Strive to buy Strategy stocks; Bitcoin treasury companies begin nesting within each other.

On March 11, a company named Strive announced several things:
– It increased its Bitcoin holdings by 179 BTC, bringing its total to 13,311 BTC—worth approximately $930 million.
– It raised the dividend rate on its preferred stock, SATA, to 12.75%.
– It purchased $50 million worth of Strategy’s preferred stock, STRC. That $50 million represents over one-third of Strive’s corporate treasury.

So what does Strive do? It hoards Bitcoin. And what does Strategy do? It also hoards Bitcoin. So this transaction essentially boils down to: a Bitcoin-hoarding company using over one-third of its cash to buy shares issued by another Bitcoin-hoarding company.

Strive’s Chief Risk Officer, Jeff Walton, tweeted that STRC is a “high-quality credit product with strong liquidity and a superior risk-return profile versus traditional fixed income.” In plain English: We think this is more attractive than U.S. Treasuries. He even ran the numbers: if that $50 million had been invested in U.S. Treasuries instead, annual interest would be only a few million dollars; but buying STRC yields an additional $3.9 million in annualized returns. Sounds like a great deal.

But pause and think carefully: where does the money Strategy uses to issue STRC come from? Strategy raises capital via STRC—and then uses that capital to buy Bitcoin. STRC can pay you dividends only if Strategy’s Bitcoin holdings don’t fall too sharply. So the underlying logic of Strive’s investment is: My Bitcoin will go up, their Bitcoin will go up—and only if their Bitcoin goes up can they pay me interest, which I’ll then use to buy even more Bitcoin. This isn’t diversification—it’s a Russian doll.

In case you haven’t heard of Strive, many people know Strategy (formerly MicroStrategy), but far fewer know Strive. Yet today, Strive holds 13,311 BTC—valued at roughly $930 million—surpassing Tesla’s Bitcoin holdings and ranking around #10 globally among publicly listed companies. Strive’s founder is Vivek Ramaswamy: second-generation Indian immigrant, Harvard undergraduate, Yale Law School graduate. In 2022, he co-founded Strive in Ohio with a high school classmate, launching an asset management firm and ETF products. Early investors included PayPal co-founder Peter Thiel and hedge fund manager Bill Ackman. Within just 18 months of launch, Strive’s assets under management exceeded $1 billion. But Vivek didn’t stay long—he resigned in early 2023 to run for U.S. President. He lost the Republican primary to Trump, then pivoted to run for Ohio governor this year—interestingly, both Trump and Musk publicly endorsed him.

After Vivek stepped down, Matt Cole took over as CEO. Previously, Cole managed $70 billion at CalPERS—the California Public Employees’ Retirement System—and came from traditional finance. Yet last year, he made an unorthodox decision: in September 2025, Cole announced Strive’s transformation—from an asset management firm into a “Bitcoin treasury company.” It immediately spent $675 million to acquire over 5,800 BTC at an average price of $116,000 per coin. That same month, Strive announced its acquisition of publicly traded Semler Scientific; post-merger, its Bitcoin holdings crossed 10,000 BTC. Six months later, its holdings have grown to 13,311 BTC. A fund company founded in 2022 has, in just three years, become one of the top ten corporate Bitcoin holders globally. The pace is staggering—so fast it begs a critical question: Where did all this money to buy Bitcoin come from?

Where did Strive get the money to buy Bitcoin? From equity financing—specifically, issuing preferred stock. Last November, Strive launched SATA, a preferred stock offering: investors buy in, and Strive pays quarterly dividends—currently at an annualized rate of 12.75%. The proceeds are used exclusively to purchase Bitcoin. This model wasn’t invented by Strive. Its creator is Michael Saylor. His company, Strategy, holds over 730,000 BTC—the world’s largest corporate Bitcoin reserve. Last year, Strategy launched a similar product called STRC: investors buy in, Strategy pays dividends—currently at an annualized 11.5%—and the proceeds also go straight into Bitcoin purchases. Up to this point, both companies operated independently, running identical models with no interconnection. But the March 11 transaction linked them together: Strive bought $50 million worth of STRC.

The chain now looks like this:
– Strategy issues STRC → raises capital → buys Bitcoin.
– Strive buys STRC → earns interest.
– Strive issues SATA → raises capital → buys more Bitcoin and more STRC.

Layer upon layer—each paying double-digit annualized yields to investors, each relying on the same foundation for solvency: Bitcoin must not crash. If Bitcoin rises, everyone profits. If Bitcoin falls, every layer’s ability to pay interest is jeopardized—and no layer can exit independently, because your asset is someone else’s liability. Three products. Three layers of interest payments. Three sets of investors. Underpinning it all: one single asset—BTC, which must not fall.

Meanwhile, Strive’s own stock, ASST, peaked at $268 within the past 52 weeks—but now trades below $9, down 97%. On the day Strive announced its STRC purchase (March 11), the stock rose only 5.52%. Last October, ASST briefly fell below $0.80—nearly 50% below the net asset value of its Bitcoin holdings. So the picture is stark: a company holding $930 million in Bitcoin, yet valued at just over $500 million. Its share price has plunged 97% from its peak—yet management keeps doubling down: buying more Bitcoin, buying STRC, and raising SATA’s dividend rate.

That said, Strategy’s own stock, MSTR, has declined for eight consecutive months this year. Bitcoin itself has pulled back significantly from last year’s highs. Yet players along this chain continue adding exposure: Strategy bought 66,000 new BTC in the first two-plus months of this year—more than in any full prior year. Strive, while increasing its Bitcoin holdings, also spent $50 million acquiring STRC. SATA’s dividend rate has risen steadily from its initial 10% to today’s 12.75%; STRC’s rate has climbed from 10% to 11.5%. Rising rates signal mounting pressure—investors are harder to retain, so the price of keeping them onboard keeps going up.

Data shows that over 200 publicly listed companies worldwide have now officially adopted a “Bitcoin treasury strategy.” Before 2025, that number was under 30. Saylor pioneered this playbook—and over 200 firms copied it. Now, they’re beginning to buy each other’s products. When everyone places their bets on the same table, the distinction between “structured finance” and “concentrated gambling” may hinge on nothing more than how many arrows you draw on your PowerPoint slide.

[TechFlow]

RichSilo Exclusive Analysis:

The Bitcoin Treasury Russian Doll: When Concentrated Bets Become Interdependent Time Bombs

In the rapidly evolving landscape of corporate Bitcoin adoption, a fascinating and potentially concerning development has emerged: Bitcoin treasury companies are beginning to invest in each other’s preferred stock, creating a nested, interdependent ecosystem that amplifies both risk and reward. The recent transaction where Strive purchased $50 million of Strategy’s STRC preferred stock isn’t just a routine investment—it’s a pivotal moment that reveals the inherent fragility and interconnectedness of this nascent sector.

The Double-Digit Dividend Machine

At first glance, the proposition seems irresistible. Strive, a company holding 13,311 BTC (~$930 million) and ranking #10 globally among public Bitcoin holders, offers its preferred stock SATA at a 12.75% annual yield. Strategy (formerly MicroStrategy), the pioneer of this strategy, offers STRC at 11.5%. Both rates significantly outpace traditional fixed income products, making them attractive to yield-hungry investors in a low-rate environment.

The mechanics are straightforward: both companies issue preferred stock, use the proceeds to buy Bitcoin, and pay dividends from the appreciation of these holdings. This hybrid structure combines aspects of a Bitcoin ETF, a traditional company, and a structured financial product—a novel approach that has attracted significant capital.

The Russian Doll Effect

The critical development lies in Strive’s purchase of $50 million worth of STRC. This seemingly simple transaction creates a nested structure where:

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  • Strive issues SATA (preferred stock) to raise capital
  • Strive uses some capital to buy STRC from Strategy
  • Strategy uses STRC proceeds to buy Bitcoin
  • Both companies pay dividends based on Bitcoin performance

This creates a circular dependency where both companies’ ability to pay dividends depends not just on Bitcoin’s performance, but also on each other’s performance. As noted in the source material, this isn’t diversification—it’s a Russian doll.

The Valuation Disconnect

Perhaps most revealing is the market’s reaction to these companies. Strive’s stock (ASST) has plummeted 97% from its peak, despite holding $930 million in Bitcoin. This suggests the market is applying a significant risk premium to these structures, effectively saying, “We don’t believe this model is sustainable at these valuations.”

The fact that investors are willing to buy preferred stock yielding 12.75% while simultaneously driving the common stock price down 97% creates a fascinating dichotomy. The market seems to be saying: “I believe in Bitcoin enough to accept 12.75% yield, but not enough to believe the common stock will maintain its valuation.”

Mounting Pressure Signals

The rising dividend rates at both companies are particularly telling. SATA’s rate has climbed from 10% to 12.75% in a short period, while STRC has increased from 10% to 11.5%. This isn’t a sign of strength—it’s a sign of mounting pressure. As Bitcoin’s price has pulled back from last year’s highs, these companies are being forced to offer higher yields to attract and retain capital.

This creates a dangerous feedback loop: as Bitcoin underperforms, dividend rates must rise to attract capital, which increases the pressure on Bitcoin to perform even just to maintain these yields.

Systemic Risk Amplification

The nested structure between Strive and Strategy amplifies systemic risk in several ways:

  1. Counterparty Risk: Strive now has direct exposure to Strategy’s ability to pay dividends. If Strategy’s Bitcoin holdings underperform, Strive’s investment in STRC could lose value, creating a cascade effect.

  2. Liquidity Concentration: Both companies are now dependent on the same underlying asset (Bitcoin) for solvency. In a downturn, liquidity could evaporate simultaneously across both entities.

  3. Valuation Interdependence: As these companies begin to own each other’s securities, their valuations become increasingly correlated. A downturn in one could trigger a downward spiral across the entire ecosystem.

  4. Regulatory Vulnerability: This complex, interconnected structure is precisely the type of financial engineering that attracts regulatory scrutiny. A coordinated crackdown could impact the entire sector simultaneously.

The Herd Mentality

The fact that over 200 companies have now adopted Bitcoin treasury strategies (up from under 30 before 2025) is both impressive and concerning. This rapid adoption suggests a herd mentality where companies are following Saylor’s playbook without necessarily fully understanding the risks.

When everyone places their bets on the same table with the same underlying assumptions, the distinction between “structured finance” and “concentrated gambling” becomes razor-thin. The current trend of these companies buying each other’s products only amplifies this risk.

Investment Implications

For experienced crypto investors, the emergence of this ecosystem presents both opportunities and challenges:

Opportunities:
– High-yield exposure to Bitcoin through regulated entities
– Potential for significant upside if Bitcoin continues its bull run
– Innovation in financial products that could attract traditional capital

Risks:
– Extreme concentration risk in Bitcoin
– Liquidity risks during market stress
– Counterparty risk within the nested ecosystem
– Regulatory vulnerability
– Valuation disconnect between Bitcoin holdings and market caps

The Bottom Line

The Bitcoin treasury ecosystem, as exemplified by Strive and Strategy, represents an innovative approach to corporate finance that has attracted significant capital and attention. However, the emerging nested structure between these companies creates a house of cards with increasing systemic risk.

The high dividend yields are attractive but come with substantial hidden costs: concentration risk, counterparty risk, and valuation fragility. As these companies continue to invest in each other’s products, they’re not just doubling down on Bitcoin—they’re doubling down on each other, creating an interdependent ecosystem that could be vulnerable to a single point of failure.

For investors, these companies offer high-beta exposure to Bitcoin with additional leverage and complexity. While they may outperform in a sustained bull market, they’re likely to underperform and experience extreme volatility during downturns. The most prudent approach may be to view these as specialized, high-risk instruments rather than core holdings.

The Russian doll of Bitcoin treasury companies is an interesting experiment in financial innovation, but its long-term viability will depend on Bitcoin’s ability to consistently generate returns sufficient to justify this increasingly complex and interconnected structure.

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