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Ripple Effect

AI’s Dotcom Moment?

Addison WigginAddison Wiggin

June 30, 2025 • 2 minute, 27 second read


dotcom boomstock market valuationvaluation

AI’s Dotcom Moment?

We’re skeptical of high market valuations. Since the launch of ChatGPT in late 2022, markets have soared higher, largely thanks to a surge in large-cap tech stocks.

By any conventional valuation metric, markets are overvalued. But the real question is, how much further could stocks get before they finally peak?

While history doesn’t repeat, it sure does rhyme. And currently, stocks are following the dotcom boom pattern incredibly closely:

Turn Your Images On

Tech stocks have driven markets higher in a similar pattern to the dotcom era.

Warning about markets today makes things sound a bit like when Alan Greenspan warned about “irrational exuberance.”

When he uttered those words, markets briefly declined – but it being 1997, the dotcom bubble still had most of its formation ahead.

We’re likely in a similar situation today – perhaps not quite a bubble, but the beginnings of one.

Trump’s “Big, Beautiful Bill” and deregulation will likely give the market one last squeeze higher into next year.

Consequently, we still see ample opportunity to profit from the rollout of AI technology – but we’ll also be looking for opportunities to lock in profits rather than get caught up in the mania.

~ Addison

The World Should Fear September 9…

Turn On Your Images.

The United Nations General Assembly isn’t typically a headline-grabber.

But the upcoming Assembly— beginning on September 9 — has an air of great urgency, because a major announcement could be forthcoming.

The potential bombshell announcement?

Well, it concerns a classified map of a “secret America” from 1946 — a map whose expanded U.S. borders could go into effect in 2025.

If enacted, this wildly controversial map would grant the federal government astonishing economic, societal, and military power.

But the investment implications could be even bigger.

Click here to view the secret map ASAP >>

P.S.: With an eye towards a stock bubble brewing, we continue to like another asset – gold.

Yes, it’s also near all-time highs, just like the stock market. But relative to key metrics like total fiat money supply, gold remains highly undervalued.

Gold also holds its intrinsic value in the face of inflation, which we just can’t seem to fully wring out of our financial system today.

In short, we like the idea of taking quick gains from today’s tech trends and moving that money out of a potential bubble and into assets like gold. You can read our report on gold’s historic rise –and how high it could go in dollar terms – here.

And this Thursday, at 11 AM on Grey Swan Live!, Andrew and I will take stock of the first half of the year. We’ll do a comprehensive review of the model portfolio and review the big trends that have impacted stock prices and the economy during the dizzying first months of the second Trump administration. Stay tuned… it promises to be a doozy.

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


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
Signs of a Late-Stage Bull Market

August 12, 2026 • Addison Wiggin

At this stage, it’s a stock picker’s market.

We expect space, robotics and some more visible tech startups to remain sources of speculation. After weakness in the first half of 2026, we’re also due for a strong rotation of capital into natural resources, precious metals, critical minerals and energy.

Signs of a Late-Stage Bull Market