Video Briefing

Wealthy Expat: What I’ve Learned Traveling to 60+ Countries (10 Lessons)

Jan 22, 2022Video Briefing21:11Watch on YouTube

Traveling across many countries can change how a person thinks about lifestyle, residence, citizenship, money, safety, culture, and personal freedom. The main lesson is that travel does not have to mean choosing one perfect country forever. It can be used to build different lifestyles, test different places, and create several bases or backup options around the world.

You do not need to choose one country forever

One major lesson from long-term travel is that a person does not need to pick one country, one city, and one permanent lifestyle.

Different countries can support different versions of life. A person may live one way in Thailand, another way in Dubai, another way in Ukraine, Poland, Sweden, Copenhagen, or another part of Europe.

Climate, culture, cost, routine, and environment can change how a person lives. For example, life in Stockholm in February at -15°C is very different from life in Dubai at 25°C with sun, outdoor exercise, and warm weather.

A person may structure life in several ways:

  • Three months in one country, three months in another, and three months elsewhere
  • Six months in one country for tax residency, then six months traveling
  • One main base with several secondary bases
  • Different countries for different seasons or lifestyles
  • Different locations based on business, family, health, or tax goals

Families can also travel if they structure it carefully. Some families use online tutors, traveling tutors, nannies, remote work, or business offices in multiple countries to make mobility possible while raising children.

Have a main base and several Plan B bases

Travel does not mean having no structure.

A useful model is to have one main base and several backup bases. A main base may be where the person has:

  • Bank accounts
  • Company structure
  • Apartment or home
  • Financial life
  • Tax residence
  • Main routine
  • Personal or business infrastructure

Dubai and the UAE are used as an example of a main base because they can provide banking, company setup, residence, housing, and low-tax living.

But a person can also build Plan B bases elsewhere. Examples mentioned include:

  • St. Kitts and Nevis
  • Other Caribbean countries
  • Eastern Europe
  • Mexico
  • Panama
  • Portugal
  • Turkey
  • Malaysia

The point is to create options. If conditions worsen in one country, a person has another country where they can legally live, bank, invest, or spend time.

Most people are helpful

For people afraid of international travel, one lesson is that most people encountered abroad are kind, helpful, and welcoming.

An example is given from Cyprus, where an older Greek-speaking couple hosted the traveler in an apartment attached to their home. They did not speak English well, but they cooked meals, brought tea, helped when he was sick, and tried to make the stay comfortable.

The practical lesson is that language and cultural differences do not automatically make travel unsafe or hostile. Many people respond positively when a visitor shows interest in their country.

However, caution is still necessary. Travelers should avoid objectively dangerous places, research destinations, understand where help is available, avoid wearing expensive jewelry in areas with petty crime, and use common sense.

Speaking languages creates deeper connections

Speaking multiple languages can make travel easier and more meaningful.

The transcript mentions English, Spanish, German, and Russian as useful languages learned through upbringing, sport, relationships, and time abroad.

Even basic words can help. Before visiting a country, it is useful to learn:

  • Thank you
  • Please
  • Hello
  • How much is this?
  • Can I have the bill?
  • Basic numbers
  • Basic greetings
  • The local alphabet, where relevant

This can be especially useful in countries using Cyrillic, such as Serbia, Bulgaria, or Russia.

Speaking even a little of the local language can change how people respond. People may become more open, friendly, and connected when speaking their own language instead of English.

National identity is less important than chosen connection

The transcript argues that nationalism and automatic pride in a birth country can be limiting.

The view presented is that a person does not need to feel attached to a country only because they were born there. Instead, a person can feel connected to places that match their values, interests, language, lifestyle, or goals.

A person may feel more connected to a country where they chose residence, bought citizenship, built a business, contributed economically, learned the language, or built a meaningful life.

Examples mentioned include:

  • Being a Dubai resident because of business and economic contribution
  • Holding St. Kitts and Nevis citizenship because it was chosen and earned through work
  • Feeling connected to Italy because of learning Italian or loving Italian culture

The broader point is that connection can be chosen, not only inherited.

Going too cheap often backfires

Another travel lesson is that choosing the cheapest option can create problems, especially for people who can afford better.

Examples include hotels, apartments, food, experiences, and internet quality.

A cheap apartment with poor Wi-Fi or bad location may cost less upfront but waste time, create stress, and lead to paying more later. One example involved choosing a cheaper apartment in Budapest for about $40 per night instead of a better apartment for about $150 per night. The cheaper option was so poor that the person left after two hours and booked the more expensive place anyway.

The advice is not to choose the most expensive option blindly, but to avoid false savings.

Useful criteria include:

  • Better Wi-Fi
  • Better reviews
  • Better location
  • Better safety
  • Better comfort
  • Better service
  • Higher quality experience

For example, a desert safari in Dubai may be a much better experience at $150 than at $20, where the cheaper option may be crowded and lower quality.

Be careful buying property in unfamiliar markets

Buying property abroad requires serious research.

The transcript gives the example of almost buying an apartment in Batumi, Georgia, before 2020. The building was supposed to be completed in May 2020 but was still unfinished later.

The warning is that property decisions should not be based only on:

  • Advertising
  • Attractive salespeople
  • YouTube recommendations
  • Friends saying a market is booming
  • Claims about the “best development”
  • Pressure from agents
  • Promised rental yields
  • Emotional excitement

Before buying, a person should study:

  • The city
  • The local market
  • Developer reputation
  • Completion risk
  • Rental demand
  • Realistic resale value
  • Whether they will actually use the property
  • Whether the rental yield is real
  • Whether the property may sit empty
  • Whether the buyer understands local law and market behavior

Examples are mentioned of people buying condos in Thailand or other countries because a partner or friend encouraged them, then later being stuck with the property.

Even wealthy buyers should avoid rushed decisions. A small mistake may not destroy them financially, but it can still create an unnecessary problem.

Always carry cash in less developed places

In some countries and regions, card payments are not always accepted.

Examples mentioned include Greece, Albania, and Montenegro. In tourist areas or less developed places, restaurants may require cash even when the traveler expects to pay by card.

One example involved eating at a restaurant, discovering that cards were not accepted, leaving an ID with the restaurant, walking 20 minutes to an ATM, then returning with cash.

The practical lesson is to carry cash in countries where payment systems may be less developed. In Dubai, cash may rarely be needed, but in off-the-beaten-path locations, it can prevent problems.

Learn basic culture, geography, and history before arrival

Before visiting a country, it helps to learn a little about its culture, geography, history, cities, language, and people.

The transcript recommends watching country explainers, including channels such as Geography Now, before visiting a new destination.

Basic knowledge helps a traveler:

  • Understand the country better
  • Avoid obvious cultural mistakes
  • Talk to locals more naturally
  • Feel less like an outsider
  • Recognize important places
  • Build rapport with people

An example is Montenegro’s Lovćen mountain and national park. Knowing a local landmark like that can help in conversation because it shows genuine interest in the country.

A traveler does not need to study for hours, but even a small amount of research can create a better experience.

It is acceptable not to like a country

Not every popular country will suit every person.

The transcript gives Bulgaria as an example of a country the traveler personally did not enjoy, despite its popularity with some people in tax and relocation circles. Sofia, beach towns, apartments, and the overall experience did not appeal to him.

That does not mean Bulgaria is objectively bad. It may be ideal for someone else.

The same applies to Dubai, St. Kitts, the UAE, or any other country. A destination can be popular, tax-friendly, beautiful, or highly recommended and still not fit a person’s preferences.

The practical lesson is to accept personal differences. A person does not need to like a country just because others praise it, and they should not feel guilty for disliking a popular place.

Practical takeaway

Long-term travel is most useful when treated as a way to test lifestyles, build options, and understand the world more directly.

The main lessons are:

  • Do not assume one country must solve everything.
  • Build one main base and several backup bases.
  • Learn basic local language and culture.
  • Spend enough money to avoid false savings.
  • Research property markets before buying.
  • Carry cash in less developed places.
  • Understand that most people are helpful, but still use caution.
  • Choose countries based on personal values and practical goals.
  • Accept that some destinations will not suit you.

Travel can be used not only for tourism, but for residence planning, tax planning, citizenship strategy, business expansion, family lifestyle, and personal freedom.