Why I Left the United States and Why You Should Consider a Second Passport

Hey there,

Today, I want to share something deeply personal, something that has reshaped my life in ways I couldn’t have imagined. This is the ultimate reason I left the United States, and why you, as an entrepreneur or investor, should seriously consider getting a second passport and diversifying your life.

Over a decade ago, I started traveling the world, immersing myself in different cultures, and meeting incredible people. This journey wasn’t just about seeing new places; it was about learning and growing, which ultimately shaped who I am today.

About four to five years ago, I made the decision to leave the United States for good. I’ve only been back a handful of times since then. Now, why would someone make such a drastic move? Also, why are so many Americans giving up their citizenship?

There’s a lot of chatter about this. News outlets from the New York Times to the BBC have covered it extensively. High taxes, FATCA regulations, and financial burdens are often cited as reasons. But what they don’t talk about is what I’m going to share with you today.

In the United States, there’s a polarized political climate. You’re either in the “Make America Great Again” camp or labeled a communist. There’s little room for independent thought. If you believe in free markets, lower taxes, and respect for hard work, but also value freedom and independent thinking, you’re in a tough spot.

The biggest gain from leaving the U.S. isn’t just about saving money on taxes. Yes, there are strategies for Americans living overseas to minimize their tax burdens, but it’s not about that. It’s about peace of mind.

Living overseas and complying with U.S. tax laws is exhausting. The endless paperwork, the regulations—it was a constant headache. America’s regulations are nuts compared to Asia. In the U.S., you need a permit just to sell water on the street, while in Thailand, people can sell pretty much anything to make a living. We call America the land of the free, but it’s not as free as you think when everything is regulated to the nth degree. But more than the rules and paperwork, it was the principle of the thing. Being part of a system that felt increasingly restrictive, and overbearing was draining.

The turning point for me was the “America First” policy. The idea that the U.S. government would prioritize its own interests to the detriment of global business was the final straw. It wasn’t just about the taxes or the rules; it was about freedom. Freedom to do business globally without fear of penalties or restrictions.

For me, the ultimate benefit of leaving the U.S. was gaining peace of mind. I no longer had to worry about the next tax law change or regulatory hurdle. I could focus on future business and investments without the constant fear of what might come next.

So, what does this mean for you? If you’re a U.S. citizen or from another highly regulated country, consider diversifying your life. Get a second passport. (We will cover this more in future letters) Explore global business opportunities. The world is becoming increasingly interconnected, and having the freedom to operate without restrictive national policies is invaluable.

If you’re ready to take the leap, reach out. Let’s help you find that peace of mind and freedom that comes with being a global citizen.

Stay adventurous and free,

Thomas Dean

The Passport Bro Chronicles