The Travelers

This is part 2 of my conversation with Jill and Josh Stanton from Screw the Nine to Five. Listen to Part 1. Jill and Josh Stanton are the digitally nomadic couple behind Screw the Nine to Five, where they are helping you devise an escape plan to move closer to new possibility and adventure in your daily life. These two quit their 9-5s for a life that made travel a bigger priority, and moved to an island in Thailand for a couple months to design a new lifestyle that would help them create work that would support a life they wanted, rather than hold dearly on to a job that dictates their routine at the expense of their personal fulfillment. Since then, they’ve lived and worked in Thailand, Malaysia, Cambodia, the Philippines, China, Australia, New Zealand, the Cook Islands, Costa Rica, the Dominican Republic, Portugal, Chicago and San Diego. Truly a life of travel. I wanted to get Josh and Jill on the show to ask them about what inside of them inspired the decision to actually move to Thailand, something that s

Jill and Josh Stanton are the digitally nomadic couple behind Screw the Nine to Five, where they are helping you devise an escape plan to move closer to new possibility and adventure in your daily life. These two quit their 9-5s for a life that made travel a bigger priority, and moved to an island in Thailand for a couple months to design a new lifestyle that would help them create work that would support a life they wanted, rather than hold dearly on to a job that dictates their routine at the expense of their personal fulfillment. Since then, they’ve lived and worked in Thailand, Malaysia, Cambodia, the Phillippines, China, Australia, New Zealand, the Cook Islands, Costa Rica, the Dominican Republic, Portugal, Chicago and San Diego. Truly a life of travel. I wanted to get Josh and Jill on the show to ask them about what inside of them inspired the decision to actually move to Thailand, something that seems so extreme and outlandish to most people, and what they do to keep themselves afloat on the road, and

"More people will choose unhappiness to uncertainty." - Tim Ferris In the world of living and working anywhere, Sean Ogle is top of mind. He’s also one of the most eloquent teachers on the topic. 5 years ago in 2009, after being laid off, he launched Location 180, to explore what it meant to be location independent - to fold travel into his life in a greater capacity. Today he hones in on exactly what it takes to create a location independent lifestyle, whatever that means for you. For me, it means one that fosters a life of travel. I’m psyched to bring him on the show to discuss his travels, what happened that inspired him to pursue a life of travel, and how he not only believes but also helps others create location independent lifestyles for themselves. Now, whatever that means for you — maybe you want to start a business, or maybe not — maybe you just want to hear his travel stories — entrepreneurship may not be for everyone, but travel in whatever form, should be. Subscribe on iTunes, Stitcher Radio, Soun

Lillie Marshall is from my hometown of Boston where she taught high school English while spending her summers volunteering in Latin America. In 2012, she took a 9-month career break to finally get out and take that trip to see the world. She went to 8 countries on 3 continents to make travel a bigger priority in her life. She returned from the experience a changed person and now folds travel into her life wherever possible. She takes students on group trips and participates in teacher tours, while making it to places like China (twice), Greece, India and Belize. Most recently she had her first baby and I'm excited to compare notes with her as she adjusts to traveling with an infant, certainly a new style but by no means an end of anyone's travel days. Travel is always a choice and I suggest you take it. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn What We Cover: 2:00 – How Lillie's love of teaching led her to find a love of solo-travel 4:20 - How travel can accelerate your language learning 5:

Caz Makepeace is one of the preeminent voices on creating a life of travel, along with her husband Craig, over at Y Travel Blog. Together, Caz and Craig describe themselves as serial travelers, adventurers of the outdoors, and lovers of sports and mojitos. They hold onto these titles with their two young girls, and that's part of why I love so much what they do. They dispel so many preconceived notions about the impossibility of travel with children. Y Travel Blog is one of the biggest travel blogs in Australia, where they share their travel stories and family adventures with 300,000 visitors a month and featured on National Geographic, Lonely Planet, and many more. On this episode, Caz shares what a travel life means to her, how she's able to do it with her husband and young family, and shatters the idea that travel is no longer possible for parents. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn What We Cover: Travel, fun and interesting travel, with kids is possible. Caz shares how. 2:00 - How

David McKeegan, and his wife Carrie, are both from New York — but for the past 12 years, they’ve been traveling the road, starting a family, running a tax preparation business for ex-pat entrepreneurs, and not letting that hold them back from seeing the things they want to see, doing the things they want to do, and living the life they once dreamed of living. They got their start in Europe before taking the plunge to go nomadic - and clearly they prove the point that a life of travel can extend beyond your twenties, your single years, and even after you have kids. I can’t wait to share their story, and how they manage all the complexities of the road in a way that hasn’t deterred them from perpetual travel as a family. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn What We Cover: How having a family inspired them to build a life of travel. How they were able to take the plunge to leave a successful career in Finance to create a life of nomadic travel. And why a month of travel, which they’re affo

Josh Bender and his high school sweetheart did something on their 10th anniversary that a lot of us ask ourselves everyday why we're not doing. They sold their cars, packed up their family of four, and moved to a nature hut in Bali to give their kids and themselves an amazing opportunity to explore the world. This was in 2012, and today you can follow their adventures at Travel with Bender where they post about living the dream of a travel life. This year, they're off to 15 more countries across Europe and Southern Asia with two young kids. In this episode we chat about their journey and how they pull off family travel in such a perpetual style. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn What We Cover: Somehow you think living the dream is some kind of utopia where everything is perfect and there’s no sort of challenges. What Josh admits he did wrong before they left, and how communities of traveling families helped them find their way. What are the Effects of Travel on kids How to overcome

Erik Hemingway is the host of the Family Adventure Podcast which makes him the perfect fit for Family Week at the Daily Travel Podcast, in which I'm out to crush the mindset that having kids means you can't travel, or even that life is no longer interesting or sexy. In fact, it's the complete opposite. Having already interviewed dozens of families out to explore the world together, Erik is the perfect person to help shine some light on what sort of travel is possible with kids in tow. In 2002, Erik found himself over-invested in life - too many things, stress, and not enough time or happiness. So, he uprooted his family to Costa Rica before taking the plunge to pursue his dream of learning how to not just sail, but give his children the opportunity of a lifetime. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn Words from an Explorer: Why Erik and his family left a stressful life in the United States to try their hand living on a sailboat in Europe. How they came to the decision to sail across the

Libby Tucker is a proponent of finding ways to live and work anywhere and helps others do exactly that. Understanding the value of travel and life, Libby has studied ways to stay on her toes, travel more often, and live an adventurous lifestyle. She got started traveling abroad and hasn't looked back since. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn What We Cover How Libby overcame a fear of leaving home in the mid-west United States to take a trip to Spain to study abroad and become travel obsessed How travel allows you to connect with a higher version of yourself Minimizing your life to reduce distractions, How to use skills and knowledge to create an 'Anywhere Startup' Libby's Best Travel Advice: The First Step: Create a 30-day action plan, whether that's analyzing your budget, buying a ticket, or submitting a study abroad application. Money Saving Tip: Hostels, you'll learn so much and meet so many people. Favorite Internet Travel Resource:  Google Voice Favorite Travel Book: The Al

For four and a half years, Justin Cooke has lived in Davao City, in the Philippines, and hosts his own podcast, Empire Flippers while running his own outsourcing company. How he landed in the Philippines was an accident. He is consciously taking steps towards creating a life of travel, even more so than he already lives from the Philippines in which the rest of Southeast Asia is just a short, inexpensive flight away. Previously, he was working for an SEO company - and visited the Philippines as well; however, when he saw the opportunity to take his full-time job on the road, and perform their role remotely, he jumped at it. Listen to how Justin made the leap to take his work on the road, and how he overcame the emotional and logistical hurdles to begin his life of travel, and how you can setup your own location independent business. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn Words from an Explorer: “There's something that changes in you that you can never get back... but one door closes, and ma

“I draw a parallel to Paris during its literary golden age, when everyone went there to write their great novel. A lot of people are coming to this particular city to work on their next great startup.” Today’s guest continues our exploration into the reality of what it means to be location independent, or a digital nomad, which is different for each of the people we bring on the show who are living and working anywhere they choose. Jon Myers is a User Interface designer - which is a nuanced version of a web designer, that focuses on the visual aesthetics of how a website coheres around an overarching vision. He makes things not just look good, but appear to work fluidly. As a designer myself, I’m excited to pick Jon’s brain about how he took those skills to create a life that incorporates regular, ongoing travel - and why he chose this path rather than take a job somewhere, or simply freelance from home. Jon’s also a believer in what he is doing is something bigger than himself, something bigger at play — an

Caleb Wojcik is a DIY video expert, filmmaker, and the brains behind the incredibly successful and entertaining online business training platform that is Fizzle.co, which provides people with honest business advice — so if you’re interested in developing the skills to support a life to travel, your first month only costs $1. So check it out — I have Caleb on the show to just chat about his travels — and get his stories. A while back he started a website called Pocket Changed which was about improving your finances to help you do the things you want to with your life. On that list was travel, which is something he has quite a background in. He didn't travel much as a kid, never leaving the country through high school. Going to college, he knew he wanted to explore somewhere in Asia and his school --Michigan State -- encouraged study abroad for the majority of its students. He carefully arranged his studies so that he would qualify for the abroad program in Japan, thus sending him on his first international tri

“I think people can uncover this secret virtual world underneath everything simply by engaging more creatively with the photos they take.” Today we sit down with Trey Ratcliff, a futurist, photographer, filmmaker, and the man behind the world’s number one travel photography site, StuckInCustoms.com, where Trey focuses on not only the imaginatively realistic travel photos he takes and shares daily, but the stories behind them. He’s overcome blindness in one eye to become an astoundingly talented photographer, and a pioneer in High Dynamic Range, or HDR, photography, and whose works now hang at the Smithsonian Institute. Among a number of other projects, sites, and apps, Trey also founded The Arcanum, a private institution to teach artists in the digital age using technology to exist in a sort of augmented reality / mega-multiplayer online game / measured creative community hybrid-thing. And even though it’s not completely travel related, we get into his plans for the platform. Subscribe on iTunes, Stitcher Rad

Today’s guests are a Canadian couple who, after suffering multiple tragedies in their lives, sold it all to travel South America for 7 months. They left with no plan, no skills, and no solid travel experience. To get started, they went to volunteer, not expecting to inadvertently create a life of travel for themselves. Upon returning, they knew they couldn’t just sit still at home after having done the things they did. Now, they’re perpetually on the road, living and working from their laptops - and enjoying their freedom in the real world. In this episode, we dive into what inspired their travels, and how they’re able to perpetuate them financially, and why they’re compelled to do so. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn What We Cover: How tragedy led Dalene and Pete to choose life. Dalene and Pete had no skills or travel experience before they left, and figured out a life of travel as they went. Discovering housesitting helped them perpetuate their travels. They started a blog to at

Erin McNeaney and Simon Fairbairn sold it all to travel indefinitely. In 2008, they took a year to go to travel around India, South East Asia, Australia, the South Pacific and the US, and after seeing and doing so much in just a year, they couldn’t stand to return to their lives in the UK. So, rather than put off travel for someday, they made that day March 1, 2010, and left to spend a year in South America, with just carry-on backpacks and no end in sight. Together they’ve defined what living means to them and created a life of travel they write about on their popular travel blog NeverEndingVoyage.com, where they document their journeys, the challenges, launching a travel app, and embracing the untethered life as a digital nomad couple. I’m going to talk to about Erin about why they made travel a bigger priority in their life, and how they do it. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn What We Cover: How Erin and Simon escaped the drudgery of their everyday lives in England to become digit

Today’s guests I had the fortune of meeting in person back in November while exploring Newgrange, a medieval relic north of Dublin. Like most backpackers, they were approachable and looking to meet new people. When I heard about the trip they had planned, and their plans for their website - I knew I had to bring them on the show. Since then, their journey has become something far more challenging, and affirming of their love for travel. Cassie Kramer and Oren Lieberman left their jobs in Philadelphia to take a year to see the world together, on a budget. They took the plunge that I think everyone should at some point in their lives take: To escape the corporate routine, escape the armchair, get way outside of their comfort zone, and allow themselves to have life-changing experiences. Along the way, after months of exhibiting symptoms, Oren was diagnosed with type 1 diabetes. This diagnosis came after significant physical deterioration and a near fatal misdiagnosis in Nepal. They had to return home for a perio

I  often profess that traveling feeds a curiosity that only gets hungrier the more you feed it. But what constitutes a curious person? Do we need to be curious about everything or might it be enough to be curious about just the few things, or one thing, that interests us? Tyler speaks eloquently about not having to be a jack of all trades, knowledgeable about everything, to be considered 'interesting' or 'curious.' Exploring the world could just be about that one thing that compels you, as long as you're growing from the exploration itself. Tyler Tervooren always wanted to travel, to see new cultures and different places, but the timing was never right. Finally, just before he was about to start a new job, he asked his employers if he might push his start date back so that he could take the trip he'd been dreaming to go on. They said yes. But when he returned, he knew inside that he no longer wanted the position. To satisfy this curiosity, he started Riskology, his website that explores why we take risks and

“Someone who is ‘unstuckable’ is someone who is not going to accept what they’ve been told or what everyone else has been doing but they’re really going to take the to discover what they want from life?” Stephen Warley spent four months living in Spain, shedding his old identity to create a new one in isolation, away from his routine, intentionally breaking his habits so that he could be more creative. Today, he's the host of Unstuckable -- a podcast and business helping people get unstuck in their lives. We discuss how people can prevent themselves from getting stuck, travel saving strategies, and whether entrepreneurship is right for everyone. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn Explorer Quote: "The hardest question in life is ‘What are you going to do with it?’" What We Cover: What it means to be "unstuckable" How to make a genuine connection with someone by offering to help them, rather than asking for their time. How travel provides a framework for new experiences Stephen's love

Katie is a New Jersey-native turned ex-pat Roman food writer and culturist, curator, and beverage educator. Compelled to visit her homeland and explore a place that's resonated with her, Katie moved to Rome after graduating from Yale. After the romantic connection faded, her interest with the city's complexities, cultural expressions, and people remained. And so did she. There she began to build a life as a writer, where archeology and food navigated the direction of her career. She studied Italian Gastronomic Culture and, from that, her food blog was born. She gained attention from the media which led her to realize a career in food writing was something she could pursue in Rome, or anywhere. Today, she's written and edited more than 20 books on food. She runs her food blog, ParlaFood.com, where she covers her home of Rome, along with the food scenes of Istanbul, London and New York. We're talking on this episode about food in Rome,what's working and what is not. We also get heavy into Italian craft beer, my

Craig Martin and his wife Linda graduated school in 2006 and both had the idea to leave and teach English in foreign countries. Along the way, they started the Indie Travel Podcast before anyone knew what podcasts were. 8 years later, they haven't stopped and today, while she continues to teach, he runs a travel media company, Indie Travel Media - which does hosting, management, and production for companies, mainly travel brands. Subscribe on iTunes, Stitcher Radio, Soundcloud or TuneIn Explorer Quote: “The world is a big and crazy place and its easy to get addicted to the new. If you do that, then you'll never cease traveling.” What We Cover: How they created a life of travel for themselves Who are the Galician people, and why they had such an unique effect on Craig Craig's best travel advice Craig's Best Travel Advice: The First Step: You've just got to go. Money Saving Tip: For flights, once you find your flight, call up a local travel agent and ask them if they can beat it. For accommodation, conside