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

Bessent’s “Squeeze Play” Is Still On

Addison WigginAddison Wiggin

October 6, 2026 • 2 minute read


bondETFScott BessentsqueezeTreasuryyields

Bessent’s “Squeeze Play” Is Still On

Yesterday, we noted that big money is still moving into the dominant large-cap U.S. tech names, especially exchange-traded funds (ETFs) tied to the “Magnificent Seven” stocks.

But that’s not the only place where capital is flowing in.

With both the 10- and 30-year Treasury bond yielding over 5%, it’s clear that bonds are a hated trade.

At least, on the price side.

Yields, on the other hand, are beginning to attract a bundle of cash.

A saver begins to think “when I can get 5.7% returns with zero market risk, why take the risk at all?”

It should be no surprise that last week saw a surge of buying in the long-dated Treasury bond ETF, iShares 20+ Year Treasury Bond ETF (TLT):

Turn Your Images On

The ETF isn’t just at a 52-week low. It’s at a multiyear low. And bonds are now coming into a period of their worst 10-year performance in American history. Again, on the price side.

The yields make this contrarian trade worth a look.

At some point, AI financing will hit a snag. The “ballast” of bonds will be helpful for a portfolio, particularly at today’s prices and yields.

And at some point, too, the real economy will assert itself in portfolios as much as affordability is setting itself politically in the ballot box.

Violent enough, interest rates will snap lower. And today’s bond holders will get price appreciation on their bonds on top of today’s histrionic yields.

There may be some more hand-wringing ahead. The 30-year may even hit 6% first.

But we’re closing in on the end game, and the massive inflows into TLT suggest that investors are already seeking the high yields in boring old bonds.

Today, Andrew’s doubling down on our contrarian bet on Bessent’s “Treasury squeeze” first described on August 26. This trade is entirely in preparation for a contrarian twist.

~ Addison

P.S. Last week’s Grey Swan Live! with Shad Marquitz was a masterclass in what to look for in resource investing.

We shared our insights from last week’s trip to Colorado to interview mining executives, as well as what we’re seeing in the resource space now. The replay is up on the site here. Whether you’re a seasoned resource investor or not, you’ll get some valuable information out of this week’s livestream.

Turn Your Images On

Details to come on this week’s Grey Swan Live!


The Debasement Trade and The Real Economy

October 26, 2026 • Addison Wiggin

Unlike supply-and-demand issues, debasement of fiat money — worldwide, mind you — will drive prices across the entire commodity space.

The Debasement Trade and The Real Economy
The Incredibly Resilient Consumer

October 23, 2026 • Addison Wiggin

Same-store spending has picked up all through the hand-wringing over “affordability” leading into the midterms

The Incredibly Resilient Consumer
Why the Semiconductor Trade Isn’t Over Yet

October 22, 2026 • Addison Wiggin

After leading stocks for most of 2026, the sell-off in the semiconductor space has taken off. But there’s another key component to the story.

Why the Semiconductor Trade Isn’t Over Yet
Uranium Stocks Are a Contrarian Buy Now

October 21, 2026 • Addison Wiggin

Uranium is one of many oversold sectors. But when commodity stocks get oversold, the move higher tends to be strong…

Uranium Stocks Are a Contrarian Buy Now