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Ripple Effect

Insiders Ring the Cash Register

Loading ...Addison Wiggin

September 3, 2025 • 2 minute, 15 second read


Insider Trading

Insiders Ring the Cash Register

There’s an old Wall Street saying: “They don’t ring a bell at the top.”

But that’s not entirely true. Corporate executives are ringing – the cash register.

They’ve become record sellers of shares of the companies they operate:

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That sea of red isn’t the stock market – yet – it’s company insiders heading for the exit (Source: Bloomberg)

In the most recent week, there were a total of 200 insider transactions, as measured by Form 4 filings with the SEC. Only 2, or a mere 1%, were buys.

That’s a sharp contrast to just over 100 days ago, when insiders got bullish on their company’s own prospects amid the fearful fallout of President Trump’s “Liberation Day” announcement and market crash.

“Insiders have many reasons to sell,” notes our Portfolio Director Andrew Packer, who has – literally – written the book on the subject. “They may want to pay off a mortgage, put a kid through college – or may even be financing a divorce. Insiders only buy for one reason – they find their shares a compelling value here.”

“Typically, you’d expect insiders to be sellers about 75% of the time. It’s part of their compensation. Today’s ratio is totally out of whack.”

If only 1% of corporate insiders – the CEOs, CFOs, and other high-level employees – are considering buying here, but 99% are selling, that’s at odds with retail investors, who are doing the opposite.

We’ve seen this level of insider selling before – in 1999 at the height of the dotcom boom. So we’re not in uncharted territory.

With insiders ringing the cash register, it’s a sign we’re in the late stages of a bull market – and investors may be on a crash course with higher volatility.

~ Addison

 

P.S. from stocks to crypto: Grey Swan Live! returns Thursday at 2 p.m. ET with Ian King.

Ian’s hot on an upcoming event that he forecasts will trigger a new crypto boom, sending the market cap of the space to $8.5 trillion by 2030. We’ll be looking at his latest moves in the cryptocurrency market – including the rise of Ethereum as the rally in bitcoin takes a pause. What’s it all mean? And where do we stand regarding  President Trump’s plans for a Strategic Bitcoin Reserve?

All that and more. Ian will also cover his list of the top token opportunities in the cryptocurrency space as this asset class continues to push higher and gain regulatory guidance.

Remember the new time!

Grey Swan Live! with Ian King will begin at 2 p.m. ET/11 a.m. PT tomorrow, Thursday, September 4, 2025.

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If you have any questions for us about the market, send them our way now to: feedback@greyswanfraternity.com.


Dan Denning: The 2026 Battle Royale

December 3, 2025 • Addison Wiggin

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I will say I’m skeptical. But we’ve been told the nature of exponential change is that it comes at you faster than you can measure or observe. And if that is true, it will have consequences in 2026 for employees and investors. Big ones.

For employees–those who are not replaced by automated processes and robots–it will mean secure employment and higher wages. A small number of winners getting richer.

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himself the “Affordability President” on Truth Social.

That’s the current state of political messaging on cost-of-living: part whiplash, part vaudeville. But voters aren’t confused. Grocery prices are still 30% higher than 2020. Tariffs add daily friction. Utilities, rent, houses, tuition, healthcare continue their daily grind upward.

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The “New” Contrarian Case for Bonds

December 3, 2025 • Addison Wiggin

During a Fed rate cut cycle, bond yields follow, which typically means bond prices tick higher. If you buy bonds now, you’ll be getting in ahead of the crowd.

And if this tech wreck shapes up anything like 2000-01, investors will want to get out fast. Despite the debt mess in Washington, bonds will again look “safe.”

One minor bonus: if you buy now, you’ll lock in higher yields before the next Fed rate cut, which is expected to come one week from today.

The “New” Contrarian Case for Bonds
American Life: Less Ordinary

December 2, 2025 • Bill Bonner

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American Life: Less Ordinary