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Swan Dive

Bully Pulpit

Loading ...Andrew Packer

August 21, 2025 • 5 minute, 25 second read


BitcoinFedJackson HoleWalmart

Bully Pulpit

“Speak softly, and carry a big stick,” is the policy of Theodore Roosevelt.

It’s a policy that worked well during the rise of America during the Gilded Age.

President Trump, overseeing a new AI-fueled Gilded Age, follows a policy closer to that of Sean Connery’s Irish cop Jim Malone in The Untouchables:

“If they pull a knife, you pull a gun. If they put one of yours in the hospital, put one of theirs in the morgue.”

That, at least, seems to be Trump’s approach to the Federal Reserve.

While Trump is the Chief Executive, and while the Supreme Court has ruled Trump can fire agency heads, the Fed has gotten a special carveout — one where Trump can only remove someone for cause.

Already, Chairman Jerome Powell has taken flak for going over budget on the Fed’s building renovations.

But as we’ve noted before, Powell is just one voice in a chorus — lowering interest rates comes from an entire committee.

Yesterday, Trump went after Fed Governor Lisa Cook.

Why? Because Cook owns two properties — and the mortgage documents for both indicate that each are the primary residence.

A primary residence usually is lower risk for a lender. And as such, it carries a lower mortgage rate. That can mean thousands of dollars in savings over the life of a mortgage.

That’s also why lying on mortgage docs is a clear-cut case of fraud.

The Trump pattern is clear. The FOMC members are under scrutiny — with an eye towards removing more hawkish members for cause if possible.

💸 Traders Brace for Jackson Hole

Trump’s attacks on Lisa Cook are but a prelude to the major event of the week — a speech from Fed Chairman Powell from the central bank’s Jackson Hole, Wyoming retreat this week.

This year, investors expect fireworks. If so, that’ll be the first time in about 9 years when a Fed speech from the Jackson Hole retreat mattered.

Back in 2016, then-Fed Chair Janet Yellen used the retreat as the opportunity to note that the U.S. economy was “resilient” and could support a quarter-point rate cut that September.

At the time, interest rates stood at 0.25%. They had been set at 0% since late 2008, until December 2015.

How times change!

In 24 hours, we’ll see if the symposium is its usual nothingburger … we suspect that real fireworks may not come from Jackson Hole, but from Truth Social a few hours later.

As Addison has forecast, President Trump may soon drop just eight words that reshape the financial independence of the Fed, potentially forever.

Best case? The market jitters this week are shaken off, stocks bounce higher into next week, then eye a later September/October pullback before ending the year at all-time highs.

Worst case? Powell comes out swinging, says something that humiliates Trump, and markets are clear to give into the recent weakness and break lower as Trump brings the proverbial gun to the knife that Powell pulls.

(More on this in today’s Grey Swan Live! at 11 a.m. ET today.)

Either way, our suggestion to take some profits from the market and raise some cash still feels timely, doesn’t it?

🛒Walmart’s Mixed Outlook

Walmart (WMT) continued the trend of retailers reporting earnings this week. The company missed on earnings — but upheld its full-year outlook. Shares are slightly down this morning, but are up about 10% this year, outperforming the S&P 500 year-to-date.

Walmart is always worth a watch as it’s the last man standing in retail. In a recession, consumers who are out of work or are looking to spend less will head to Walmart.

During the 2008 crash, Walmart was just one of two of the 30 Dow components to gain that year. The other? McDonald’s (MCD).

When consumer spending drops — which it must at some point, given soaring credit card balances and stagnant wage growth — Walmart and McDonald’s will likely see a similar outperformance in consumer names.


🔥Bitcoin Treasury Companies Under Fire

Bitcoin is doing a funny thing. After hitting all-time highs just a week ago, the crypto fell as much as 9% before starting to claw its way back.

Is bitcoin dead? Is the cycle over?

Nah, it’s just a typical week for bitcoin.

In fact, running the numbers, this is the 1,063rd time that bitcoin has dropped at least 8%:

Turn Your Images On

Source:Twitter/X

This time isn’t different. But the fear is on another level.

Why? Bitcoin treasury companies — the official name for companies that are buying up bitcoin to hold on their balance sheet.

Companies like Strategy (MSTR) have slowed their bitcoin purchases, mindful about diluting shares or issuing too many preferred shares.

Some are arguing that these companies should trade at 1X the value of their bitcoin. It’s an interesting argument, but it raises questions about what premiums stocks should trade at in the first place.

Most companies trade at a premium to their assets. That includes real estate companies. It definitely includes tech stocks — where the assets are often intellectual.

The only real sector that trades at a discount to its assets is mining stocks. And that makes sense. 20 million ounces of gold in the ground will still cost many pretty pennies to dig up and refine.

But bitcoin already on the balance sheet is like gold that’s already been mined, refined, and sitting in a corporate safe. There’s an argument for some premium to bitcoin holdings, but it depends on how they’re being used.

For now, balance sheet bitcoin isn’t being used — it’s simply being bought as a way to escape the loss of the purchasing power of the dollar.

We suspect as long as this conversation goes on, investors will have extra volatility — which could mean several trading opportunities in the months ahead.

~ Andrew

P.S. Grey Swan Live! returns at 11 a.m. ET. We’ll be joined by Matt Clark, Chief Research Analyst at Money & Markets, one of our corporate affiliates.

Matt’s role is similar to mine as Portfolio Director — finding new investment opportunities and sifting through ever-shifting markets.

Matt has a background as an investigative journalist — but more importantly, he’s the only person I know who can find data and precise numbers faster than I can.

With markets hitting an air pocket this week and all eyes on Jackson Hole, this will be a timely and critical chat — exclusively for our paid-up Fraternity members.

Turn Your Images On

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


Beware: The Permanent Underclass

October 3, 2025 • Addison Wiggin

Back in the Global Financial Crisis (2008), we recall mass layoffs were driving desperation.

Today, unemployment is relatively low, if climbing.

Affordability is much more of an issue. Food, rent, healthcare, and childcare are all rising faster than wages. Households aren’t jobless; they’re stretched. Job “quits” are at crisis-level lows.

In addition to the top 10% of earners, consumer spending is still strong. Not necessarily because of prosperity, but because households are taking extra shifts, hustling gigs, working late into the night, and using credit cards. The trends hold up demand but hollow out savings.

It’s the quiet form of financial repression. In an era of fiscal dominance, savers see easy returns clipped, workers stretch hours just to stay even, and wealth slips upward into assets while daily life grows harder to afford.

Beware: The Permanent Underclass
Is Tokenization Inevitable?

October 3, 2025 • Ian King

Last month, Nasdaq asked the Securities and Exchange Commission (SEC) for approval to let tokenized stocks and ETFs trade on its main exchange.

If approved, these digital shares would sit side-by-side with traditional equities. Meaning, they would fall under the same U.S. securities laws that govern $50 trillion in annual equity trades.

And this rollout could begin as early as 2026, once the Depository Trust Company — the clearinghouse that settles every U.S. stock trade — updates its systems to handle digital tokens.

If it happens, this won’t be a small tweak to the machinery of finance. It’ll represent the first major step toward moving Wall Street onto blockchain infrastructure.

And we don’t have to imagine what it might look like…

Because it’s already happening.

Is Tokenization Inevitable?
The Myth of Productivity, Again

October 3, 2025 • Addison Wiggin

The launch of ChatGPT in October 2022 ended the pandemic-era bear market in stocks. The AI story has been the predominant narrative for three years now. The indexes on Wall Street are at historic highs, surpassing 2000, 1968, 1929… the last three tech-inspired bubbles.

But ChatGPT did something else. It brought the idea of “productivity gains” back into the economic conversation.

The Myth of Productivity, Again
The Stablecoin Standard

October 2, 2025 • Mark Jeftovic

Stablecoins have proceeded rapidly from being a grey zone through which capital would traverse as it moved into or out of the crypto-economy, to becoming an extension, if not a nascent pillar, of the fiat money system itself.

Coinbase Head of Institutional Research David Duong sees the market cap for stables hitting $1/2 trillion by 2028 (which would be somewhere between a 4X and 5X from where we are now).

Demetri Kofinas recently interviewed Charles Calomiris, former Chief Economist at the US Office of the Comptroller of the Currency, and it was eye-opening to hear someone of his stature speak so matter-of-factly about how the structure of the banking system is evolving in realtime.

The Stablecoin Standard