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How Wealthy Individuals Legally Dodge Taxes

  • Akshay Datta Kolluru
  • May 22
  • 3 min read

A basic graphic visualizing taxes.


In today’s America, the gap between the rich and the rest isn’t just a matter of hard work and skill; it's also about access to a different set of financial rules. Millionaires and billionaires often use legal but highly strategic loopholes to avoid taxes. While technically lawful, these practices raise serious questions about fairness throughout the U.S. and other countries with similar tax structures.


The Borrowing Loophole: Living Tax-Free


One of the most common tax loopholes the ultra-wealthy use is the borrowing loophole, which is possible because of how the U.S. tax code is structured. Instead of selling their assets worth millions of dollars, like stocks or real estate, which would trigger capital gains taxes, they use those assets as collateral to take out loans for large sums of money. These loans often come with incredibly low interest rates because they are considered low-risk loans, since the borrowers are incredibly wealthy and have a lot of collateral on the line. For billionaires, it’s much cheaper to pay interest on the loans, which are not considered as taxable income, than to straight up sell their assets and pay capital gains taxes.


This means that someone can technically earn nothing on paper, pay little to no taxes, and still have access to millions or even billions of dollars. This strategy allows the wealthy to maintain their lifestyle without ever realizing their gains in a way that would show up on a tax return. This works especially well for high-ranking individuals in companies, as oftentimes, they are compensated with shares in the company. A good example of someone utilizing this loophole would be Elon Musk. The majority of his wealth comes from stocks, as he holds top positions in multiple companies, including Tesla, one of the most popular electric car companies in the U.S. Yet, despite his incredible wealth, he virtually pays no taxes to the government, showing how strong this loophole is. Musk is just one of many billionaires that saves a lot of money from not paying taxes.


Why should we care?


These kinds of financial strategies and working around the tax code make rich people even wealthier. While regular working-class and middle-class Americans pay taxes on nearly every dollar they earn, the ultra-wealthy can legally escape the system using the borrowing loophole and other proven methods, saving them millions or even billions of dollars. Although the borrowing loophole is not the only loophole that is used in the U.S., it is the most popular among the rich because it’s easy to understand, especially compared to the other loopholes in the tax code, and it doesn’t take a lot of effort to get the necessary loans. 


Why the System Favors the Rich


What makes these loopholes possible is a combination of financial complexity, access to elite tax advisors, and a legal framework designed around income, not assets. Most Americans earn wages or salaries, types of income that are taxed at relatively high rates in the U.S. The wealthy, on the other hand, often hold wealth in assets, which are only taxed when sold. In fact, sometimes, they are not taxed at all, thanks to creative financial planning on their part.


These methods aren’t illegal, and that’s the key issue. They represent a set of legal advantages that only a small fraction of people can access, usually those with the resources to hire accountants, lawyers, and financial planners who understand how to navigate the system.


Conclusion


The result is a system where wealth begets more wealth, and those at the top can grow their fortunes without facing the same rules that apply to everyone else. These legal loopholes don't just protect wealth; they also make it easier to gain wealth. Meanwhile, those without the same access fall further behind because of having to pay a larger share of their income in taxes.


While the idea of success and wealth is deeply tied to the American Dream itself, the reality isn’t really like this. The legal strategies used by rich individuals create an uneven playing field, one where hard work alone is no longer enough to get ahead. Those with more resources and knowledge about the tax system and its loopholes have huge advantages, which leads to them saving a lot of money. There are many tax loopholes for the middle and lower classes to use as well. However, in these classes, they are used much less, and the loopholes do not make as much of a difference to their wealth.

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