Video Briefing

Wealthy Expat: Why Most Expats Regret Moving Abroad

Feb 13, 2026Video Briefing9:54Watch on YouTube

Moving abroad can improve taxes, lifestyle, safety, weather, education, healthcare, or personal freedom, but it does not automatically solve every problem. The better approach is to choose countries strategically, using each country for what it does well rather than expecting one destination to be perfect.

Many people who relocate from the United States, Canada, the United Kingdom, the European Union, or other high-tax countries choose the wrong destination because they expect the move itself to fix everything. They may move to Latin America, Mexico, Portugal, Dubai, the Dominican Republic, or another popular expat destination believing it will be paradise.

The problem is not always the country. The problem is often the expectation.

Every country has trade-offs. A place may offer better weather, lower taxes, cheaper property, or a more relaxed lifestyle, but it may also have worse traffic, weaker infrastructure, bureaucracy, safety concerns, cultural differences, or lower development standards.

The Dominican Republic example

The Dominican Republic is presented as an example of a country with both strong advantages and clear downsides.

It has a territorial-based tax system, similar to Panama or Paraguay, meaning tax is focused on locally sourced income. This can make it attractive from a tax perspective.

It can also be attractive for property buyers. In the area discussed, apartments may cost around $200,000 to $300,000, including two-bedroom apartments in closed-off communities. That may be difficult to find in many other countries at the same price level.

The advantages mentioned include:

  • Good weather
  • Strong beaches
  • Friendly people
  • Good food
  • Attractive real estate prices
  • Territorial tax treatment
  • Some areas with better development than other parts of Latin America
  • Punta Cana as a relatively safe expat-oriented bubble

But the country is not perfect.

In Punta Cana, traffic is described as chaotic. Large trucks may cut drivers off, people may walk on highways, and drivers may create lanes where no lane exists. Santo Domingo is described as even more chaotic.

The broader point is that a country can be attractive and still require adjustment.

Expat bubbles are normal

Many people who move abroad do not live like ordinary locals. They live in expat bubbles.

In Dubai, for example, a wealthy foreigner is unlikely to live in working-class areas of Sharjah or Ras Al Khaimah. They are more likely to live in places such as Dubai Marina, surrounded by other wealthy residents and international amenities.

The same applies in countries such as Panama, the Dominican Republic, or other expat destinations. Foreigners may live in private communities, send children to international schools, use private healthcare, and spend time mostly with other expats or wealthy locals.

This is not necessarily a problem. It simply means that the country someone experiences as a wealthy expat may be very different from the country experienced by ordinary residents.

Use countries strategically

The better way to think about relocation is to treat the world like a buffet.

A person does not need to choose one country for everything. They can choose different countries for different purposes:

  • One country for tax residency
  • One country for citizenship
  • One country for banking
  • One country for real estate
  • One country for safety
  • One country for healthcare
  • One country for nature
  • One country for lifestyle
  • One country for a backup plan

The mistake is looking for one perfect country. No country provides everything.

A person should ask what they actually value most:

  • Low taxes
  • Safety
  • Weather
  • Nature
  • Education for children
  • Healthcare
  • Real estate value
  • Banking
  • Crypto friendliness
  • Citizenship
  • Residency rights
  • Social life
  • Dating
  • Business opportunities
  • Political stability
  • Cultural fit

Once those priorities are clear, the person can choose countries that fit specific goals.

Dubai is not for everyone

Dubai is useful for certain goals, but it should not be chosen for the wrong reasons.

It may work well for someone who values:

  • Safety
  • Low tax
  • International schools
  • Wealthy expat networks
  • Banking and business infrastructure
  • Luxury real estate
  • A controlled environment

But it has trade-offs.

Dubai may not suit someone who wants:

  • Strong natural landscapes
  • A European-style lifestyle
  • Less multiculturalism
  • A traditional local community experience
  • A more organic or less artificial city feel

Dubai is described as extremely safe, but also strict, artificial-feeling to some people, and limited in nature. A person moving there for safety must accept those trade-offs.

Safety and dating can be misleading criteria

Two relocation criteria people often overvalue are safety and dating.

Some people choose a country mainly because of dating. For example, someone may want to move to Colombia because they are attracted to Colombian women. But that person also has to accept the country’s other realities, including safety concerns, infrastructure differences, and the need to be careful about where they go.

Others choose a country mainly because of safety. The UAE may be one of the strongest examples for safety, but someone choosing it for that reason must also accept strict laws, limited nature, and a more artificial environment.

The practical point is that one attractive feature should not override the full reality of living in the country.

Education and healthcare can be excellent if paid privately

A common concern about moving abroad is whether education and healthcare will be worse.

The transcript argues that wealthy expats can often access high-quality education and healthcare in many countries by paying privately.

International schools in places such as Dubai or Panama may include children from wealthy local families and expat families from the United States, Canada, the United Kingdom, France, Australia, Europe, and elsewhere. Children may learn multiple languages and grow up in an international environment.

Healthcare can also be strong when paid privately. Turkey is mentioned as an example, with a hospital-like facility offering a full-body check for under $1,000, compared with a claimed $20,000 to $30,000 cost in the United States.

The broader claim is that good healthcare and education are available in many places if someone can pay for quality.

Infrastructure is not always worse abroad

Some people assume poorer countries always have worse infrastructure.

The transcript challenges that assumption. Some roads in the Dominican Republic are described as better than roads in parts of the United States. Poland is also described as having better infrastructure and greater safety than the United States in some respects.

The practical lesson is not to judge countries only by reputation. Some places may perform better than expected in specific areas.

Citizenship is not the same as residence

Some countries are useful for citizenship but not necessarily for living.

Examples include:

  • Turkey
  • Caribbean citizenship by investment countries
  • Vanuatu
  • Serbia
  • Albania

A person who obtains Turkish citizenship may not plan to live in Turkey. Someone who obtains Caribbean citizenship may not plan to move to the Caribbean. Someone who obtains Vanuatu citizenship may use it only as an insurance policy or Plan B.

An EU citizen who obtains a Vanuatu passport may not use it for travel. They may use it as a backup outside the European Union.

The value of a passport may be strategic rather than lifestyle-based.

Examples of strategic country use

Switzerland is given as an example of a country someone may use for nature or short stays, but not necessarily for residence.

It may offer strong nature and a high-quality environment, but it also has strict rules, difficult residency, flat-tax options that may not suit everyone, and fines or regulations that some people may not want in daily life.

A person might visit Switzerland for a month to enjoy nature, without choosing it as their main residence.

Serbia is presented as another example. It is outside the European Union, more flexible in some ways, less regulated, and may offer citizenship possibilities. But it may not be as developed as a Western country, and some parts may feel rough.

Argentina and Turkey are mentioned as countries where citizenship may be easier or more accessible in some cases. Albania is mentioned as having residency and citizenship possibilities, as well as attractive taxation.

The key point is that each country should be evaluated for its specific role.

Accept the downsides before moving

The most important relocation principle is to accept the cons before making the move.

A person should not move to a country expecting it to be perfect. They should understand what they are gaining and what they are giving up.

Questions to ask before moving include:

  • What problem am I trying to solve?
  • Is this country actually good for that problem?
  • What downsides will I face daily?
  • Can I tolerate the traffic, bureaucracy, laws, culture, or safety issues?
  • Am I choosing the country for one emotional reason?
  • Am I thinking strategically or looking for paradise?
  • Will my family adapt?
  • Are the schools, healthcare, and lifestyle suitable?
  • Do I need to live there, or only use it for residency or citizenship?
  • Is this a real move or just part of a broader Plan B?

Practical takeaway

Most people regret moving abroad when they expect one country to solve every problem. The better strategy is to choose countries deliberately, based on specific goals such as tax residency, safety, education, healthcare, citizenship, banking, lifestyle, or asset protection.

No country is perfect. Dubai may be safe but artificial. The Dominican Republic may offer weather, beaches, and tax advantages but has chaotic traffic. Serbia may offer freedom and citizenship potential but less development. Switzerland may offer nature but strict rules and difficult residency.

A successful move requires accepting the trade-offs, using each country for what it does best, and building a lifestyle or Plan B around real priorities rather than fantasy.