The Perpetual Traveller Lifestyle

In 2010, for the first time in my life I jumped on a plane with my wife to leave the country I’d always called home, Australia, for a year of exploring, living and working abroad.

Back then it was a rite of passage – something to get out of my system before returning to my great job in IT to un-pause The Game of Life.

As we planned our return to Australia however, something didn’t feel right – it didn’t feel as though we were returning “home”.

It was during this time that I first met someone living the perpetual traveller lifestyle.

So What Exactly Is the Perpetual Traveller Lifestyle?

Surprisingly hard to define! Perpetual Travellers are, as they sound – individuals that are constantly on the move.

Perpetual Travellers are mostly interested in individual sovereignty, that they in and of themselves are “enough”, independent of any location or group of individuals that they were born into – that they didn’t actively choose to be part of. Ultimately, they’re highly independent.

It’s not uncommon for the name to be shortened to “PT”, which becomes increasingly ambiguous. Every individual considers it to stand for something different, but some popular meanings for “PT” include:

    • Perpetual Traveler
    • Permanent Tourist
    • Possibility Thinker
    • Post Tyranny
    • Privacy Tactician
    • Positive Thinker
    • Prior Taxpayer
    • Prepared for Tomorrow
    • Practically Transparent
    • Party Thrower
    • Priority Thinker
    • Paranoid Together
    • Passing Through

The theory many PTs go by is that most countries treat tourists far better than their own citizens, so rather than becoming a resident or a citizen in a country, they remain a tourist everywhere they go.

How Does One Become a Perpetual Traveller?

PTs typically subscribe to something called “Flag Theory”, where basing different aspects of their life in different countries and not spending too long in any one country enables them to escape from the many obligations of being a resident.

The concept of flag theory began in the 1964 novel, “How to Keep Your Money and Your Freedom“ by Harry D Shultz. It started with 3 flags, became known as “five flag theory“, and it has since grown to 7:

  1. Passport and citizenship – in countries that meet certain criteria, such as free movement of goods and people (through great visas).
  2. Legal residence – often in a country with low or no personal income tax.
  3. Business base – where you earn your money, ideally somewhere with low corporate tax rates.
  4. Asset haven – where you keep your money, ideally somewhere with no/low taxation of savings income and capital gains, and safe banks.
  5. Playgrounds – where you spend your money, ideally somewhere with affordable cost of living, low consumption tax and VAT.
  6. Digital security – where your digital documents, passwords, merchant accounts and business infrastructure is stored (ideally a country with strong privacy law).
  7. Digital assets – with growing acceptance of digital currency, where you store these assets will again come into play.
Georgetown in Malaysia is a popular home base for many PTs
Georgetown in Malaysia is a popular home base for many PTs

Fundamentally, It’s About Freedom

The “goal” is for each of these flags to be planted in a different country. Some PTs may even use multiple countries for each flag (2 passports for instance).

Few PTs seem to bother seting up all 7 flags. Typically PTs are extremely independent, so to conform to some sort of set list of flags that they must plant is unlikely to be high on their list – instead, they’re probably living a variation of flag theory that suits their needs and makes 100% sense to them.

What Sort of People Are PTs?

Perpetual travellers come from all walks of life. They may be a:

  • backpacker, travelling from country to country to pick fruit, banking in multiple countries out of convenience.
  • businesswoman with 3 companies, each in a different country due to consumer demand.
  • Canadian born dual-national with Irish heritage, now living in New Zealand doing some contract work.
  • a location independent entrepreneur living out of Thailand, banking in Singapore and running a company in the US.

It might sound like a major headache to get a 2nd or 3rd passport, but in reality it can help with living in, working in or travelling through different countries, not to mention during times of war or oppression.

As someone from “the lucky country“, I never understood the importance of a second passport, but as I’ve travelled and met people from all walks of life, I can see their points of view. I know many Brits looking for a second passport that will allow them to live in the European Union before Brexit happens and Americans desperately hunting a second passport, with newfound uncertainty in policies from Trump.

The idea of owning rental properties in Australia, Colombia, London and Warsaw might seem like a management nightmare, but to the PT doing the investing – they’re probably thinking about the diversified currencies they are earning – invaluable to someone that spends a lot of time travelling.

Driven PTs are probably the first ones to consider their home country bias, but not just their financial exposure. These PTs are diversified not only in assets, but in business, citizenship, residency and their digital footprint.

And then, some PTs are all about trying to be Jason Bourne, wanting to brag about having a passport with visa-free access to almost every country in the world and a bank account or 5 in each continent.

Other people that fit the PT mould have never even heard of the concept, stumbling into internationalization as a result of living and working overseas and probably have more “flags” than many self-proclaimed PTs.

Perpetual Travellers Accept The Situation

Described by Harry Browne as “The Burning-Issue Trap” in his book, How I Found Freedom in an Unfree World, many of us feel like we need to change the world to suit our views. Many issues seem too large to ignore, and we must spend our energy righting those wrongs.

…they’ve included such things as pollution, civil rights, overpopulation, drugs, conservation, communism, consumerism, women’s liberation, poverty, organized crime, law and order, disappearance of animal species, the sexual revolution, government solvency, pornography, educational problems, mental illness, privacy, high taxes, the Vietnam war, campus riots, the military-industrial complex, police brutality, and disarmament.

PTs are privileged in that they can benefit from the nuances of different countries…

  • Want to speed on the motorway? Go to Germany and do it legally.
  • Gambling illegal in the country where you live? Jump on a plane to a place where a hand of poker isn’t considered to be a bad thing.
  • From a country where women wearing a swimsuit isn’t accepted but need some sun? Go West.
  • Want to smoke a joint or 10? Catch a flight to Amsterdam for the weekend.

Prior to 1996, many Irish men and women became PTs as divorce was not allowed. Similarly, laws have brought many same gender relationships to countries where marriage is legal.

Rather than trying to campaign against something they believe in, PTs tend to change their surroundings to ones that suit their views.

This isn’t to say that PTs can’t take a stand against something they believe in – they certainly can. Only they tend to do so when participating makes them happy.

The Negative View

With great freedom comes great responsibility. It’s no surprise that some have abused their situation as PTs. Given the globally “heated” tax situation as well, there’s some understandable negative opinions on flag theory.

One of the extremely disappointing things you begin to learn while living, working and running businesses overseas is that with decreased regulation often comes shady individuals – and in more cases than not – a whole lot of people selling snake oil/misinformation.

The good news however, is that the days of doing illegal things with money are fast coming to an end. Perpetual travellers I’ve met are highly legitimate business people and likely to be more tax compliant than many everyday citizens who claim made up deductions for a measly deduction.

The irony is, while some people assume PTs are up to no good, by being able to drive fast in Germany and gamble in Macau, PTs don’t need to break laws to be their true selves. Instead they are simply clever about where they pursue their fun and games.

Digital Nomads: Half Baked PTs?

So we’ve established that PTs have great privilege in their ability to live the life they choose, 100% legally.

My biggest concern around flag theory is it’s growing popularity in the digital nomad community. While it is great that entrepreneurs are pre-disposed to “breaking the rules” when it comes to social norms and disruptive technologies, more and more appear to be operating with the logic of “what I don’t know won’t hurt me” when it comes to tax.

While we all need some blind optimism to build a successful business through the rough times, tax laws don’t take your lack of knowledge into account!

Most governments are broke, so they need as much revenue as possible. Where does revenue come from? Tax, duties, levies, fines and a heap of other synonyms for tax.

It has become easier to:

  • start a business online,
  • incorporate a company in a far away country,
  • open a digital bank account on a smartphone,
  • live in new communities established in cheaper and cheaper locations, and
  • access information on starting a business.

There’s a glaring omission here –  it remains just as (if not much more) complex to stay compliant. And in a lot of cases, there’s a huge amount of misinformation out there among digital nomads when it comes to tax. Perpetual traveller tax is complicated!

Slowly this is changing, especially given the work that sites such as Flag TheoryFreedom Surfer and Streber are doing to help.

But there’s still a long road ahead for simpler products that suit the needs of digital nomads growing businesses online and making sure they are tax compliant at the same time. If you’re an international tax lawyer wanting to start your own location independent business – this is an opportunity!

Hong Kong has become a popular location for many digital nomads to start a company
Hong Kong has become a popular location for many digital nomads to start a company

Perpetual Travelling Is Lifestyle Design at It’s Finest

At the crux of it, PTs are masters of lifestyle design. They look at countries as “service providers”, picking and choosing the best place to live, travel to, get health care, keep their savings, run their businesses and so on.

What I find so fascinating about the perpetual traveller lifestyle is that it seems to be a club, but within this club, there are very few similarities between its members.

For those looking to learn more about perpetual travellers, there are some interesting podcasts on The Voluntary Life:

Possibly the most inspiring PTs I’ve come across in my research is Paul and Vicki Terhorst. There is a great article on why they become PTs, but more importantly their webpage shows you their attitude towards life and what they value.

Are you a PT? I’d love to learn about how you discovered perpetual travelling and what encouraged you to live this lifestyle! Please leave a comment on this post or contact me on Twitter!

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