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Trump’s Business Brilliance: How to Turn $37.2 Billion into $5 Billion Without Breaking a Sweat

By Artie Facts, Financial Historian at the University of Make-Believe


In a stunning reaffirmation of his world-renowned business acumen, former President Donald J. Trump once again proves that you don’t need to understand compound interest when you’ve got charisma, casinos, and Chapter 11.

Let’s rewind. In the late 1970s, Trump inherited an estimated $400 million (adjusted for inflation) from his father, Fred Trump, a real estate mogul and frequent check-writer. Now, any ordinary fool with a calculator, a modest understanding of index funds, and no access to gold-plated toilets could have simply plopped that $400 million into a boring S&P 500 fund averaging 10.6% annually. After 45 years, that investment would have magically grown to a jaw-dropping $37.2 billion.

But Donald Trump is not just any ordinary fool.

No sir. Trump took that $400 million and alchemized it into… $5 billion (maybe, depending on who’s counting and whether bankruptcy court has weighed in yet). That’s right: he generated 13% of the wealth of a basic index fund return, all while starring in a reality show, launching a defunct university, and building casinos so unlucky they couldn’t even gamble their way to solvency.

🏦 Investing Is for Losers

Let’s be honest—what’s the fun in compounding interest when you could instead:

  • Buy an airline. Run it into the ground. Brag about it anyway.

  • Open a steak brand sold exclusively via The Sharper Image.

  • Mortgage your name to nearly every bad idea in hospitality since the Continental Congress.

  • Launch a social media app that works about as well as a fax machine in a hurricane.

This is the Trump way: why make money passively when you can actively hemorrhage it with flair?

📉 Math Is Fake News

To critics who point out that simply doing nothing would have increased his wealth by over 5 times, Trump replies:

“Nobody does nothing better than me. But I chose action. Tremendous, powerful action. Failure is just an alternate form of success.”

He’s right, of course. In the Trump business model, losing billions isn’t failure—it’s branding. He didn’t go bankrupt, folks. He “restructured for maximum flexibility.” Trump Hotels didn’t tank—they courageously surrendered to market forces.

And remember, this is a man who once bragged about avoiding taxes because he’s “smart.” Never mind that the IRS might not agree; true brilliance lies in declaring losses so vast that they echo across fiscal years like ghostly write-offs.

đź’ˇ The Takeaway

So what can we learn from President Trump’s business legacy?

  • If you want to outperform Donald Trump, literally do nothing.

  • Don’t bother with risky investments. Just be born to a wealthy father and leave the money alone.

  • If you fail spectacularly, make sure you do it with gold trim, a branded water bottle, and a helicopter flyover.

In the end, Donald Trump has given the American people a priceless lesson in economics:

You, too, can underperform the market by billions—if only you try hard enough.


Coming next week: “How Trump Could Have Been a Trillionaire by Collecting PokĂ©mon Cards Instead.”

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