Tokyo’s Robot Restaurant: The Greatest Show Ever (Vlog. Ep. 17)
Why on earth would I go to the Robot Restaurant in Tokyo? Because Anthony Bourdain told me to. And quite frankly, he wasn’t wrong. I’m still laughing!
Financial Case Study: Louise Cottrell, Pinterest Marketing Strategist
Louise has been living abroad for the last 9 years and earns her living as in Pinterest marketing. Learn more about her career and lifestyle here!
Owl Cafes in Tokyo, Good or Bad? (Vlog Ep. 16)
Owl cafes in Tokyo: I came, I saw, and I’m unsure whether they’re cool. Here’s the good and the bad, along with some food for thought about animal captivity.
16 Random Observations About Tokyo, and Survival Tips
Here are 16 random observations about Tokyo, along with some survival tips should you decide to visit or live this large and contrasting city.
Searching for Okonomiyaki in Japan (Vlog Ep. 15)
I met a friend to go to an okonomiyaki restaurant that was recommended. Good thing the journey is the destination, cuz it took us an hour to find the place!
Financial Case Study: Jenna Rose Robbins, Ghostwriting
Jenna Rose Robbins has a varied writing career, with a specialty in ghostwriting. I hope you find her career and travel lifestyle as fascinating as I do!
Adventures Shopping in Tokyo (Vlog Ep. 14)
Shopping in foreign countries is the best sneak peek into the local culture. Join me while I go shopping in Tokyo to a department store and supermarket!
Why I Could Never Live in Japan
I’ve had a “crisis of dislike” with Japan – which has quite taken me by surprise. But it has amounted to these reasons why I could never live in Japan.
Akihabara? No Thanks. (Vlog Ep. 13)
Akihabara in Tokyo is where things like anime, manga, maid cafes, and all things otaku are sacrament. I found it a disturbing insight into Japanese society.
Financial Case Study: Lulakilla, Digital Marketing
Lulu of Lulakilla is a digital marketing freelancer, and has looped the world a few times with her online career. Learn how she does it here!
Tsukiji Fish Market in Tokyo Japan (Vlog Ep. 12)
Find out why Tsukiji Fish Market is a must-see Tokyo destination, and learn the best way to do it. Then, watch me stroll the market in this week’s vlog!
Intercultural Love in Japan
I’ve been looking at intercultural love in Japan; how relationships are formed, and what keeps them together…or not. It’s very different for men vs women.
Life in Japan (Vlog Ep. 11)
Shortly after arriving in Tokyo, I met up with a friend who lives here and turned on the camera so he could tell me what life in Japan is really like.
Financial Case Study: Jessica and Will, WorldTowning Founders
Jessica and Will dropped their careers and 6-figure incomes to start WorldTowning. They prove that you have to put in long hours to start, but it pays off.
Old World Tokyo, in Harmonica Alley
Harmonica Alley in the Kichijoji area of Tokyo is combines old-world Japan with a modern cosmopolitain feel. Well worth a visit! Here’s more info and video.
My Sordid Attempts at Finding Love on the Road
Much as I hate to admit, finding love on the road isn’t easy. Here’s a summary of the relationships I’ve had in the last 10 years, and why they didn’t last.
Business Crisis for The Professional Hobo! (Vlog Ep. 9)
Business Crisis Central at The Professional Hobo! Guess what? Screwing the pooch for the last 3 years has hurt me. Here’s why, and what I’m doing about it:
Financial Case Study: Ryan O’Connor, SEO Consultant and One Tribe Apparel Co-Founder
Ryan put his lucrative SEO consulting biz on the side to found One Tribe Apparel. Learn more about his career on the road and how it has led to happiness!
Shibuya Crossing in Tokyo – Jumping Into the Deep End (VLOG Ep. 8)
Shortly after arriving in Tokyo, I jumped into the deep end by visiting Shibuya crossing: the world’s busiest intersection and an iconic Tokyo experience.
Hollywood Florida: My (Kind of) Home Base
Here are some of the reasons why Hollywood Florida is my (kind of) home base, and what you can expect if you come visit Hollywood yourself.
Financial Case Study: Alesha and Jarryd (NOMADasaurus), Bloggers
Alesha & Jarryd of NOMADasaurus have been on the road for the last 10 years. Their blogging business more than supports their global lifestyle in all kinds of great locations. Check it out!
Visiting the Andes: Ecuador or Peru?
If you want to visit the Andes mountains, do you go to Ecuador or Peru? Here’s an analysis, based on the last 3 years of living between both countries.
Financial Case Study: Johnny FD, Dropshipping, Publishing, Affiliate Marketing
Johnny FD went from less than $1,000 in the bank to more than half a million. Learn about his nomadic career in dropshipping, affiliate marketing, and more!
Financial Case Study: Sam Wood, Blogger and Freelance Writer
Sam Wood earns his living as a freelance writer and blogger while basing in Germany and living/travelling around the world. More on his lifestyle here!
Learning to be an Ayahuasca and San Pedro Shaman
How I stumbled into learning to be an ayahuasca and san pedro shaman in Peru then Ecuador. Notes on shamanism, being a healer, and what’s next for me.
Financial Case Study: Joanna, Online English Teacher
Joanna supports her life abroad as an online english teacher. That’s right – no more being stuck in the classroom! Learn more about how she does it here!
There’s a Huntsman in my Car! (VLOG Ep. 7)
In this month’s vlog, I share a story about the huntsman in my car. It’s part comedy, part horror flick, and part metaphysical drama. Have a look!
Financial Case Study: Anna of Global Gallivanting, Freelance Writer
Anna Phipps travels and works location independently as a blogger and freelance writer. And she shares top advice for people interested in this lifestyle!
Financial Case Study: Carlo and Florence, Content Generation
Carlo and Florence have an extremely lucrative content generation business that allows them to live whatever lifestyle they want, wherever they want.
Financial Case Study: Aaron (NomadsNation) – Jack of Many Trades
Aaron of NomadsNation has done seasonal work, taught English, and online work to sustain his travels for 5 years. He shares a TON of great info here!
la casa verde in Baños Ecuador: I Came, I Saw, I Bought a Hotel for $29
Baños is the adventure capital of Ecuador, with so much to do. Read on for a chance to win a beautiful eco-lodge guesthouse there! No, really. Click here!
The #1 Misconception About House-Sitters and Lifestyle Travelers
After two offensive conversations with well-meaning people, I realized there is a BIG misconception about house-sitters and lifestyle travelers. Here it is:
Financial Case Study: Conni Biesalski – Travel Blogger
Conni Biesalski is a travel blogger who makes an admirable income purely from travel blogging. Find out more about her careeer and lifestyle here!
Traveling Alone as a Woman (VLOG Ep. 6)
Traveling alone – especially as a woman – can be challenging, and more than a bit intimidating. Get tips, experiences, and inspiration in my latest vlog!
Financial Case Study: Colin Robinson – Metrologist
Colin Robinson has a job as a Metrologist that takes him around (and around) the world. Here’s how it works, along with some great lifestyle advice.
Earning a Location Independent Living: My 2016 Income
I’ve been earning a location independent living for 10 years, and publishing the results for the last 6. Here’s what I made in 2016, and what my overall business plans are for 2017.
Financial Case Study: Rebecca, A Creative Nomad, Graphic Designer
Rebecca traveled for five years, and in the last year went freelance with her graphic design skills as A Creative Nomad. Here’s more on her career and life!
Peru Travel: Living in Peru vs. USA (Vlog Ep. 5)
The Peru travel lifestyle is a very different thing from life in the USA and other western countries. Here are some of the challenges (and gifts) of each, as discussed in this month’s Travel Vlog!
Financial Case Study: Dustin Main – Technology Services Entrepreneur, Tour Guide
Dustin Main has been traveling since 2009, while overseeing his technology services company and dabbling in other ventures like being a tour guide. Here’s how he makes ends meet:
My 2016 Full-Time Travel Expenses
For the 7th year in a row, I’m publishing my full-time travel expenses! Here’s an uncensored breakdown of every penny I spent in 2016, traveling full-time.
Financial Case Study: Nat and Rob, Bloggers, Consultants, Landlords (Love and Road)
Nat and Rob left their lives in Brazil for the open road, and they earn their living as bloggers (Love and Road), consultants, and landlords. Here’s how!
5 Countries and 30,000 Miles: This Was 2016!
2016 started off in one way, turned left, got flipped upside down, then messed up in the blender. Here’s how it all came out in the end:
Facing Hardships While Traveling (VLOG Ep. 4)
Facing hardships while traveling sucks. I’ve sure had my share of bad stuff happen! In this month’s vlog, I discuss how to deal with hardship on the road.
Financial Case Study: Dariece and Nick (Goats on the Road), Bloggers
Dariece and Nick have traveled full-time since 2012, and have seen some amazing places, paying for it all with their blog Goats on the Road. Here’s how:
Financial Case Study: Samantha and Yeison, Travel Bloggers
Samantha and Yeison are based in Costa Rica and travel the world with their lucrative blog My Tan Feet. Find out more about their lifestyle and biz here!
Giant 2016 Travel Gear Roundup: Don’t Leave Home Without…
I review the Ultimate Travel Jacket, ROLO and TUO packing aids, Tieks, Revolve Dress, Anatomie designer travel clothing, Sudio Sweden wireless earbuds, RFID tools, J-Pillow, Nord VPN, and more.
Travel Packing: How (and What) to Pack for Full-Time Travel (Video)
In this vlog, I show you what I pack for full-time travel – and how I pack it. Learn travel packing tips and techniques, and watch me cram it all in my bag!
Financial Case Study: Dan – Cruise Ship Employee, Wander Pig
Dan is a cruise ship employee, in addition to running his affiliate marketing business and website Wander Pig. Read on to see what cruise ship life is like!
Cuenca Ecuador: A City of Confusing Contrast
After a few months in Ecuador staying in and around Cuenca, here are my observations of this cool – yet confusing – place.
Fun Facts you Didn’t Know About The Professional Hobo (Vlog Ep. 2)
In this, my 2nd video podcast (“vlog”), I give you 22 random, fun, and curious facts about The Professional Hobo that you probably didn’t know!
Financial Case Study: Kevin Casey, JetSetting Copywriter
Kevin Casey is The Jet-Setting Copywriter; a freelance copywriter who makes more than enough money to travel the world many times over. More on his career here!
Financial Case Study: Miguel (Travelsauro) – Blogger and Volunteer
Miguel (Travelsauro) has traveled for the last 5 years. While building his blog, he works odd jobs and volunteers for free accommodation. Learn more here!
Stairway to Freedom (Vlog Ep. 1)
“Happiness is like an orgasm. Think about it too much and it goes away.” I’m starting to think Freedom works the same way. Here’s my 1st VLOG on this topic!
WELCOME TO THE PROFESSIONAL HOBO!
What is The Professional Hobo all about? Here’s a video of Nora Dunn with the scoop on her last 10 years of full-time travel!
Financial Case Study: Danielle and Mat – Artists, Freelancers
Danielle and Mat are artists and freelancers who have supported their travels since 2012 many ways. Here’s what they do, and how they’re evolving!
My Introduction to Cuenca, Ecuador
I recently arrived to Cuenca, Ecuador, where I’m house-sitting for a couple of months. Here’s some basic information & first impressions of this cool city!
How to Save BIG Using a VPN for Flight Searches
Did you know you can save thousands of dollars on airfare by using a VPN for flight searches? Seriously. Thousands. Here’s how:
Financial Case Study: Erin and Simon of Never Ending Voyage
Erin & Simon (Never Ending Voyage) have been traveling for 6 years, earning money as online entrepreneurs. Here’s how much they make and how they do it!
Anatomie Travel Clothing Makes the BEST Travel Pants
Anatomie travel clothing has long been my favourite stuff for full-time travel. Here’s what I learned after visiting their headquarters in Miami:
Financial Case Study: Kathryn O’Halloran – Romance Writer
Kathryn O’Halloran travels full-time and works as a romance writer. She publishes everything herself, so it’s an interesting career. Learn more here!
Hobo Update: Relearning Travel’s Inherent Lessons
Even though I’ve been traveling almost 10 years, my departure from Peru required that I relearn some of travel’s inherent lessons. Here’s what I’m doing.
Trekking Mount Pitusiray, in Peru
My trek to Mount Pitusiray was not only a poetic close to this Peruvian chapter of my life, but it was also one of the best. It’s also a mystical mountain and solar clock, that casts famous shadows once a year.
Financial Case Study: Brittany and Charlie – Amazon Affiliates
Brittany and Charlie of The Trading Travelers fund their full-time travel lifestyle as Amazon affiliates. Find out more about their lucrative career here!
Financial Case Study: Leif Harum – Website Manager
Leif Harum has been on the road forever, and earns his living managing multiple websites with various income streams. Find out more about how he does it!
Apprenticeship Update: BIG Changes for The Professional Hobo
At long last, here is an apprenticeship update about my work with a shaman in Peru. Unfortunately, it’s not pretty. Big changes coming my way….
Financial Case Study: Tricia Krohn – Seasonal Work
Tricia Krohn pays her way around the world with seasonal work, and gains all kinds of amazing experiences in so doing! Here’s how she does it:
Coffee Drinking Rituals Around the World
Who knew that the simple brew of coffee could be enjoyed in so many different ways around the world? Read on to find out how to drink coffee like an expert!
The Peruvian Ruins of Tipon: A Marvel in Irrigation
The Peruvian ruins of Tipon are an engineering feat as well as a magical place. And becuase it’s a little-known gem, you might have the place to yourself!
Financial Case Study: Shannon Ullman – Travel Blogger, Writer, English Teacher
Shannon Ullman supports her travels with ESL teaching, acting, writing, blogging, and more. Here’s more, along with some great career/travel advice!
Design or Destiny: How to Choose Travel Destinations
How do you choose your travel destinations? Here’s how I’ve done it for the last 10 years, with some ideas for how you can choose your next destination.
Touring Ireland in Photos
I won a trip to Ireland! Yep. So I took my Mum, and we covered a lot of territory. Here are some recommendations if you’re headed to Ireland yourself:
Lifestyle Inflation: Why Earning More Money Sucks (the Life Outta You)
Lifestyle Inflation at work: A curious thing happened when I was “living the life” in Toronto. Having crossed over into the six-figure income bracket, I didn’t seem to actually be taking home any more money or enjoying a substantially higher quality of life than when I earned half as much. … Read More
Financial Case Study: LeAnna and Andy Brown – Programmer/Blogger Duo
LeAnna and Andy Brown designed their lives to travel the world AND achieve financial independence AND raise a family! Read on to find out how they do this.
Financial Case Study: Megsy and Tommo – Travel Freedom Network
Megsy and Tommo of the Travel Freedom Network fund their full-time travels with a network of websites/podcasts/ebooks etc. Here are the specifics:
18 of the World’s Fastest, Highest, Longest (etc) Things to Do
Here are 18 of the world’s fastest, highest, longest, deepest, happiest, smelliest, most dangerous – and more – things I’ve done:
Financial Case Study: Pouneh Eftekhari, International Education Professional
Pouneh Eftekhari has lived/studied abroad for 10+ years, working as an International Education professional. Read on for her great career/travel advice!
Earning Income While Traveling: My 2015 Income
Earning income while traveling can take many forms, and can accommodate many lifestyles. This post is an example of how it can be done, with real numbers and full disclosure!
Financial Case Study: Nick and Natasha, Teaching English Abroad
Nick and Natasha are a traveling couple who live and teach in South Korea. Throughout their journey, they live, learn, and venture as much as they can, chronicling their adventures at Live Learn Venture. Find out more about the finances of teaching English abroad and how they make ends meet … Read More
Financially Sustainable Travel: My Cost of Full Time Travel in 2015
Following is an uncensored breakdown of my cost of full time travel in 2015, which included life in Peru and travel to 6 countries.
Financial Case Study: Aileen Adalid, Online Entrepreneur
In 2012 at the age of 21, Aileen Adalid of I Am Aileen quit her corporate job in the Philippines to travel the world. Today, she is a digital nomad and entrepreneur living an amazing sustainable travel lifestyle. Find out more about how she does it below! This post was originally … Read More
6 Countries and 35,000 Miles: This was 2015!
Though I didn’t travel as much or as long as in previous years, I covered good ground in 2015, seeing 6 countries spanning 35,000 miles! Here’s the summary.
Financial Case Study: Rachel, Freelance Copywriter
Rachel (aka The Digital Gypsy) travels full-time and earns her living as a freelance copywriter. Here’s how she does it!
How the Travel State of Mind Creates Opportunities
The travel state of mind is a way and means of traveling and experiencing the world. And you can even experience this without leaving home! Here’s how.
Financial Case Study: Ivan Velasco and Family, International Schools Teachers
Ivan Velasco and his wife have been teaching at international schools around the world with their two children. Here are the details of their career and lifestyles.
Pros and Cons of Traveling Solo, as a Couple, or a Family
Here are some pros and cons to solo/couple/family travel, along with resources full of testimonials from professional solo, couple, and family travelers.
Financial Case Study: Robert Schrader, Blogger and Travel Coach
Here’s a financial case study of Robert Schrader who earns a living as a blogger and travel coach while living on the road.
9 Perfect Travel Gifts (2015 Edition)
Review of Kinivo blutooth headphones, SteriPEN Ultra, Best Travel Pants ever, Ambronite, Hoboroll/SegSac packing tools, Encircled Flipside Leggings, and more
Financial Case Study: Natalie Sisson, Suitcase Entrepreneur
Natalie Sisson, suitcase entrepreneur, has built multiple 6-figure businesses while living out of a suitcase over the last 5 years. Here’s how she does it:
Visiting Isla del Sol on Lake Titicaca, in Bolivia
My trip to Isla del Sol in Bolivia was short but very sweet. Check out these stunning photos and learn about some of the folklore behind this special place.
How (and Why) to Visit Your Hometown Without Going Crazy
When you travel long-term, visiting your hometown isn’t always easy. Here’s how – and why – to visit your hometown and make it a success for all.
Peru vs Canada: Differences in Daily Life
After living in Peru for a while and then returning to Canada for a visit, I was surprised by some of the differences in daily life. Check it out:
A Month in the Jungle, Part 5: Jungle Journal Excerpts
Here are some of my jungle journal excerpts after spending the month of June in the Peruvian jungle.
Financial Case Study: Wade Shepard – Journalist, Blogger, Author
Here’s a financial case study of Wade Shepard, who lives around the world full-time while earning a living as a journalist, blogger, and author.
A Month in the Jungle, Part 4: Doing a Plant Diet and Ayahuasca Retreat
The reason for my month in the jungle of Peru was to do a plant diet and ayahuasca retreat. Here’s what you can expect from such an experience.
Financial Case Study: Tim Leffel, Travel Writer & Website Manager
This financial case study is the 1st post in a new series to show you how to travel and live abroad. Meet Tim Leffel: travel writer and website manager!
A Month in the Jungle, Part 3: Jungle Animals (For Better and Worse)
During my month in the jungle of Peru, I had all kinds of animal encounters – some better than others. Here’s a humourous excerpt of my experiences.
A Week-In-The-Life of Mak and The Cap
Want to know what it’s like to live on a 41′ sailboat in the Caribbean? Join Mak and The Cap for a week-in-the-life of their adventures!
A Month in the Jungle, Part 2: What to Bring and Expect
After spending a month in the jungle of Peru, I learned a few things. Here’s what you can expect, and recommendations for things to bring.
A Week-In-The-Life of Angela and Chris of Nomadic Lifestyle, in Scotland
Enjoy this week-in-the-life of nomadic travelers Angela and Chris, from Nomadic Lifestyle, traveling through Scotland!
A Month in the Jungle, Part 1: Iquitos
I started (and ended) my month in the jungles of Peru by visiting Iquitos. The Amazon river, Belen Market and the moto traffic; here’s more info on Iquitos!