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Roger Ver, who ironically for this thread is a crypto currency investor, renounced his US citizenship to avoid paying taxes and was repeatedly denied entry into the US afterwards. He will most likely never be able to visit his family in the US again.

This doesn't appear to be true.

> In 2015, he was denied a visa to reenter the United States by the U.S. Embassy in Barbados, which claimed that he had not sufficiently proven ties outside of the United States that would motivate him to leave at the end of his visit, causing fears he might become an illegal immigrant.[8][7][9] Later in the same year his visa was approved by the U.S. Embassy in Tokyo, and he visited the United States in June 2016 to speak at a conference in Denver, Colorado.[10][6]

One good anecdote deserves another. One of my friends from my military days was jaded and renounced his citizenship. He was here to visit last winter. He spent about a month with us.

If you're rich enough, you can fly your family and friends out to any tropical paradise whenever you want. No need for you to visit the US unless you have a strong emotional attachment to some specific location.

if you are rich enough you can also just pay taxes and keep a passport that allows visafree travel mostly anywhere and not have to force people to fly to a different country to see you.

Its a fun thought experiment for sure but ultimately if you're at the level of wealth that running from the taxman gets you huge gains, either you have other problems (like being some sort of druglord) or you have enough money to also just pay taxes

Sure, if I had to choose between maintaining a complicated tax avoidance scheme for the rest of my life and just paying taxes, I would probably just pay my taxes and sleep easy.

But it seems that a lot of people disagree. Either you and I are massively underestimating the benefits of tax avoidance, or these people have some sort of knee-jerk reaction to the very concept of taxation that makes them try to avoid taxes even if it involves a lot of hassle. The latter would not be surprising for a diehard libertarian.

If you have enough money to pay a tax-hiding-specialist, then it's no longer a hassle, it's just another person you pay to take care of your stuff - perhaps analogous to a nanny or butler.

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