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Ripple Effect

Pay Attention: History Is Rhyming

Loading ...Addison 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:

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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.)


Broad Market Rally Meet Narrowing Political Window

February 9, 2026 • Addison Wiggin

The Nasdaq logged its fourth straight down week, pulled lower by the “SaaSpocalypse” in software.

Goldman Sachs’ Software Basket fell 16% for the week. Hedge fund exposure to software shrank sharply, according to Prime Book data.

Lou Miller, Goldman’s global head of Equity Custom Baskets, told clients that buyers remained scarce even as the group entered oversold territory.

In the late 1990s, telecom infrastructure outpaced demand, pricing compressed, and equity valuations adjusted long before usage caught up.

Today’s AI buildout carries healthier balance sheets and real utility, yet capital intensity remains high, and patience wears thin when returns depend on perfect adoption curves.

Broad Market Rally Meet Narrowing Political Window
Correlation Breakdown

February 9, 2026 • Addison Wiggin

The week’s trading revealed that a rotation out of high-flying tech into defensive names is well underway. The Dow, which includes broader, non-tech-related stocks, is starting the week above 50,000 for the first time in its history.  

Correlation Breakdown
David v. Goliath in Davos

February 6, 2026 • Addison Wiggin

The most important moment in finance this week didn’t happen in a committee room or on cable television. It took place over coffee last week in Davos.

Brian Armstrong, the founder and CEO of Coinbase, was mid-conversation with former U.K. Prime Minister Tony Blair when Jamie Dimon stepped in, pointed a finger, and said, “You are full of s—.”

Dimon wasn’t debating crypto theory. He was defending deposits.

Armstrong had spent the week accusing large banks of leaning on lawmakers to kneecap digital-asset legislation that threatens their core franchise. Dimon, whose firm sits atop the U.S. deposit pile, heard enough. According to people familiar with the exchange, he told Armstrong to stop lying on television.

David v. Goliath in Davos
Bitcoin Gets Taken to the Woodshed

February 6, 2026 • Addison Wiggin

Bitcoin is now selling off at a pace last seen at bear-market bottoms in 2018 and 2022.

Our trading channel was buzzing yesterday. Traders are actively seeking the bottom and trying to plot a way back in!

Indeed, bitcoin is rebounding and back up to $68,000 in today’s trading. Nail-biting stuff.

Bitcoin Gets Taken to the Woodshed