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

Beware: Financial Innovation In AI

Addison WigginAddison Wiggin

August 13, 2026 • 3 minute, 48 second read


AI financingcircular financing

Beware: Financial Innovation In AI

The AI boom is real. But it’s complicated.

Contrarian forensic analysts, most notably Michael Burry and George Gilder, are among a host of contrarian speculators circling the trade looking for easy carcasses to pick from.

Let’s take a look.

Mainstream financial media calls it: circular financing.

In short, money is not flowing in a clean, straight line from outside investors to productive businesses. The firms at the top are investing in and buying from each other.

Microsoft and OpenAI are the easiest examples to follow.

Microsoft says OpenAI has contracted to purchase an additional $250 billion in Azure services, while Microsoft continues to account for $13 billion in funding commitments to OpenAI as an investment.

So Microsoft is both an investor in OpenAI and a major supplier to OpenAI.

The deal is commercially rational, but it also necessitates storyboarding. And a host of very expensive law, accounting and consulting firms.

AI companies are largely investing in other AI companies, a process that appears in many cases to look like circular financing. (Source: ZeroHedge)

“Beware when lawyers and accountants start running the business…” the old timers will tell you.

This week, Nvidia and a consortium of Wall Street banks announced they’ve cobbled together a solution to attract more investor capital and keep the music playing a little longer: Make “AI compute infrastructure” a Wall Street product.

Normally, a company buys servers, chips and data-center equipment with its own cash, its own debt, or a leasing arrangement.

Here, Nvidia is working with Apollo, BlackRock, Blackstone, Brookfield, Goldman Sachs and KKR to mobilize more than $500 billion of third-party capital for AI infrastructure over time.

Nvidia says the platforms are meant to finance data centers, AI clouds, enterprise infrastructure, frontier labs and the power systems around them. The skeptic will say this is another ploy to separate investors from their savings and retirement money.

The unique part of this week’s announcement is the collateral.

Wall Street is effectively betting that Nvidia GPUs can support long-term financing the way aircraft, railcars, cell towers, real estate or pipelines do. The Financial Times describes it as a “landmark” leasing structure built on the assumption that Nvidia chips will hold enough value and generate enough customer demand to satisfy large pools of institutional capital.

The fly in the ointment for Burry and Gilder is an economic one. Chips wear out, true. The real risk is that they age financially faster than they age physically. That makes them tricky collateral.

Chips are not Treasury bonds. A pipeline, warehouse or cell tower can remain economically useful for decades. AI chips may still physically work after five years, but they can become financially stale much sooner if a new generation delivers better performance per watt, lower operating costs or faster model training.

To say nothing of a Chinese competitor dumping “similar’ chips at a much lower price. We know what happens then. In January 2025, when Deepseek dropped its first round of lower-cost superchips, Nvidia’s stock sold off 17% in a single trading session.

Today, Nvidia and Wall Street are betting that AI compute demand will stay strong enough for older GPUs to keep earning money even after the newest, cheaper chips arrive. If that bet is wrong, the “asset class” starts looking less like infrastructure and more like financed electronics with a very expensive fan club.

While the club is still bumping and grinding, today’s Pro recommendation is in the business of making the Nvidia model sustainable.

In 2026, the company closed an $8.5 billion investment-grade GPU-backed financing facility. Then followed that up with a $3.1 billion publicly syndicated HPC-backed “delayed-draw” term loan tied to customer contracts; the first publicly syndicated HPC-backed delayed-draw term loan facility, and said it received strong investor demand.

Financial innovation at its finest!

In plain English: the company is the pawn shop, landlord and borrower in the AI gold rush. Nvidia sells the picks and shovels. Wall Street lends against the shovels. OpenAI and Meta rent the shovels. The rental contracts justify buying more shovels.

Everybody looks rich as long as the mine keeps producing. Everyone’s happy as long as the wonks and bean counters can keep it all straight.

Historically speaking, in 1999-2000, when “financial innovation” became the narrative on Wall Street, the bust was only months away. In the meantime, there’s likely room near the blow off top for some quick gains.

Today’s Grey Swan Pro recommendation is a speculative play on the AI space, one that’s getting funds — but isn’t yet paying out — on this landmark leasing deal.

~ Addison


Copper’s Clear Signal

August 17, 2026 • Addison Wiggin

Copper and resources are sending us a cleaner market signal than AI stocks.

Channeling Ludwig von Mises, we observe this morning that price is not just a number; it’s information. Price reflects what buyers and sellers collectively believe: demand, scarcity, fear, speculation, disappointment, future expectations and available supply.

When prices rise, and inventories fall at the same time, the message is usually straightforward: buyers need the stuff, and there is not enough of it.

Copper’s Clear Signal
Market Crash Insurance Is Cheap

August 14, 2026 • Addison Wiggin

A low VIX does not predict disaster. It measures complacency. A serial skeptic will read it as the calm before a storm. We shook off that feeling this morning and opted to pursue an opportunity instead.

Here goes:

A VIX reading below 15 means the market is not pricing in much near-term trouble, even though there are obvious risks still sitting in the room: Iran, oil prices, memory chip speculation, circular financing, high valuations, epic high concentrations, spiking long-term interest rates, a regime change at the Fed, a meltdown in Japan and a historic deficit and rising national debt.

Market Crash Insurance Is Cheap
Signs of a Late-Stage Bull Market

August 12, 2026 • Addison Wiggin

At this stage, it’s a stock picker’s market.

We expect space, robotics and some more visible tech startups to remain sources of speculation. After weakness in the first half of 2026, we’re also due for a strong rotation of capital into natural resources, precious metals, critical minerals and energy.

Signs of a Late-Stage Bull Market
The Energy Boom, Powering Up

August 11, 2026 • Addison Wiggin

AI may arrive on the screen as software, but it lands in the world as a load. The International Energy Agency (IEA) expects data-center electricity demand to roughly double by 2030, growing several times faster than the rest of the power market.

The grid was not built for that kind of appetite, certainly not on the timetable now being demanded by Google, Amazon, Meta, Microsoft and the rest of the hyperscaler parade.

The Energy Boom, Powering Up