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.

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.

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.

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.

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.

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.

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.

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!

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. 

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.

Elijah Coleman, the friendliest guy from Oakland, CA took a leap of faith and found himself stationed in South Korea after joining the army. Eli's eye-opening journey abroad—his first time leaving the U.S.—transformed his outlook on life. From embracing a vibrant new culture to navigating the challenges of being a single father station abroad, his story is raw, relatable, and packed with heart. Hear about his adventures, the dating scene as a dad overseas, and the lessons that only travel can teach.

Nicole is a seasoned Global Citizen Strategist with nearly a decade of experience in international relocation, tax optimization, and citizenship acquisition. Leaving her home country to become an expat, Nicole utilizes her wealth of experience to guide others in achieving borderless freedom.

With firsthand insights from over 40 countries, she offers an in-depth understanding of global lifestyles, cultural nuances, and investment opportunities, making her a trusted resource for clients seeking to navigate the complexities of international living.

After losing her husband and travel partner, Stacey Ray channeled her grief into building Sisterhood Travels, a women-only travel community designed to empower and connect women through unforgettable journeys. Drawing from her experience visiting over 80 countries, Stacey shares how travel fosters resilience, self-discovery, and lifelong friendships. In this episode, she reflects on creating safe spaces for women to explore the world, overcome fears, and embrace new adventures together.

Natalia Hanson, founder of Colombianimals, shares how her organization redefines voluntourism—combining travel with meaningful community impact. Through humane spay and neuter campaigns, Colombianimals addresses Colombia's dog and cat overpopulation while offering travelers a chance to immerse themselves in local culture beyond typical resorts.

Edward Rosenthal spent three transformative months volunteering in the Amazon rainforest of Peru, working alongside conservationists to protect one of the most biodiverse regions on Earth. Inspired by explorer Paul Rosolie, Edward shares what it’s like to live in the jungle, his encounters with wildlife, and the challenges of conservation work in such a remote area. Learn how volunteering efforts are making an impact and what it takes to contribute to preserving this vital ecosystem for future generations.

In early 2024, Jason spent seven days with La Esperanza, a non-profit in Granada, Nicaragua, and was deeply moved by their work supporting local children. La Esperanza provides tutoring in Spanish, English, math, and computers, along with life-skills programs focused on communication, decision-making, and violence prevention. Their mission is to help young people flourish both personally and academically, with many inspiring success stories. This episode marks the first stop in Jason’s documentary series, "Our Beautiful World."

Get ready for the adventure of a lifetime! Join us on a 7-day Colombian journey you won't want to miss! We'll kick off in Cartagena, indulging in the local food scene and vibrant nightlife, then sail to the stunning Rosario Islands for snorkeling in crystal-clear waters. Hop on a motorcycle to cruise the Caribbean coast, exploring hidden waterfalls and soaking in the breathtaking scenery. This is your chance for an unforgettable experience in Colombia—don’t miss out!

Will Hatton, the Broke Backpacker, shares his transformation from a broke, headstrong traveler to a thriving digital nomad and entrepreneur. He reflects on how budget travel not only shaped his personal growth but also ignited his mission to inspire others to break free from the traditional 9-to-5 and build location-independent careers. Now based in Bali, Will discusses his latest project, Tribal Hostel, the island’s first coworking space for digital nomads, and his relentless drive to keep exploring new horizons.

We're thrilled to welcome Chip Walter, an acclaimed National Geographic Explorer, award-winning author, and former CNN Bureau Chief. Chip and his wife Cyndy are embarking on their Vagabond Adventure, a quest to travel all seven continents—without stepping foot on a plane!In this conversation, Chip shares some unforgettable experiences from their jet-free journey, including witnessing the most stunning sunset in Antarctica, being blown away by the rugged beauty of Patagonia, and surviving a comedic yet unnerving stay in a rural village. Tune in for an inspiring adventure that redefines the art of exploration—no jets required!

Disclaimer: The views and experiences shared in this episode reflect one individual's personal journey and are not intended as medical or professional health advice. Please consult with a healthcare professional before making any decisions related to mental health or psychedelic treatments.

Globetrotters hosts Jon and Max explore the intersection of mental health and psychedelic retreats with Adam Miezio, a Psychedelic Content Writer with a background in mass media and a unique personal journey. Adam delves into the connection between psychedelics and mental wellness, dispelling common misconceptions and sharing his transformative experiences at retreats from Guatemala to Austin, Texas.

Disclaimer: The views and experiences shared in this episode reflect one individual's personal journey and are not intended as medical or professional health advice. Please consult with a healthcare professional before making any decisions related to mental health or psychedelic treatments.