Globetrotters Podcast

Airbnb arbitrage has become a way for travel entrepreneurs to make money without owning property. It can be risky, but lucrative, like in the case of Hailie Anderson, who made $1.4 million last year and is on track to hit $3 million this year. But it’s not without challenges — managing dozens of units, navigating regulations, and keeping neighbors and guests happy. Today, we’ll hear from Hailie about how she scaled her business to 57 units in just two years, the ups and downs of the industry, and what it really takes to succeed.

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Nomadic Matt (Matt Kepnes) is a New York Times best-selling author who revolutionized budget travel with How to Travel the World on $50 a Day. With over 15 years of globetrotting experience and having visited more than 100 countries, he shares expert insights on affordable travel, building a sustainable nomadic lifestyle, and the evolution of the travel industry. Whether you're a seasoned backpacker or a first-time traveler, this conversation is packed with practical tips, inspiring stories, and a deep dive into what it truly means to explore the world on a budget.

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Wildlife conservation biologist Kaushiik Subramaniam has traveled the world studying human-wildlife interactions, from elephant populations in South Africa to whale shark tourism in the Maldives. As an award-winning photographer and filmmaker, he combines science with storytelling to raise awareness and drive conservation efforts. With experience working alongside organizations like the BBC, Kaush uses media as a powerful tool to bring critical conservation stories to life. His passion for wildlife and commitment to sharing its stories offer a unique perspective on the intersection of science, media, and environmental protection.






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Kiara Di Paola is an award-winning content creator, CEO, speaker and solo female traveler with a deep passion for uncovering hidden gems. As the founder of New York City 4 All, she has welcomed over 11,000 visitors, offering insider experiences that go beyond the usual tourist trails. Kiara is an expert in both NYC and Italy’s lesser-known treasures, she empowers women to travel safely and confidently while living their best adventures. With a global audience of over half a million, she collaborates with top brands and tourism boards like NYC Tourism, kate spade new york and more—crafting impactful campaigns that celebrate culture, community, and the joy of discovery.

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Lauren Urasek joins the Globetrotters Podcast to share her journey from celebrity makeup artist to full-time adventurer, photographer, content creator, and creative director. She opens up about the confidence gained through solo travel, the thrill of hiking remote landscapes, and the balance between physically demanding expeditions and well-earned luxury. From being swarmed by wasps in Joshua Tree to camping under the stars with her Instagram-famous dog, Carl - The Samoyed, Lauren’s stories highlight the beauty of embracing the unexpected.

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Join co-hosts Jon, Max, and Chelsea as they go completely unscripted, sharing their best (and worst) travel hacks. From booking cheaper flights to navigating foreign countries, it’s an honest, off-the-cuff conversation full of laughs and useful tips.


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Discover the inner workings of the travel industry with Steph Lee, founder of Host Agency Reviews. Steph shares her expertise on empowering travel advisors, industry trends, and what it takes to build a successful travel business. Whether you're a seasoned pro or just curious about the travel world, this episode offers valuable insights into the challenges and opportunities shaping the industry today.

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Vanessa Gordon is the trailblazing CEO and Publisher of East End Taste, a platform that celebrates culinary travel, sustainable food practices, and the vibrant food culture of the East End of Long Island. As the mastermind behind the Hampton Interactive Brunch, an innovative event blending gourmet food with engaging experiences, Vanessa shares her passion for connecting food, culture, and community—one delicious bite at a time!

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Community leader and content creator Danni Duncan opens up about her 12-day childfree adventure to the Philippines with 15 strangers who quickly became friends. From a typhoon-canceled flight turned karaoke night to getting tattoos with their tour leader, Rupert, and glamping on a private island, the trip was far from perfect - but that's what made it unforgettable. It's about embracing the chaos, finding connection, and creating memories that truly matter. 

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Co-hosts Jon, Max, and Chelsea reflect on some of 2024’s most memorable guests: Jason’s voluntourism experience with a nonprofit organization in Nicaragua, documented in a powerful docuseries, highlighted the impact of giving back through travel. Chelsea on her transition from a group travel organizer to podcast guest and co-host, sharing how travel opened new doors and fostered meaningful connections. Daniel Troia’s cross-country cycling adventure and documentary We’re All in This Together inspired many, and Stacey’s creation of Sisterhood Travels which empowers women through group travel. These are just a few of the incredible guests whose stories we were lucky to share.

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