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The Art of the Leech: How America’s Best and Brightest Turn Tax Codes into Suicide Notes for the Rest of Us

Buck Valor
Written by
Buck ValorPersiflating Non-Journalist
Thursday, June 26, 2025
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A dark, satirical oil painting of a skeletal billionaire in a tuxedo, sitting atop a mountain of gold coins that is slowly turning into ghost-like vapor. In the background, a crumbling city with 'IRS' signs falling off buildings. The style is reminiscent of Goya but with a cold, modern corporate office lighting.

There is a peculiar myth in the United States, usually peddled by people who wear polyester suits and think a 401(k) is a personality trait, that paying taxes is a civic duty. It is a charmingly naive sentiment, right up there with the belief that the person at the DMV actually cares about your registration or that your elected representative knows your name for any reason other than a fundraising list. In reality, taxes are for the small-minded, the unimaginative, and the unfortunate souls who lack the foresight to hire a fleet of lawyers whose primary function is to make large sums of money disappear into the administrative ether. As it turns out, American investors have discovered that the only thing more profitable than making money is the elaborate, multi-billion-dollar industry dedicated to ensuring the government never sees a single cent of it.

Let us contemplate the majesty of the ‘Buy, Borrow, Die’ strategy, the holy trinity of modern American wealth preservation. It is a masterpiece of economic nihilism. First, you buy assets—stocks, real estate, perhaps a small island or a politician. You watch as their value inflates like the ego of a tech mogul. But heaven forbid you actually sell those assets. Selling is for the desperate. Selling triggers a capital gains tax, a concept that the wealthy find as offensive as a public bus. Instead, they borrow against those gains. They take out massive loans using their bloated portfolios as collateral. Because loans aren't 'income,' the IRS stands there like a confused golden retriever, wondering where the money went. The investor spends the loan on a lifestyle that would make Caligula blush, all while technically living in 'poverty' on paper. Then, they simply wait for the sweet embrace of death. Upon their passing, the 'step-up in basis' rule kicks in, effectively wiping out the tax bill for their heirs. It is necro-capitalism at its finest: a system where the only thing that dies besides the billionaire is the public treasury.

The political theater surrounding this is, as expected, a masterclass in performative idiocy. On the Right, we have the usual gaggle of mouth-breathers shrieking about 'taxation is theft' while they happily collect subsidies for their failing agribusinesses. They treat the tax code as a holy text of liberty, provided it only liberates the people who already own everything. On the Left, we have the 'Tax the Rich' choir, led by people whose designer gala dresses probably cost more than the average constituent’s annual medical bills. They scream for equity and fairness, yet their own campaign coffers are filled by the very wealth managers who specialize in making sure that 'equitable' share never leaves the offshore account. It is a delightful cycle of hypocrisy: one side creates the loopholes, the other side fundraises off the outrage, and both sides go to the same cocktail parties in the Hamptons while the infrastructure of the country slowly dissolves into a puddle of rust and broken promises.

Then there is the wealth management industry itself—a parasitic layer of society that adds exactly zero value to the human experience. These are not 'advisors' in any traditional sense. They are the high priests of obfuscation. They spend their days crafting 'Family Limited Partnerships' and 'Grantor Retained Annuity Trusts,' structures so complex they make the internal logic of a schizophrenic seem coherent. The goal is simple: to transform money from a tangible tool for societal maintenance into a ghost. In this realm, 'unrealized gains' are the ultimate Schrodinger’s Cat of finance. They are real enough to buy a third vacation home, but nonexistent enough to avoid funding a school lunch program. It is a beautiful, shimmering lie that we all agree to pretend is a legitimate form of economic activity.

Why does this persist? Because the alternative requires an admission that the American Dream is actually a sophisticated shell game. To fix the tax code would be to admit that the labor of a nurse or a teacher is fundamentally less valued by the state than the passive accumulation of digits on a screen. But we can’t have that. We need the illusion that anyone can make it, even as the ladder is being hauled up and converted into a tax-deductible charitable donation. The average American investor doesn't need a guide to escaping taxes; they just need to be wealthy enough to hire the people who wrote the map. For everyone else, there’s the joy of watching your paycheck get devoured by a system that views you as nothing more than a battery for a machine you aren’t allowed to own. It’s not just a booming industry; it’s a suicide pact signed in gold ink. And the best part? You’re the one paying for the pen.

This story is an interpreted work of social commentary based on real events. Source: The Economist

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