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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.


Grey Swan Forecast #6: China Annexes Taiwan — Without a Shot Fired

December 26, 2025 • Addison Wiggin

Our forecast will feel obvious in hindsight and controversial in advance — the hallmark of a Grey Swan.

Most analysts we speak to are thinking in terms of the history of Western conflict. 

They expect full-frontal military engagement.

Beijing, from our modest perch, prefers resolution because resolution compounds its power. Why sacrifice the workshop of the world, when cajoling and bribery will do?

Taiwan will not fall.

It will merge.

Grey Swan Forecast #6: China Annexes Taiwan — Without a Shot Fired
Grey Swan Forecast #7: A Global Debt Crisis Will Reprice Democracy

December 24, 2025 • Addison Wiggin

Wars, technology races, and political upheavals — all of them rest on fiscal capacity.

In 2026, that capacity will tighten across the developed world simultaneously. Democracies will discover that generosity financed by debt carries conditions, whether voters approve of them or not.

Bond markets will not shout so much as clear their throats. Repeatedly.

Grey Swan Forecast #7: A Global Debt Crisis Will Reprice Democracy
Seven Grey Swans, One Year Later

December 23, 2025 • Addison Wiggin

Taken together, the seven Grey Swans of 2025 behaved less like isolated events and more like interlocking stories readers already recognize.

The year moved in phases. A sharp April selloff cleared leverage quickly. Policy shifted toward tax relief, lighter regulation, and renewed tolerance for liquidity. Innovations began to slowly dominate the marketplace conversation – from Dollar 2.0 digital assets to AI-powered applications in all manner of commercial enterprises, ranging from airline and hotel bookings to driverless taxis and robots. 

Seven Grey Swans, One Year Later
2025: The Lens We Used — Fire, Transition, and What’s Next… The Boom!

December 22, 2025 • Addison Wiggin

Back in April, when we published what we called the Trump Great Reset Strategy, we described the grand realignment we believed President Trump and his acolytes were embarking on in three phases.

At the time, it read like a conceptual map. As the months passed, it began to feel like a set of operating instructions written in advance of turbulence.

As you can expect, any grandiose plan would get all kinds of blowback… but this year exhibited all manner of Trump Derangement Syndrome on top of the difficulty of steering a sclerotic empire clear of the rocky shores.

The “phases” were never about optimism or pessimism. They were about sequencing — how stress surfaces, how systems adapt, and what must hold before confidence can regenerate. And in the end, what do we do with our money?!

2025: The Lens We Used — Fire, Transition, and What’s Next… The Boom!