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Ripple Effect

Pay Attention: History Is Rhyming

Addison WigginAddison Wiggin

June 20, 2025 • 1 minute, 59 second read


dotcomStock Marketvaluation

Pay Attention: History Is Rhyming

In science and technology, progress is linear, marked by trial and error, and innovation is built on “what works.”

In politics, history and love, we humans never seem to learn.

In financial markets, it’s easy to see why people like to say history rhymes.

No matter how sophisticated or automated markets get, they’re still built by humans – meaning they’re built to oscillate between fear and greed, whether they know it or not.

The relentless retail buying we’ve seen in recent weeks feels like greed. But we’ve already had a big selloff and markets at high valuations.

Overlaying the S&P 500 in 2025 with 2008 shows a remarkable similarity so far:

Turn Your Images On

In 2008, the market selloff was driven by a collapsing housing market and an insolvent banking system. In 2025? Who knows, perhaps a revolt against high debt, pushing interest rates higher at a time when they should be moving lower.

Markets are always prone to pullbacks at any time, and for many short-term reasons. But avoiding big losses in a bear market can significantly improve your lifetime investment returns.

It may be time to take a page from Warren Buffett’s playbook by reducing some positions and raising some cash. Given the current yield on cash, that’s not a bad idea. And it’s not too late to add to hard asset positions such as gold and silver.

~ Addison

 

P.S.: Looking for small-cap companies that are driven by fundamentals and not just retail sentiment? Join our Fraternity!

Each week, we explore more interesting investment ideas, often brought by our contributors and special guests.

For instance, in yesterday’s Grey Swan Live! with Chris Mayer, we explored some of Chris’s top investment ideas, including some of the best value plays in countries such as Sweden and Poland.

For U.S. investors, tread lightly – these companies can only be bought on the pink sheets, where volume is light and prices can swing wildly. But if you’re looking for value now, going overseas may be just the place to do it.

Meanwhile, you can also join our Portfolio Director Andrew Packer at the Rule Investment Symposium in Boca Raton on July 7-11, 2025. Click here to attend and meet your future cutting-edge resource investments face-to-face.

As always, your reader feedback is welcome: feedback@greyswanfraternity.com (We read all emails. Thanks in advance for your contribution.)


The Shock Return of the “Debasement Trade”

August 21, 2026 • Addison Wiggin

A seemingly innocuous $2 billion Treasury announcement… economic warfare in Iran… and boom! A $1.3 trillion move in gold and silver.

The Shock Return of the “Debasement Trade”
Copper’s Clear Signal

August 17, 2026 • Addison Wiggin

Copper and resources are sending us a cleaner market signal than AI stocks.

Channeling Ludwig von Mises, we observe this morning that price is not just a number; it’s information. Price reflects what buyers and sellers collectively believe: demand, scarcity, fear, speculation, disappointment, future expectations and available supply.

When prices rise, and inventories fall at the same time, the message is usually straightforward: buyers need the stuff, and there is not enough of it.

Copper’s Clear Signal
Market Crash Insurance Is Cheap

August 14, 2026 • Addison Wiggin

A low VIX does not predict disaster. It measures complacency. A serial skeptic will read it as the calm before a storm. We shook off that feeling this morning and opted to pursue an opportunity instead.

Here goes:

A VIX reading below 15 means the market is not pricing in much near-term trouble, even though there are obvious risks still sitting in the room: Iran, oil prices, memory chip speculation, circular financing, high valuations, epic high concentrations, spiking long-term interest rates, a regime change at the Fed, a meltdown in Japan and a historic deficit and rising national debt.

Market Crash Insurance Is Cheap
Beware: Financial Innovation In AI

August 13, 2026 • Addison Wiggin

Money is not flowing in a clean, straight line from outside investors to productive businesses. The firms at the top are investing in and buying from each other.

Microsoft and OpenAI are the easiest examples to follow.

Microsoft says OpenAI has contracted to purchase an additional $250 billion in Azure services, while Microsoft continues to account for $13 billion in funding commitments to OpenAI as an investment.

Beware: Financial Innovation In AI