Rank #1: Ep 105: Managing US Short Term Rentals while living in Medellin, Colombia with Tim Hubbard

In this Episode, I spoke with Tim Hubbard, founder of Midtown Stays, about how he was able to turn his sales income into short term rental investments which he can remotely manage from anywhere in the world. He has a full team and has received over 10,000 guests. We cover many aspects of real estate investment and also why he chose to make Medellin, Colombia his new home.
Show Notes:
Tim’s background (3:00) Building a team (7:00) Identifying good real estate investment markets (10:00) Real estate investment financing (18:30) Short term rental platforms (21:40) Short term rental technology (28:30) Why Tim chose to live in Medellin (34:30) How to get a Visa to Colombia (39:00) The Venezuelan crisis (43:15) Resilience: Turning Your Setback into a Comeback (45:10) Rest Methods (48:00)
May 31 2019
49mins
Rank #2: Ep 97: Guide to International Airbnb Investments with Jasper Ribbers

This episode I'm joined by Jasper Ribbers author of Get Paid for Your Pad and The Traveling Dutchman.
After years of being a financial trader he decided to try renting his own house on Airbnb. He soon learned that this alone gave him the money he needed to travel full time. He then dug in deep to short term-rental optimization and wrote the book Get Paid for Your Pad which was one of the first books on the topic. He now is a sought after expert and speaker.
Not only did we speak about vacation rentals, but his life on the road and many of the other ways that he has been making money while living a location independent lifestyle.
I hope you enjoy it!
May 03 2018
1hr 6mins
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Rank #3: Ep 86: Expat or Digital Nomad

Sitting in on the beach with your toes in the sand, sipping a Mai-Tai and coding the next ground breaking app. Does that sounds too good to be true? Well, that's because it usually is.
Search #digitalnomad on social media and you will see an onslaught of pictures with people in all kinds of strange positions with their laptops in locations that would be pretty inappropriate to concentrate on any kind of serious task.
That does not mean that it is all smoke an mirrors however. There was a very interesting Harvard Study done about the reality of the self-proclaimed digital nomads, the results of which were written about in an article entitled Globetrotting Digital Nomads: The Future Of Work Or Too Good To Be True? I think it's one of the best articles written on the topic. It turns out there are very few people who have staying power as a digital nomad.
So is being a digital nomad a viable long term path or a risky career gamble?
To answer that question Brian David Crane gave a talk entitled The Hidden Downsides of Being A Digital Nomad in which went over many of the unrealistic aspects of the digital nomad lifestyle. I thought it was well thought out and he made some interesting points to consider.
Three things that he says are essential in order to have staying power as a digital nomad are:
- A plan
- An in-demand skill
- Self-discipline
Some of the drawbacks that he points out are:
- Undeveloped "Plate Discipline" which is knowing what to spend your time on once you are free from an office.
- Lack of mentorship.
- Your appearance can cause envy or perceptions that could jeopardize your career.
- Lack of sustainable momentum.
- Road fatigue.
- Lack of stability.
- An unhealthy mix of friendship and business.
However, that does not mean that working abroad is a bad option. He recommends to stop thinking of yourself as a nomad and more of an expat. Expats stay longer than a few months in at least one base where they have some kind of roots established.
After listening to this talk I realized that I am an expat and not a digital nomad, even though I have described myself as such in the past. This is a good realization because these bases could also be described as flags for which to apply PT Theory.
Much of what he recommends is similar to what I recommended in my recent video How to make money in Latin America.
At the end of the day the distinction may seem like we are splitting hairs but I think there are some important things to consider.
Please take a listen to my conversation with Brian David Crane on this topic, especially if you are thinking about taking the digital nomad plunge.
Aug 17 2017
47mins
Rank #4: Ep 90: Subleasing Vacation Rentals Like a Boss with Airbnb, VRBO and Booking.com

In this episode I spoke to Borja Rodriguez, the founder of Vacation Marbella. After quitting his job in finance he decided to try his hand at the vacation rental business. He started by sub-leasing a few properties on Airbnb, Booking.com and VRBO and in less than three years later he has grown a full fledged business manage over 70 properties with 16 employees. To get a full idea of his operation you can watch the Marbella episode of Sense of Place where you can see his whole operation.
If you want to try out Airbnb and as host or traveler please use my link to get $40 off your first trip.
The sponsor for this show is My Retirement Rehab. Click here and get a complete education in retirement in the new economy
Show Notes: - Sense of Place Episode 6 - Marbella - First Who, Then What (5:30) - Borja’s background (8:36) - His business strategy (9:40) - How he built it into a stable, scalable business (11:40) - His hiring practices (13:25) - Is it hard to be an entrepreneur in Spain? (16:00) - Options for financing a vacation rental business (19:20) - Is the vacation rental market becoming too competitive? (28:40) - How to drive traffic to your vacation rental website (34:20) - Which websites are the best to use to get bookings (36:30) - Which management softwares to use. (38:00) - Meet the guest or self check in? (46:30) - How becoming an entrepreneur has improved his life. (49:00) - Some other good locations. (51:15) - Recommendations to get started in Vacation Rentals. (52:30) - Borja’s recommendations to aspiring entrepreneurs (54:00)
Links from the Podcast: Matt Landau Heather Bayer David Angotti Wheelhouse Yourwelcome
Jan 30 2018
57mins
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Rank #5: Ep 99. Nick Giambruno: The International man from Casey Research

In this 99th episode I spoke with Nick Giambruno. Many of you know him as Doug Casey's globetrotting companion and the senior editor of Casey Research's International Man.
We have a great conversation covering all kinds of topics about internationalizing yourself and your assets.
You don't want to miss this one!
Jun 29 2018
51mins
Rank #6: Ep 87: How to Build Your Own Real Estate Kingdom With Jordan Stanley Payne

This episode's guest was Jordan Stanley Payne, founder of The Kingdom Real Estate. In only a few years he has acquired millions of dollars worth of rental properties through creative financing and teach others how to do the same.
We talk about how you can find and structure deals where you puts none of your own money down!
He also shares how he was able to build his own team and then branch out into making money online.
I hope you enjoy.
This weeks sponsor is my own donations page. I will be using all donations for Mexican Earth quake relief which I will be going to deliver and help with personally. For donations and updates please go to my gofundme page.
Sep 21 2017
44mins
Rank #7: Ep 100: Advice from Masters

We're finally at the 100th episode! I put together something special to celebrate this milestone. In this podcast there are a variety of some of my favorite guests who give their one best piece of advice for those aspiring for a Borderless life.
Thanks for everyone who has been a listener through my first 100 episodes, I hope that you will follow me through the next 100.
The podcasts used for this episode in order.
- Johnny Ward: Fight for Your Success Like You Would Fight to Breathe!
- Mark Hoverson on Online Business Success
- Simon Black on How to Become a Sovereign Man
- Multi-Millionaire Jason Hartman Reveals the Commandments of Real Estate Investing
- Bringing About a Free Society One Entrepreneur at a Time
- Lydia Lee on How You Can Find Purposeful Work
- Cash in on the Self Publishing Revolution
- Offshore Wealth Secrets with Bobby Casey
- Being a Location Rebel with Sean Ogle
- How to travel like a BOSS while making over 10k a month with JohnnyFD
- Flippin’ Online Empires for Fun and Profit
- The University Paradigm is Dead! Praxis Breaks the Mold
- Going Full Nomad and Finding Success with Danny Flood
- Cannabis Investing and World Schooling with Matthew Kind
- Family Adventure Summit in San Miguel de Allende: Brandon Pearce
- How to Build Your Own Real Estate Kingdom With Jordan Stanley Payne
- Real stories from 26 years as an expat in Latin America
- How to Start a Real Estate Empire in Latin America
- Sean Reagan and Mittie Roger on Adventure Travel
- Reaching the Finish Line with Kallen Diggs
Jul 13 2018
45mins
Rank #8: Ep 94: Family Adventure Summit in San Miguel de Allende: Brandon Pearce

In this episode I spoke to Brandon Pearce. He is a fellow traveler I met here in San Miguel de Allende. After launching a successful piano teaching software he turned his interest towards traveling and helping other families travel and live the life they truly wanted to.
This year he is organizing the Family Adventure Summit in San Miguel de Allende, which he describes as the following:
“The Family Adventure Summit is an opportunity for families to connect in person around the topics of long-term travel and location independence, remote income, education, community, life fulfillment, and more. We’ll discuss tips and tools, the ups, the downs, and everything in between.”
We speak a but a whole range of issues. I hope you get some great info and if me make down to the summit perhaps I’ll see you there.
We hope you enjoyed this podcast. If so, please leave a review here. It REALLY helps us out!
Don’t forget to subscribe to The Borderless Podcast on iTunes
Mar 21 2018
51mins
Rank #9: Ep 91: Cannabis Investing and World Schooling with Matthew Kind

In this episode I spoke with Matthew Kind. He is an entrepreneur, investor, and host of The CannaInsider Podcast which was voted new and noteworthy by iTunes. He has been featured in Forbes, The Chicago Sun-Times and The Aspen Times.
When he is not traveling the world with his family, Matthew enjoys discovering and exploring the nascent field of CBD Oils that are non-psychoactive hemp and cannabis compounds that many people are turning to as an alternative to traditional medications.
In addition to the Cannabis industry, he's also involved in Amazon selling, Crypto currencies and world schooling his two children all while traveling the world.
He's been here in San Miguel for a while and so it was great to be able to do this podcast in person. I hope you enjoy it!
Show notes:
Borderless Podcast reviews, leave your own here and I'll read it on the podcast. (1:00)
Matthew's journey to becoming an entrepreneur (2:55) World Schooling (5:00) How he started in the Cannabis industry (7:11) How he escaped the rat race (10:00) How he was able to get his family on board with world schooling (13:15) Some of his favorite places he's been to on his travels (17:30) His impressions of San Miguel de Allende (20:40) Some of the differences between living in and out of the US (23:30) How to invest in the Cannabis Industry (29:00) Will large companies take over the industry (36:30) The medical aspects of Cannabis (38:30) Cryptocurrency (40:30) How to get started as an entrepreneur (52:30)
Thanks for listening!
We hope you enjoyed this podcast. If so, please leave a review here. It REALLY helps us out!
Don’t forget to subscribe to The Borderless Podcast on iTunes
Feb 19 2018
1hr
Rank #10: Ep. 71: Johnny Ward: Wanting Success Like Needing to Breathe

Johnny Ward came from a poor, single parent family in Ireland. Maybe not having certain advantages cultivated an insane drive to succeed. But success is not about the money; it's about the lifestyle--always. Although the money's nice too! At 32, he's almost completed his goal of being the only Irishman to visit every country in the world.He talks about rejecting the 9-to-5 life, the importance of taking risks and the "beautiful hell" he's experienced on some of his travels. Like fighting to breathe when being held under water, the burning desire to realize your goals is what he considers the key to success. Enjoy!
Mar 07 2016
1hr
Rank #11: Ep 92: Escaping the Politically Obsessed Culture | Bobby Casey and James Guzman

In this episode I spoke to Bobby Casey of Global Wealth Protection. He has been an expat and international investor for decades and now concentrates on helping other with asset protection.
We talk about all kinds of things associated with making sense of the economy and the current political environment. Listen to hear how we are able to stay sane in the ever more politically obsessed culture of the US.
The sponsor for this show is My Retirement Rehab. Click here and get a complete education in retirement in the new economyShow notes: 4:30 The Trump administration's effect on the economy 8:20 How to make sense of the debt based economy 10:30 The infrastructure bill 13:11 The obsession with politics in the US 20:30 How Trump red-pilled America 27:30 The erosion of privacy 41:15 The trend for remote work 47:00 The economics of living abroad 54:40 Life in Latvia 59:00 Offshore banking report
Feb 26 2018
1hr 10mins
Rank #12: Ep 88: What does the Trump Plan, Vacation Rentals and Bitcoin Mean for Your Taxes?

In this podcast I spoke to Grace Taylor of Gracefully Expat. After cutting her teeth in the big accounting firms she recently went solo and now helps individuals with expat finance and tax strategy.
We discuss:
- Misconceptions about the foreign earned income exclusion.
- The Trump tax plan.
- At what point you need to contact a tax professional that specializes in working with Expats.
- The Tax Free Tour - (vpro backlight documentary - 2013)
- Her transition to being self-employed.
- Tips for using vacation rentals as a perpetual tourist.
- The world's most prolific Airbnb owner has 881 properties in London and earns £11.9m a year
- How taxes work international vacation rental hosts.
- Court orders PayPal to give business account details to CRA
- The IRS Is Puzzled: Why Out Of 500,000 Coinbase Users, Only 900 Reported Gains Or Losses
Nov 20 2017
52mins
Rank #13: Ep. 72: How to Create a Freelance Transformation with Matt Inglot

Imagine you've come to grips with the fact that a soul-sucking job just cannot be your future any longer. So you start a business, it starts doing pretty well...then you realize you're stuck again—working your ass off and ultimately NOT living the life you'd planned on!
Matt Inglot is the creator FreelanceTransformation.com where he helps fellow consultants and creative services providers to earn more and to build their consulting business around their lifestyle.
Mar 14 2016
53mins
Rank #14: EP 85: Ka Sundance on traveling, unschooling and working your passion with your family.

Ka Sundance is a father of six who travels the world with his family while working on projects he loves. Sound too good to be true? In our chat he talks about how he is able to do this and why he thinks it is every parents responsibility to live their life to the fullest.
During the interview we discuss how he goes about educating his children while traveling, the problems with the normal schooling and career path, safety concerns while abroad and the techniques he teaches people for them to be able to make money doing something they love.
I think after listening to the interview you will agree that he is quite an inspiring guy. Check out all he has to offer at The Sundance Family website.
Aug 10 2017
59mins
Rank #15: Ep 98: Life and Real Estate Investing in Medellin, Colombia: Rich Holman from FAR International

On this 98th episode of the Borderless Podcast I spoke to Rich Holman, founder and president of FAR international. He first came down to Medellin, Colombia in 2006 and quickly realized that it was the place that he wanted to live. He also realized that there were no English speaking real state offices in the whole city. He decided to take the leap and at over 60 years old and with very limited Spanish he moved to Medellin and started his own real estate company. Now 12 years later, not only is his real estate company, FAR International, thriving with 4 offices and over 100 employees, but he has many other successful business ventures as well. He 's able to do all of this in a place that he considers to be the best city on earth.
Unfortunately, due to a computer problem only half the interview was recorded. Even so, I think there is some great information there for those thinking of being tail-blazers themselves.
Jun 10 2018
29mins
Rank #16: Ep 96: What you need to know about Internet Law in the Age of the GDPR

Have you heard of the GDPR or the General Data Protection Regulation?
Do you know what's behind the recent takedown of Backpage?
Richard Chapois a lawyer that has been practicing on the front lines of internet law for decades. I was able to speak to him about some of the recent regulation and what that will mean for small business and the world.
According to Richard, there is a global trend of governments fighting back against the tech companies. He believes this will result in what he calls "The Splinternet" where the internet will be drastically different depending on where you are geographically.
In addition we talk about what internet business owners need to keep in mind to stay in compliance with current and upcoming legislation. I found the interview to be fascinating and I think you probably will as well.
Thanks for listening!
We hope you enjoyed this podcast. If so, please leave a review here. It REALLY helps us out!
Don’t forget to subscribe to The Borderless Podcast on iTunes
Apr 24 2018
1hr 1min
Rank #17: Ep 89: Naresh Vissa, the Internet Marketing Extraordinaire

In this episode I spoke with Naresh Vissa about investments, read estate, location independence and internet marketing. We also talked about the Meet the Masters event and our take aways. There is a wealth of information in this one!
Jan 17 2018
58mins
Rank #18: Ep 93: Expat Tax and Life in Medellín with Vincenzo Villamena

In this episode I spoke to Vincenzo Villamena, founder of Online Taxman. We speak about a variety of subjects relating to international tax and good places to live as an expat. After this podcast I decided to work with Vincenzo for a little while and took off to Medellín. I hope you enjoy it!
The sponsor for this show is My Retirement Rehab. Click here and get a complete education in retirement in the new economyShow notes:
- I’m in Medellín! (0:30)
- My Wife’s $2-Million Dollar IKEA Desk (2:14)
- Carnival in Rio de Janeiro (5:00)
- We he decided to move overseas (6:36)
- Life in Medellín (13:13)
- Tax filing with Cryptocurrencies (16:40)
- The Foreign Account Tax Compliance Act (FATCA) (23:35)
- New strategies after the Trump tax plan (28:17)
- Renunciation trends (33:06)
- How to get started living internationally (35:00)
- Good ways to get remote income (39:40)
- Differences in life between New York and Medellín (42:20)
- Expatistan – Numbeo – Nomad List (46:23)
Thanks for listening!
We hope you enjoyed this podcast. If so, please leave a review here. It REALLY helps us out!
Don’t forget to subscribe to The Borderless Podcast on iTunes
Mar 11 2018
48mins
Rank #19: Ep 104: The Secrets to Building Business Credit with Ty Crandall from Credit Suite

For this podcast I interviewed Ty Crandall who is an internationally known speaker, author, and business credit and financing expert. He is the CEO at Credit Suitewhere he oversees the biggest business credit coaching operation in the United States.
Many entrepreneurs are not as aware of business credit as they should be. Business credit works almost exactly like personal credit but is based on your companies EIN (Tax ID) number instead of your personal Social Security Number. Getting credit through your business has many benefits. In fact, almost all businesses today are run with business credit and not using it will disadvantage you greatly. Business credit is available to non-US citizens and can be built in all countries where you can incorporate.
During the interview we thoroughly go over most of the important things you need to know when building business credit.
Click the below to get the free e-book How to Build Credit through Your EIN That is Not Linked to Your SSN.
Show notes:
What is Business Credit? (1:40) How you can get business credit without a personal credit check (4:10) Should all businesses start building credit as soon as possible? (7:00) How non-US citizens can use business credit. (13:00) The right kind of business entities for building business credit (15:45) Setting up the right address, phone number, website, e-mail address, references, bank accounts to build credibility. (17:20) What are the differences between virtual offices. (21:25) What are the first steps to start building your business credit. (23:48) How it normally takes to build your credit. (27:12) The differences between business and personal credit. (31:05) Do you have to continuously maintain your credit score. (32:20) At what point in the business life is it time to start building credit. (35:20) What happens if you cannot pay the money back. (37:00) Shelf corporations (40:05) Things to think about when naming your business (42:00) Credit repair (45:20) Crowdfunding (49:50)
Aug 27 2018
52mins
Rank #20: Ep 101: From the Nation State to Stateless Nations with Tom W. Bell

In this episode I spoke to Tom W. Bell.
Governments across the globe have begun evolving from lumbering bureaucracies into smaller, more agile special jurisdictions - common-interest developments, special economic zones, and proprietary cites. Private providers increasingly deliver services that political authorities formerly monopolized, inspiring greater competition and efficiency, to the satisfaction of citizens-qua-consumers. These trends suggest that new networks of special jurisdictions will soon surpass nation states in the same way that networked computers replaced mainframes. In his groundbreaking work Your Next Government?: From the Nation State to Stateless Nations, Tom W. Bell describes the quiet revolution transforming governments from the bottom up, inside-out, worldwide, and how it will fulfill its potential to bring more freedom, peace, and prosperity to people everywhere.
Jul 23 2018
53mins