WiFi Tribe - Living Boldly

About WiFi Tribe - Living Boldly

WiFi Tribe is THE vetted community for professionals who live boldly and travel and Living Boldly is a podcast all about just that. Hosted by WiFi Tribe CEO, Diego Bejarano Gerke - Living Boldly is a peek behind the curtains of one of the longest running communities in the remote professional space. At WiFi Tribe, we invite driven remote professionals into a carefully vetted community so you can instantly start traveling the world with like-minded people – without wasting time, effort or energy repeatedly building friendships from scratch in each new city. Community isn’t just a buzzword here – it’s our obsession. We’re selective, but for all the right reasons (accepting less than 20% of applicants) to create a vibing tribe of remarkable humans.

Publisher

WiFi Tribe

Category

business

Language

en

Explicit

No

First episode

23 Sept 2025

Latest episode

21 Oct 2026

Latest episodes

19 episodes in the feed.

1. 

   21 Oct 2026

   Fort Myers to Paros, Greece: Brianna Goes Global

   When Brianna began working remotely from Fort Myers, Florida, she gained flexibility—but found herself craving something her job could not provide: community. Joining a house full of strangers felt intimidating, especially as an introvert. But after Chapters in Gran Canaria and Paros, Brianna’s understanding of what her life could look like has completely changed. Recorded in Paros, Greece, this conversation moves through the rhythms of island life: paddle and tennis, self-guided reformer Pilates, local food, Aegean swims, remote work and evening conversations with her roommate, Hannah. Brianna shares the spectacular moments—from sailing around Paros to exploring Tenerife and the Maspalomas dunes—but also the quieter ones that made the greatest impression. Someone recognised when she was emotionally overwhelmed and supported her. An unofficial “grilling club” made sure she had something to eat after demanding workdays. Those small acts transformed a group of strangers into people she could genuinely rely on. Brianna reflects on how WiFi Tribe “blew the ceiling off” what she believed was possible, strengthened her professionally and brought out an adventurous side that makes her feel more vibrant and alive. With Mallorca already in her plans—and Cape Town or Namibia potentially next—this is an honest conversation about loneliness, introversion and what happens when working from anywhere finally comes with people to share it with. Apply to join WiFi Tribe: https://wifitribe.co/apply-to-join/ (https://wifitribe.co/apply-to-join/)

2. 

   30 Sept 2026

   Lucy took WiFi Tribe further: This is not group travel

   At 21, Lucy watched her friends accept jobs offering ten days of annual leave and thought: “That’s not going to work for me.” She started her own copywriting and messaging business, discovered WiFi Tribe during a 2am pandemic scroll and joined her first Chapter in Florence. Thirteen Chapters later, she has lived and worked with the Tribe around the world—and has no interest in travelling alone again. In this conversation, recorded during her Edinburgh Chapter, Lucy reflects on the fear that she might not be accepted, the first night that completely changed her mind and the community that made her unconventional lifestyle feel possible. She shares what life on Chapter actually looks like: working alongside new friends, living in a Scottish castle, creating homemade Highland Games, competing over pasta and ending ordinary Wednesdays in conversations that leave everyone feeling seen. Lucy also explains why WiFi Tribe is not group travel, why the best experiences rarely follow a perfect itinerary and why she now values connection even more than the places she visits. Her story is an honest look at who thrives inside the Tribe, who probably won’t—and what can happen when you stop asking, “How could this be me?” and start asking, “Why can’t I do that?” Apply to join WiFi Tribe: https://wifitribe.co/apply-to-join/ (https://wifitribe.co/apply-to-join/)

3. 

   27 Aug 2026

   100+ Countries Later: Our 7 Best Beach Towns

   After more than 100 countries and 20 years of combined nomad experience, Diego, Hannah and Joe have developed strong opinions about what makes a tropical beach town worth living in. In this episode, they compare seven of their favourites: Pipa, San Juan del Sur, Puerto Escondido, Santa Teresa, Weligama, Bocas del Toro and the highly anticipated Siargao. They discuss who each destination is best suited to, what everyday remote life feels like there and how some of the world’s best-known nomad towns are changing as they become more popular. They also reveal the experiences that unlocked each place for them—from surfing beside dolphins in Pipa and going on dawn patrol in Sri Lanka to volcano boarding in Nicaragua and navigating a pirate-built ATV trail through the jungle in Bocas. These are not recommendations pulled from a search result. They are honest reflections from people who have spent years living, working and building communities around the world. Whether you want serious surf, stronger infrastructure, unpolished adventure or a Caribbean “one-errand-a-day” lifestyle, this conversation will help you find the beach town that fits you. Apply to join WiFi Tribe: https://wifitribe.co/apply-to-join/ (https://wifitribe.co/apply-to-join/)

4. 

   24 Aug 2026

   Why Remote Work Still Fails Without Real Community

   What kind of people join WiFi Tribe—and what brings such different people together? On a Chapter in Namibia, Bryan, Sara and Annette reflect on the friendships, conversations and unexpected connections that have reshaped how they think about work, community and the lives they want to build. They discuss arriving without knowing anyone, finding close friends through everyday moments and planning future adventures together before the Chapter has even ended. They also explain why WiFi Tribe works for both introverts and extroverts, how the community extends far beyond travel and why professional success does not have to come at the expense of experience. From coffee walks and skill shares to safaris, volunteering and a remarkable connection made halfway around the world, this episode captures what happens when curious, driven people choose to live differently—together. Want to explore the world with a community of remote professionals? Apply to join WiFi Tribe: https://wifitribe.co/apply/ (https://wifitribe.co/apply/)

5. 

   13 Aug 2026

   Meet Annette: We Made Our Own Chapters

   Meet Annette, a San Francisco native, natural host and operations professional at Empower Me Academy, a basketball and leadership nonprofit for children. Annette had bought her own home, built a career she cared about and surrounded herself with lifelong friends. But after years of living with other people, life alone with her dog began to feel more isolating than independent. Following a breakup, she took advantage of her remote job and joined her first WiFi Tribe Chapter in Buenos Aires without knowing a single person. That one month gave her far more than a travel experience. The friends she met became companions for new adventures through Cape Town, Croatia and Oaxaca—creating their own unofficial Chapters long after Buenos Aires ended. In this conversation, recorded at the end of her second Chapter in Namibia, Annette reflects on the everyday care that makes the Tribe feel different: preparing food together, looking out for one another in the desert, sharing knowledge freely and knowing that almost any idea will be met with someone saying, “I’m in.” She also shares the Namibia moments that changed her—from climbing a dune barefoot at sunrise to learning the history of the land and discovering an extraordinary professional connection halfway around the world. Most importantly, Annette explains how WiFi Tribe helped her recognise something she had felt for years but never knew how to articulate: she wanted a life that could be rooted, semi-nomadic and deeply connected all at once. Ready to find your people and build a life that travels? Apply to join WiFi Tribe: https://wifitribe.co/apply-to-join/ (https://wifitribe.co/apply-to-join/) Follow WiFi Tribe on Instagram: https://www.instagram.com/wifitribe.co

6. 

   5 Aug 2026

   Bryan Speaks Out: What WiFi Tribe Really Is

   Meet Bryan, a Canadian industrial and UX designer who began questioning whether conventional success was giving him a life that felt truly full. Remote work showed him another way to live. WiFi Tribe gave him the community to pursue it. From climbing an erupting volcano in Guatemala to crossing Namibia in a convoy of new friends, Bryan has found what he was missing: adventure, perspective, purpose and a sense of belonging he didn’t realise was still possible. In this conversation, he reflects on navigating a career transition, letting go of the structures tying him to home and learning that success and experience don’t have to be opposing choices. He also shares the moments that made Namibia unforgettable—sunrise dune climbs, desert dinners, flat tyres on the Skeleton Coast and strangers becoming the people he trusted to figure it all out with. Bryan’s story is a reminder that one life is too precious to build around someone else’s idea of what it should look like. Ready to build a life with more freedom, adventure and community? Apply to join WiFi Tribe: https://wifitribe.co/apply-to-join/ (https://wifitribe.co/apply-to-join/) Follow WiFi Tribe on Instagram for a closer look at life inside the community: https://www.instagram.com/wifi.tribe/ (https://www.instagram.com/wifi.tribe/)

7. 

   24 Jul 2026

   FIND OUT WHAT SOLO TRAVEL WAS MISSING

   Meet Sara, a seasoned solo traveller who had already found the freedom to explore the world—but was still looking for people to share it with. From the dunes of Swakopmund, Sara reflects on her first WiFi Tribe Chapter: the nerves before arriving, the relief of not having to be “on” all the time, and the unexpected ease of knowing there was always someone to work, explore or simply slow down with. She shares how travelling with the Tribe helped her feel safer, relax more deeply and become even more productive—all while finally experiencing her bucket-list destination of Namibia. If you see yourself in Sara and want to find what solo travel might be missing, apply to join WiFi Tribe: https://wifitribe.co/apply-to-join/ (https://wifitribe.co/apply-to-join/) 00:00 — Welcome to Swakopmund Rooftop setting, the ocean-and-dunes backdrop, and the bittersweet feeling of leaving. 00:50 — Meet Sarah: work, travel, and her first chapter Sarah’s career, solo-travel background, and why this experience has been surprisingly productive. 02:45 — What the community feels like How a group of strangers became a close-knit crew through everyday coffees, walks, meals, and shared routines. 06:30 — What it means to work while traveling Explaining the remote-work lifestyle to family: this isn’t a vacation, but a different way of structuring work and life. 11:15 — Who thrives in this kind of experience Why the experience works for both introverts and extroverts who want adventure, flexibility, and genuine friendships. 13:35 — The value of community for women traveling Sarah reflects on safety, ease, and the freedom to relax more fully when traveling with a trusted group. 16:35 — Joining for the first time Pre-trip nerves, quickly finding belonging, and why the group’s openness exceeded expectations. 20:35 — Why Namibia was worth the leap A bucket-list destination, the appeal of shared uncertainty, and the joy of traveling with people equally excited to be there. 22:15 — Weekend one: the Skeleton Coast adventure Wildlife, camping, tire trouble, running low on gas, desert heat, and the group pulling together through chaos. 30:15 — Weekend two: Spitzkoppe Hiking, camping mishaps, grasshoppers, difficult “easy” trails, and group logistics. 33:35 — Weekend three: Sossusvlei and the dunes Climbing Dune 45 at sunrise, Dead Vlei, desert life, and the stories learned from a local host. 39:45 — Core memories from Namibia Zebras returning after drought, the flat-tire sing-along, Sandwich Harbour, and the surreal meeting of dunes and ocean. 42:35 — The first true community moment A casual coffee-and-work invitation turning into a full gathering of new friends. 45:30 — What comes next Post-chapter travel plans, Cape Town, a reunion, and future adventures with the people she met. 47:10 — A shared philosophy of work and travel Redefining productivity, building a life outside the conventional routine, and traveling with curiosity and respect. 50:50 — What makes Swakopmund special Its unexpected everyday charm, dramatic geography, coffee culture, and who would enjoy the destination. 54:50 — Sarah’s travel background Growing up between countries, seeking less conventional places, and why Namibia became a favorite. 57:30 — The perspective shift: productivity without overcompensating Finding a healthier balance between focused work, rest, and making the most of an extraordinary setting. 59:50 — Gratitude for the group Sarah closes by reflecting on the support, warmth, and lasting friendships that made the month meaningful.

8. 

   8 Jul 2026

   The Seychelles is NOT just a HONEYMOON DESTINATION

   They came to Seychelles expecting a relaxing month. What they got was something that felt so perfect it could have been AI. In this conversation, WiFi Tribe members, Ryan and Rachael reveal what it’s actually like to live, work, and explore on one of the most stunning islands in the world — from private coves and deserted beaches to tortoises roaming free, surprise boat days, and sunsets so unreal they thought they were in a simulation. But beneath the tropical dream is the real story: what happens when a group of people drop their expectations, lean into spontaneity, and let an entire chapter unfold one unforgettable moment at a time. If you’ve ever wondered whether a place can genuinely change the way you feel, this is the episode that will make you want to book a flight immediately. Takeaways Stunning beaches and island adventures Community-driven exploration and relaxed island lifestyle Chapters 00:00 Discovering Seychelles 03:04 Unforgettable Island Adventures 06:02 Community and Exploration 08:55 Relaxed Island Lifestyle 11:49 Surreal Sunset Moments

9. 

   30 Jun 2026

   Meet David - Entrepreneurship through Gratitude & Love

   The conversation delves into the experience of connecting through WiFi Tribe, discovering the essence of WiFi Tribe, describing the WiFi Tribe experience, identifying who would enjoy WiFi Tribe, discussing the traits of WiFi Tribe members, reasons not to join WiFi Tribe, hesitations about joining WiFi Tribe, seeking a new lifestyle, weekend adventures in Namibia, profound moments in Namibia, and the culmination of a beautiful month. The conversation delves into the profound experiences at Bushman's Camp, the sense of community at Promised Land, the cultural richness of Buenos Aires, and the life transformation brought about by WiFi Tribe. The impact of these experiences on personal growth and perspective is evident throughout the conversation. Takeaways Spiritual and profound experiences in Namibia The essence of WiFi Tribe and its impact on personal growth Beauty and spirituality at Bushman's Camp The transformative impact of WiFi Tribe Chapters 00:00 Connecting Through Wi-Fi Tribe 07:07 Traits of Wi-Fi Tribe Members 13:14 Seeking a New Lifestyle 24:24 Profound Moments in Namibia 36:03 Promised Land: Community and Togetherness 50:11 Buenos Aires: Cultural Experience To learn more about WiFi Tribe visit: https://www.wifitribe.co (https://www.wifitribe.co) To learn more about David visit: https://www.linkedin.com/in/david-aaron-envision/ (https://www.linkedin.com/in/david-aaron-envision/)

10. 

    16 Jun 2026

    Meet Hannah - Global Nomad exploring with Courage & Kindness

    Meet Hannah, one of WiFi Tribe’s many extraordinary members. Originally from Boston, Hannah has been travelling full-time for almost four years while working remotely in hospitality pricing strategy for a hotel company. In this conversation, Hannah reflects on the moment she realised the life she was living no longer felt like the life she wanted — and the uncertain, beautiful, sometimes messy process of finding her way toward something more aligned. From storing her belongings and travelling across the U.S., to discovering co-living spaces, digital nomad life, and eventually WiFi Tribe, Hannah’s story is one of self-trust, community, adventure, and learning to let life unfold. She shares what it’s like to be on Chapter in Namibia — from rhino tracking and desert road trips to breathwork on the roof of a car, dance parties on a chaotic boat ride, quiet beach walks, and the small, spontaneous moments that make community feel real. Like every WiFi Tribe member, Hannah’s honesty, curiosity, courage, warmth and willingness to live boldly shine through. If you see yourself in Hannah and want to learn more about WiFi Tribe, click here: https://wifitribe.co/apply/ (https://wifitribe.co/apply/) Follow us on Instagram here: https://www.instagram.com/wifitribe.co/ (https://www.instagram.com/wifitribe.co/)

11. 

    11 Jun 2026

    Meet Anna - Conscious Nomad Living Boldly!

    Meet Anna, one of WiFi Tribe’s many extraordinary members. From the Netherlands to Dahab, Namibia and beyond, Anna’s journey with WiFi Tribe has been shaped by curiosity, community and a deep desire to understand the places she visits beyond the surface. In this conversation, Anna reflects on what it means to live and work remotely while sharing the experience with people who are open, authentic and willing to look out for one another — whether that’s camping under the stars in Namibia, rolling down the dunes of Sossusvlei, road-tripping through the Skeleton Coast, or simply sharing dinner after a focused workday. For Anna, WiFi Tribe is not group travel. It’s a community of remote professionals choosing to explore the world with intention, flexibility and a willingness to say yes to the unknown. Like every WiFi Tribe member, Anna’s curiosity, care, authenticity, humility and respect shine through. If you see yourself in Anna and want to learn more about WiFi Tribe, click here: https://apply.wifitribe.co/join-the-tribe (https://apply.wifitribe.co/join-the-tribe) Follow us on Instagram here: wifitribe.co (http://www.instagram.com/wifitribe.co)

12. 

    3 Jun 2026

    Meet AKUA - Global Traveller Living Boldly!

    Meet Akua, one of WiFi Tribe's many extraordinary members. From a simple decision to live boldly, Akua has catapulted her life into a journey of discovery that has spanned the entire globe. In this conversation she reflects on what it has taken and what she has discovered along the way – overcoming biases, prejudices and more to fostering a global community of Nomads and calling everywhere home. Like every WiFi Tribe member, Akua's commitment to living boldly, curiosity, inclusion, camaraderie, humility and respect shine through. If you see yourself in Akua and want to learn more about WiFi Tribe, click here: https://apply.wifitribe.co/join-the-tribe (https://apply.wifitribe.co/join-the-tribe) Learn more about Akua here: Instagram: https://www.linkedin.com/in/akuasencherey/ (https://www.linkedin.com/in/akuasencherey/) LinkedIn: http://instagram.com/akua_noq/ (http://instagram.com/akua_noq/) Follow us on Instagram here: https://www.instagram.com/wifitribe.co/ (https://www.instagram.com/wifitribe.co/)

13. 

    20 Feb 2026

    Why Digital Nomads Should Consider Hout Bay when visiting Cape Town

    Hout Bay: The Cape Town Alternative Digital Nomads Sleep On (Accommodation Deep Dive) In this episode, Ben Clark (WiFi Tribe Destinations Lead) and Milan Rendall (WiFi Tribe Marketing) unpack why Hout Bay might be the smarter, calmer, more “liveable” choice for digital nomads than Cape Town CBD or the Atlantic Seaboard. They walk through the WiFi Tribe accommodation setup in Hout Bay — what the homes are like, how the spaces support deep work and community (without feeling crowded), and why the location hits that rare sweet spot: coastal calm + mountain energy + quick access to the city when you want it. Expect practical insights on: What day-to-day life in Hout Bay actually feels like (work rhythm, walkability, vibe) The trade-offs vs CBD / Atlantic Seaboard (and why those trade-offs might be a win) Why Hout Bay is ideal for nomads who want nature, focus, and a strong sense of “home base”. How the accommodation supports both productivity and social flow If you love Cape Town but want less chaos, more space, and a more grounded lifestyle — this one’s for you. To learn more: https://wifitribe.co/chapter-south-africa-cape-town-hout-bay/ (https://wifitribe.co/chapter-south-africa-cape-town-hout-bay/) Follow us on Instagram: https://www.instagram.com/wifitribe.co (https://www.instagram.com/wifitribe.co)

14. 

    28 Jan 2026

    Digital Nomad Experts Breakdown Medellin Colombia

    Join us on the WiFi Tribe Podcast as we dive deep into one of our favorite digital nomad destinations: Medellin, Colombia. Discover why this vibrant city has become a beloved base for remote workers, with its perfect blend of urban life and lush nature. From the bustling streets of El Poblado to the serene landscapes of Salento, we explore the culture, community, and adventures that make Medellin a must-visit for any digital nomad. Whether you're curious about the local coffee scene, eager to learn salsa, or looking for the best co-working spots, this episode has you covered. Tune in to hear personal stories, travel tips, and why Medellin might just be your next home away from home. To learn more about WiFi Tribe visit https://www.wifitribe.co (http://www.wifitribe.co) Follow us on Instagram: https://www.instagram.com/wifitribe.co (https://www.instagram.com/wifitribe.co)

15. 

    17 Oct 2025

    Harnessing Community as Leverage: Inside WiFi Tribe's Transformative Tribe Festival and Community

    Explore how WiFi Tribe's Community and Tribe Festival exemplifies the power of community as leverage. Learn how WiFi Tribe has grown into a resource for career progression, fostering collaboration and growing connection. Discover how members co-created an unforgettable event, fostering personal and professional growth through shared dreams and bold living. From collaborative projects to the fun-filled Tribe Olympics, see how this unique gathering inspired participants to leverage community connections for achieving their dreams. Subscribe to our Newsletter: https://wifitribe.co/updates/ (https://wifitribe.co/updates/) To learn more about WiFi Tribe visit: https://www.wifitribe.co (https://www.wifitribe.co) Follow us on Instagram: https://www.instagram.com/wifitribe.co (https://www.instagram.com/wifitribe.co)

16. 

    16 Oct 2025

    How Tribe Festival Fosters a Global Community of Bold Living

    Join us as we explore the transformative power of Tribe Festival, where many new members integrated into the WiFi Tribe community, and attendees were able to build the bold foundations of dreams and ideas they wanted to create from businesses to YouTube channels, fitness journeys to writing a book. Discover how this unique festival fosters bold living and creates a global network of support, transcending national boundaries. Learn about the future of WiFi Tribe and how it aims to empower its members to live boldly through community connections. Subscribe to our Newsletter: https://wifitribe.co/updates/ (https://wifitribe.co/updates/) To learn more about WiFi Tribe visit: https://www.wifitribe.co (https://www.wifitribe.co) Follow us on Instagram: https://www.instagram.com/wifitribe.co (https://www.instagram.com/wifitribe.co)

17. 

    23 Sept 2025

    The BOLD reason WiFi Tribe SURVIVED when 200 communities didn't

    Nearly 10 years ago, Diego Bejarano Gerke took a bold leap of faith and invited a group of internet strangers and some friends to join him for a month long stay in Bolivia. That bold leap of faith became WiFi Tribe. Now one of the most established communities in the remote professional niche, WiFi Tribe is the global community of remote professionals choosing to live bold over playing it safe. We invite driven remote professionals into a carefully vetted community so you can instantly start traveling the world with like-minded people – without wasting time, effort or energy repeatedly building friendships from scratch in each new city. Community isn’t just a buzzword here – it’s our obsession. We’re selective, but for all the right reasons (accepting less than 20% of applicants) to create a vibing tribe of remarkable humans.

18. 

    23 Sept 2025

    How WiFi Tribe Admissions Works

    Nearly 10 years ago, Diego Bejarano Gerke took a bold leap of faith and invited a group of internet strangers and some friends to join him for a month long stay in Bolivia. That bold leap of faith became WiFi Tribe. In this episode, we dive into the all important admissions process: the cornerstone of WiFi Tribe and what keeps the community thriving. Now one of the most established communities in the remote professional niche, WiFi Tribe is the global community of remote professionals choosing to live bold over playing it safe. We invite driven remote professionals into a carefully vetted community so you can instantly start traveling the world with like-minded people – without wasting time, effort or energy repeatedly building friendships from scratch in each new city. Community isn’t just a buzzword here – it’s our obsession. We’re selective, but for all the right reasons (accepting less than 20% of applicants) to create a vibing tribe of remarkable humans.

19. 

    23 Sept 2025

    How the BIGGEST EVER WiFi Tribe Event was BORN: Tribe Fest!

    Nearly 10 years ago, Diego Bejarano Gerke took a bold leap of faith and invited a group of internet strangers and some friends to join him for a month long stay in Bolivia. That bold leap of faith became WiFi Tribe. In this episode, we dive into living boldly through community, your big, bold dreams, Tribe Fest (6th September 2025), a few of the surprises about WiFi Tribe from 7 members to 700 active members, how WiFi Tribe stays tight knit as we grow and scale: The size of Chapters, City Hubs and themed sub-communities. Now one of the most established communities in the remote professional niche, WiFi Tribe is the global community of remote professionals choosing to live bold over playing it safe. We invite driven remote professionals into a carefully vetted community so you can instantly start traveling the world with like-minded people – without wasting time, effort or energy repeatedly building friendships from scratch in each new city. Community isn’t just a buzzword here – it’s our obsession. We’re selective, but for all the right reasons (accepting less than 20% of applicants) to create a vibing tribe of remarkable humans.

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

1 ratings

Spotify

5.0 / 5

2 ratings

Contact WiFi Tribe - Living Boldly

Guest appearances

Books guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.