A House Of Cards Built On Bitcoin: Why Strategy Inc. Can’t Outrun Its 90-Day Clock
Let me begin by saying this. I have nothing against Bitcoin, but did see flaws in the treasury model. I have also voiced that out in an earlier article, too.
There is a certain seduction in the story of Strategy Inc., the company formerly known as MicroStrategy, that has bewitched investors, pundits, and even seasoned crypto natives for years. On the surface, it appears to be a grand corporate embrace of digital gold: a publicly traded entity hoarding Bitcoin not as a speculative side bet, but as a strategic treasury reserve. In a world drowning in fiat inflation and institutional timidity, Strategy Inc. seemed to offer a rare act of conviction, a bold bet on a post-fiat future. But look closer, and the illusion evaporates. The company reported just 54 million dollars in cash on hand, yet faces more than 640 million dollars in annual preferred dividend obligations. Its legacy software business, once the engine of its existence, remains cash-flow negative. There is no internal engine generating the capital needed to sustain its promises. Instead, Strategy Inc. has built a financial house of cards powered entirely by external capital markets, one that only functions so long as investors are willing to keep buying in.
And for a while, they did. From January through September 2025 alone, the company raised 19.5 billion dollars, not to buy more Bitcoin, but to refinance existing debt. This is not innovation. It is recursion. It is a system where new equity and debt issuances are used to pay dividends to prior investors. The only reason this did not feel like a Ponzi scheme was that Strategy’s stock consistently traded at a significant premium to its Bitcoin net asset value. At a 2x premium, every new share issuance effectively increased per-share Bitcoin ownership for existing holders, a virtuous loop that masked the underlying insolvency of the model. But that premium has now vanished. As of late 2025, Strategy trades roughly at par with its Bitcoin net asset value. The magic is gone. Issuing new …