GSI Banner
  • Free Access
  • Contributors
  • Membership Levels
  • Grey Swan Forecasts
  • Video
  • Origins
  • Sponsors
  • My Account
  • Sign In
  • Join Now

  • Free Access
  • Contributors
  • Membership Levels
  • Grey Swan Forecasts
  • Video
  • Origins
  • Sponsors
  • Contact

© 2026 Grey Swan Investment Fraternity

  • Cookie Policy
  • Privacy Policy
  • Terms & Conditions
  • Do Not Sell or Share My Personal Information
  • Whitelist Us
Ripple Effect

The Unsinkable S&P

Loading ...Addison Wiggin

December 5, 2025 • 2 minute, 8 second read


S&P 500

The Unsinkable S&P

Coming out of the 2022 bear market, the S&P has behaved like it found religion and a fresh pair of lungs. Even this year’s so-called Liberation Day tantrum — which briefly had CNBC anchors fanning themselves — now reads like a speed bump someone painted bright yellow to justify their existence.

How far have stocks run in three years? Far enough to brush up against the record books.

Turn Your Images On

Over a three-year period, stocks have had their best run since the dotcom boom. (Source: Kobeissi Letter)

Only the late-stage dot-com fever dreams did better in recent memory — back when analysts were valuing companies by the number of mammals breathing inside the office.

For the moment, stocks appear unsinkable, unslappable, and perhaps uninsurable. But this is what generational technology shifts do: they take a kernel of genuine innovation and inflate a decade of growth into a 36-month highlight reel. We’ve seen this movie. It premiered in 1999 and closed with adults crying into their PalmPilots.

And just as the internet continued reshaping the world long after Pets.com curled up and died, AI will keep marching on whether or not today’s multiples survive a stiff breeze. The technology is real. The valuations, however, will eventually need to stop hyperventilating and sit down with a glass of water.

Sooner or later, the adults have to come back into the room.

~ Addison

 

P.S. Despite growing concern in the economy today – stubborn inflation, and structural government overspending, sagging employment and consumer confidence – markets are likely to rally into the end of the year. More than the seasonal Santa Claus Rally, traders are going to huff on a Fed rate cut and the prospect of a new accommodating Fed chair. Trump claimed this morning he’s picked his successor to Jerome Powell.

Yesterday, in Grey Swan Live! with Dan Denning we covered a litany of structural challenges facing the economy and markets in 2026 including the end of Quatitative Tightening (QT), the unraveling of the Yen Carry Trade and a stubborn flattening of the M2 “cash curve”.

If you can believe it,  we covered all thaat that ground and more – the role of Dollar 2.0 in financing the national debt, the 2026 outlook for oil and the energy markets and the marginal utility of debt-soaked AI companies – and kept the conversation interesting! Worth a listen if you’ve got a minute. The replay is right here:

Turn Your Images On

If you have requests for new guests you’d like to see join us for Grey Swan Live!,  or have any questions for our guests, send them here.


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