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Ripple Effect

AI’s Dotcom Moment?

Loading ...Addison 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.)


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