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Beneath the Surface

The Tenev Dilemma

Loading ...Addison Wiggin

January 30, 2025 • 3 minute, 30 second read


goldMain StreetPopulismWall Street

The Tenev Dilemma

“Once in a while you get shown the light… in the strangest of places if you look at it right.”

– Jerry Garcia


 

January 30, 2025 — And so it begins…

Three seemingly random ideas hitting our “inbox” at the same time — can’t be a coincidence. “Rabbit holes” don’t just appear on their own.

Yesterday, I had just wrapped up a brand-spanking-new Wiggin Session interview with Grey Swan Investment Fraternity Contributor Mark Jeftovic.

At the end, Mark Jeftovic was unpacking what he calls “hyperbitcoinization,” or the rapid increase and stabilization of digital assets in the global monetary system.

As I was digesting that, one of our researchers pointed to an op-ed in the Washington Post by Vlad Tenev.

To add to the intrigue, I had a report on my desk from Mike Huckabee, with whom we had a publishing relationship before President Trump appointed him as U.S. Ambassador to Israel.

On the cover, Huckabee summarized his analysis of Trump’s regulatory approach to Wall Street and the SEC thus: “Those on the right side of Trump’s investment policies will be millionaires. Those on the wrong side will be left behind.”

Et voila. Three ideas… no clear path.

So let’s make one.

Let’s begin with Tenev.

Vlad Tenev, the co-founder and CEO of Robinhood, argues that everyday investors are locked out of the best startup opportunities — companies like OpenAI and SpaceX — while the ultra-rich reap the rewards.

Meanwhile, retail investors are left playing in the high-risk sandbox of meme stocks, has-beens, and questionable IPOs.

Robinhood was supposed to be the great equalizer. Tenev and Baiju Bhatt launched the platform in 2013 with a promise: free and easy access to investing.

But in 2021, that promise came under fire when Robinhood restricted purchases of GameStop stock during its now-infamous short squeeze (other brokers did the same).

Many believed the move wasn’t about “protecting” investors but shielding hedge funds like Citadel Securities.

Tenev isn’t wrong about one thing: SEC regulations make it easier for the ultra-rich to access private markets while smaller investors get stuck with the lower-performing scraps.

But he fails to mention that Robinhood makes its money selling users’ trading data to Citadel, which then profits by front-running those trades.

In other words, when you put in a bid for Tesla Motors shares, you may pay a penny more as Citadel’s algorithms spoof some bids to drive up the price. A penny ain’t much, but do it a few billion times a day, and soon you’re talking real money.

That means that Robinhood, for all its populist branding, serves Wall Street’s biggest players first.

Now, the ground is shifting. The rise of digital assets and tokenization could finally open private markets to everyone from the ground up, not the bottom down.

Trump has made it clear in his second week in the White House that he’s pushing policies to accelerate blockchain-based investments, giving retail investors access to a playing field long dominated by insiders.

So, the real question isn’t whether the rules should change — they already are. It’s whether Tenev and companies like Robinhood will actually champion financial democratization or simply find new ways to funnel small investors into Wall Street’s favorite profit machine.

That’s the dilemma.

To solve it we need a good dose of Grey Swan methodology. As Gretzky said, we have to“skate to where the puck is going,” not sit on our arses and wait for the puck to come to us.

More to come as we connect the dots of populism (both political and financial)…

Regards,


Addison Wiggin,
Grey Swan

P.S. One of the places the financial puck is going is toward higher gold prices. The metal is close to hitting a new all-time dollar high of $2,800 per ounce. As promised, you can find our latest gold forecast here.

Fair warning: The headline number you see as a prediction for gold’s price has been dubbed “outrageous” by our publisher.

But after seeing our data, he’s also been pushing to get this info out as soon as possible. Take a look and judge for yourself. And let us know what you think: addison@greyswanfraternity.com


From Permission to Possession

December 12, 2025 • Addison Wiggin

America has consistently reinvented itself in times of crisis. The founders survived monarchy. Lincoln survived disunion. We’ve survived bank panics, oil shocks, stagflation, and disco. We’ll survive deplatforming, too.

The Second American Revolution won’t be fought with muskets or manifestos. It won’t be fought with petty violence and street demonstrations. It will be written into code. And available to those who wish to take advantage of it.

Russell Kirk called the first American Revolution “a revolution not made, but prevented.” The second will be the same. We’re not tearing down the house — we’re going to rewire it in code.

The result may not be utopia. But it will be freedom you can bank on.

From Permission to Possession
Debanking the Outsider

December 11, 2025 • Addison Wiggin

Treasury Secretary Scott Bessent has called stablecoins, including USDC, “a pillar of dollar strength,” estimating a $2 trillion market within five years. U.S. Treasuries back every coin.

Bessent’s formula even suggests that a broader, more efficient market for US dollars will help retain its best use case as the reserve currency of global finance… and, perhaps, help the current administration address the nation’s $37 trillion mountain of debt.

In trying to cancel a man, the establishment accidentally reinforced the dollar, and may add decades to its life as a useful currency.

Debanking the Outsider
The Second American Revolution Will Be Digitized

December 10, 2025 • Addison Wiggin

As we approach the 250th anniversary of the United States, it’s worth recalling that our first Revolution wasn’t waged to destroy an order — it was fought to preserve one.

Political philosopher Russell Kirk called it “a revolution not made but prevented.” The colonists sought not chaos but continuity — the defense of their “chartered rights as Englishmen,” not the birth of an entirely new world. Kirk wrote:

“The American Revolution was a preventive movement, intended to preserve an old constitutional structure. The French Revolution meant the destruction of the fabric of society.”

The difference, Kirk argued, was moral. The American Revolution was rooted in ordered liberty; the French in ideological frenzy. The first produced a Constitution; the second, a guillotine.

Two and a half centuries later, the argument continues — only now, the battlefield is financial. Who controls access to money? Who defines legitimacy? Can a citizen’s ability to transact depend on their politics?

The Second American Revolution Will Be Digitized
The Money Printer Is Coming Back—And Trump Is Taking Over the Fed

December 9, 2025 • Lau Vegys

Trump and Powell are no buddies. They’ve been fighting over rate cuts all year—Trump demanding more, Powell holding back. Even after cutting twice, Trump called him “grossly incompetent” and said he’d “love to fire” him. The tension has been building for months.

And Trump now seems ready to install someone who shares his appetite for lower rates and easier money.

Trump has been dropping hints for weeks—saying on November 18, “I think I already know my choice,” and then doubling down last Sunday aboard Air Force One with, “I know who I am going to pick… we’ll be announcing it.”

He was referring to one Kevin Hassett, who—according to a recent Bloomberg report—has emerged as the overwhelming favorite to become the next Fed chair.

The Money Printer Is Coming Back—And Trump Is Taking Over the Fed