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Beneath the Surface

Should We Really Be Piling Into Equities and Options?

Loading ...John Rubino

June 18, 2025 • 3 minute, 15 second read


Marketsvaluation

Should We Really Be Piling Into Equities and Options?

“It is remarkable how much long-term advantage people like us have gotten by trying to be consistently not stupid, instead of trying to be very intelligent.”

– Charlie Munger

June 18, 2025 — First, a review of some key economic data.

Auto prices have soared in the past decade, while auto loan interest rates have more or less doubled in the past two years. The result: hugely expensive “car mortgages” and spiking loan delinquencies:

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But as ominous as auto loans seem, they pale next to credit cards and student loans, where delinquencies have gone parabolic.

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Over in commercial real estate, offices continue to empty out:

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Banks, which own a lot of the resulting bad office building paper, will have to report big losses in the year ahead:

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Not surprisingly, given the above, workers are getting worried. The share of American employees with a positive view of their employer’s business outlook over the next 6 months is now 44.1%, a record low.

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Worried workers translate into concerned consumers, who now assess their current financial situation, when compared with 5 years ago, as the worst since the 1980s.

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So why then are we piling into equities?

Continued Below…

Porter Stansberry: “I met with Trump’s biggest backers… they’re scooping up these ten stocks”

I recently met with one of Trump’s longest-serving advisors.

We helped put together a plan to help investors capitalize on Trump’s election.

And we found out these 10 stocks are the most likely to boom…

But you’ll miss out on the gains if you don’t get in before January 20.

Go here now to find out the names of these ten stocks.

The global “Buffett Indicator” (equities market cap to GDP) is at imminent-crash highs, implying a wild level of investor overconfidence.

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Looked at another way, the proportion of investible capital currently in equities — the riskiest major sector — now dwarfs what is in bonds and cash.

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But for a growing number of “investors,” equities aren’t volatile enough. Option trading — especially 0-day contracts that expire by end-of-day — is soaring.

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The most likely resolution?

Faced with souring loans, banks will tighten their (already tight) lending standards. Borrowers stuck with unmanageable debts won’t be able to refinance and will have no choice but to default.

Equities, wildly overvalued and over-owned, will do what they usually do in that situation: plunge by 40%.

In retrospect, it will all look so obvious.

John Rubino
Substack & Grey Swan

P.S. from Addison: Tomorrow, at 11 a.m. ET, Chris Mayer joins us for Grey Swan Live! When I reached out to him earlier this week, I was not at all surprised to find him excited about investing in Sweden.

As his publisher, we traveled together on many of the excursions he curated for his bestselling travel & investment book The World Right Side Up, including Dubai, Mumbai, Sao Paolo, Bogota, Buenos Aires… and the Pacific coast of Nicaragua.

During our missions, we adapted quite nicely to absurdistan—the state of being cooped up in otherwise luxurious accommodations while flying around the globe.

Among other topics, we’ll get a rundown of his investment strategy at Woodlock House, a “family” office founded to solve one problem: “How to invest our family wealth without turning it over to Wall Street and to people who do not have ‘skin in the game’?”

Chris’ insights after a career of global travel and investment are quite entertaining. They have to be if you’re stuck on a 787 jumbo jet from New York to Doha, Qatar, while en route to Mumbai, India. There’s a lot of free time for meandering conversations about all kinds of things: family, history, philosophy… and investing, too.

Meanwhile, our Portfolio Director, Andrew Packer, will be attending the Rule Investment Symposium in Boca Raton, FL, July 7-11, 2025. Click here to view the stellar speaker lineup and learn how you can attend.

Your thoughts? Please send them here: addison@greyswanfraternity.com


The Hindenburg Five

February 24, 2026 • Addison Wiggin

The stock market “rebalancing” is a polite way to put it. Energy and health care are getting a healthy boost. But tech hardware and software makers are still getting dressed down and have been asked to report to the principal’s office.

The great rotation underway has triggered a series of “Hindenburg Omens.” Five have occurred in recent weeks.

The Hindenburg Five
Piercing The Veil

February 23, 2026 • Addison Wiggin

The S&P 500 has traded in a 3.7% range over the past two months — less than half the 20-year median of 8.6%. One of the tightest ranges in modern history.

In trader parlance, the indexes are “flat,” a setup that often materializes before a sell-off at the top after a multi-year bull market.

Goldman Sachs told its own traders to be aware that institutional trading activity resembles a VIX reading near 35. Rather than a reading of 20, where the VIX has been trading over that same 2-month period.

The U.S. software ETF, IGV, tested its April 2025 lows last week and trades roughly 35% below its peak. The “SaaS-pocalypse” in software companies reflects the fear of Citrini’s 2028 scenario happening in real time.   That divergence now exceeds the spread seen at the peak of the Great Financial Crisis.

Under the surface, the “great rotation” we wrote about last week is threatening to widen.

Piercing The Veil
Oh. Canada

February 23, 2026 • Addison Wiggin

Despite its overly-educated 40-million-plus population, on a GDP per capita basis Canada is null. Collectively, the Great White North would rank as America’s second-lowest state, coming in above Mississippi, but below Alabama.

Oh. Canada
Matt Milner: SpaceX + xAI: What It Means for You

February 20, 2026 • Addison Wiggin

SpaceX is the most valuable private startup in history — and if its success continues, it might become the most valuable public company in history.

After all, as Musk famously said in 2023, “I have never lost money for those who invest in me and I am not starting now.”

For investors, SpaceX has been a wild, joyful ride — and now the journey continues!

Matt Milner: SpaceX + xAI: What It Means for You