keys For Building A Remote Business(Even in a space that’s not traditionally virtual)Watch my Video Training on Stylish Minimalist Packingso you can join #TeamCarryOn See the Travel Gear I Use and RecommendSee 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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Mar 10, 2025 • 1h 1min

327: Scaling Unbound Merino to a $40 Million Business While Traveling the World as a Digital Nomad with Dan Demsky

Learn the tactics to start a remote business from scratch and scale it to $40 million/year while traveling 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 ____________________________________In Part 2 of my interview with Dan Demsky, we pull back the curtain and do a deep dive into exactly how he built Unbound Merino from a Kickstarer to an 8-figure global brand. He breaks down the most effective digital advertising strategies and channels that are working today, as well as how to create digital ads that convert today. Dan then describes the evolution of the Unbound Merino clothing line, the launch of the women’s line, and the tactics he used to scale the company to $40 million/year in revenue. He reflects on his CEO leadership style, gives tips on building company culture with a fully distributed team, and explains how he attracts and hires top talent. Dan then gives tips on managing cash flow during periods of rapid growth, approaching business problem solving during periods of high stress, and becoming business partners with personal friends. Next, He talks about how he balances his health, relationships, and digital nomad lifestyle with being productive in a high growth business environment. Finally, Dan shares his vision for the future of Unbound Merino, reflects on what travel means to him today, and offers you a 10% discount on Unbound Merino apparel. SEE FULL SHOW NOTES WITH DIRECT LINKS TO EVERYTHING DISCUSSED.____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee 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 RecommendSee 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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Mar 3, 2025 • 53min

326: Co-Founding Unbound Merino, Summiting Cotopaxi, and the Value of Stillness with Dan Demsky

Lean why stillness and connection to nature are so important for a high-performance 8-figure remote business owner.   _____________________________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 ____________________________________Dan Demsky joins Matt from Buenos Aires for a virtual wine night. He starts off talking about growing up in Toronto, reflects on his early entrepreneurial tendencies, and then tells stories from a life changing trip to Japan. Dan then talks about his passion for travel, his motives for traveling to places like Prague and Buenos Aires, and tells stories from a transformative hike up Cotapaxi in Ecuador. He reflects on the importance of stillness and connecting with nature for high performance entrepreneurs. Dan then takes us on his journey of finding business opportunities, learning about sales, and eventually co-founding the travel fashion brand Unbound Merino. He explains the price to value of Merino wool clothing, breaks down the unique travel-conducive properties of Merino Wool, and the distinct positioning of the Unbound Merino brand. And finally, Dan offers you 10% off Unbound Merino apparel.  FULL SHOW NOTES WITH DIRECT LINKS TO EVERYTHING DISCUSSED ARE AVAILABLE HERE. ____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee 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 RecommendSee 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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Feb 24, 2025 • 1h 6min

325: Palestine Solidarity in Greenland, Birthday Parties on the Iron Ore Train, and Protesting the Iranian Regime at the World Cup with Youshita Fathi

Learn about the “Women. Life. Freedom” protests against the Iranian regime and discovering solidarity in remote places. _____________________________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 3 of this interview, Youshita talks about traveling back to Iran after leaving as a refugee. She explains why she creates her travel content in Farsi and reflects on her last trip back to Iran (including why she can no longer return). Youshita then explains the context for the “Women. Life. Freedom” movement against the Iranian regime, and describes her participation in the protest at the 2022 World Cup in Qatar. She talks about the extent of the global media coverage that she received, and the impact of the protest. Youshita then shares stories about finding Palestine solidarity in Greenland, celebrating her birthday on the Iron Ore train in Mauritania, and gives tips on how to integrate more travel into your life if you have a full time job that is not remote. Finally, she shares her perspective on counting countries and reflects on how travel has impacted her as a person and how her view of travel has evolved over the years. FULL SHOW NOTES WITH DIRECT LINKS TO EVERYTHING DISCUSSED ARE AVAILABLE HERE. ____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee 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 RecommendSee 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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Feb 17, 2025 • 57min

324: A Life-Changing Trip to Balochistan, Afghanistan & Pakistan, and Reflections on Working Locally in 5 Countries with Youshita Fathi

Hear stories from Balochistan, Afghanistan & Pakistan, and why Youshita wants to travel to every country in 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 ____________________________________In Part 2 of this interview, Youshita talks about her first experience living abroad on her own in London and later moving to Dubai to work as cabin crew for Emirates Airlines. She then talks about her decision to take jobs for 1-3 years at a time in different countries and reflects on living in Dubai, Portugal, Switzerland, Malta and Gibralter. Youshita shares why she loves Spain so much and offers her top recommendations. She then describes her trip to Afghanistan, why it was life-changing, and why it inspired her to travel to every country in the world. Youshita then talks about the month she spent in Pakistan, her experience crossing the land border into Iran, and her stereotype-busting trip through Balochistan. FULL SHOW NOTES WITH DIRECT LINKS TO EVERYTHING DISCUSSED ARE AVAILABLE HERE. ____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee 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 RecommendSee 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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Feb 10, 2025 • 50min

323: Visiting Libya in 2025 and Lessons from Growing Up as an Iranian Refugee with Youshita Fathi

Learn about growing up in Iran, being a refugee in Europe & ethical considerations when traveling to low income areas. _____________________________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 ____________________________________Youshita Fathi joins Matt and they start off talking about how they met at the Extraordinary Travel Festival in Bangkok and connected around their shared human rights activism. Youshita then talks about her recent trip to Jamaica, including both the importance of getting out of the tourist areas and the ethical dynamics of visiting low-income or high-crime areas. Next, she describes her recent trip to Libya in 2025 and why it was so special to her. Youshita then talks about growing up in Iran until the age of 13, and the experience of her family applying for refugee asylum in Europe. She reflects on what that experience taught her about the way refugees are treated, and what she learned from the other refugees she met during that time. Youshita then describes her experience culturally acclimating to Austria as a teenager, confronting stereotypes about Iranians, and later working at an NGO to help religious minorities emigrate from Iran.  FULL SHOW NOTES WITH DIRECT LINKS TO EVERYTHING DISCUCSSED ARE AVAILABLE HERE. ____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee 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 RecommendSee 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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Feb 3, 2025 • 1h 1min

322: Evading Bandits in Ethiopia, Eating Japan, and Launching "Asa Tea" with Scott Brills.

Hear stories from traveling 2,500 miles across India by Rickshaw and driving a “Shoe-Baru” from the UK to Cape Town.  _____________________________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, Scott Brills tells the story of driving from the UK to Cape Town in cars decorated as Chuck Taylor sneakers. He describes his experience getting stuck in Aswan in Southern Egypt, and then evading Bandits in Ethiopia and plowing through a makeshift roadblock. Scott then reflects on doing the “Rickshaw Run” in India 3 times and describes the uniquely rich and immersive experience of traveling 2,500 miles across India in a tuk tuk. Next, he talks about falling in love with Japan and founding his company “Eat Japan” which runs small group tours for people to experience Japanese culture through food. Scott then talks about his distilling and brewing experience and his upcoming launch of his own tea brand, “Asa Tea”. He then offers tips on language learning, as well as business lessons from starting companies in 6 countries. Scott also shares some thoughtful advice on avoiding the pitfalls of voluntourism and the white savior complex. And finally, he reflects on the impact over 2 decades of travel has had on him and what travel means to him today. FULL SHOW NOTES WITH DIRECT LINKS TO EVERYING DISCUSSED ARE AVAILABLE HERE.____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee 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 RecommendSee 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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Jan 27, 2025 • 1h 7min

321: How to Plan Your Safari in Tanzania and Complete a Marathon in the Gobi Desert on No Training with Scott Brills

Learn how to plan your Tanzanian Safari, hire an ethical company, tip correctly, and have an amazing experience._____________________________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 ____________________________________Scott Brills starts off talking about the wine sommelier training he is currently doing and how he often structures his travel experiences around wine and other beverages. He then talks about growing up in Michigan, traveling to China at age 13, and then living abroad in Japan and Turkey. Next, Scott shares his experience doing the “Mongol Rally” and driving from the UK to Mongolia in a beater car, hitchhiking in Central Asia with a gangster, and running a marathon in the Gobi Desert with no preparation. He then talks about co-founding his company “Pamoja Safaris” in Tanzania with a local Maasai business partner. Scott then shares tips on navigating the ethical dynamics of the tourism industry in Tanzania—what you need to know about local compensation, tipping, and the neo-colonial context of safaris in Africa—so you can make responsible decisions as a customer. FULL SHOW NOTES AND DIRECT LINKS TO EVERYTHING DISCUSSED IS AVAILABLE HERE____________________________________See my Top 10 Apps For Digital NomadsSee my Top 10 Books For Digital NomadsSee 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 RecommendSee 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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