Michael Saylor’s Company: A Bitcoin Balancing Act

MicroStrategy, the company headed by Michael Saylor, might have to sell some of its massive Bitcoin stash to pay its bills. This isn’t necessarily a sign of immediate collapse, but it does highlight a risky strategy.

Facing a Huge Potential Loss

MicroStrategy is expecting a nearly $6 billion unrealized loss for the first quarter of 2025, despite a $1.7 billion tax benefit. This is a significant hit, considering they hold over 528,000 Bitcoins, bought at an average price of around $67,450 each – a total investment exceeding $35 billion.

Debt and Dividends: A Double Whammy

The company’s financial situation is tight. They’re saddled with roughly $8 billion in debt, with annual interest payments of about $35 million and $150 million in annual dividends to pay out. Their software business apparently doesn’t generate enough revenue to cover all these costs. A drop in Bitcoin’s price would only worsen their problems.

A Plan to Raise Funds (and Buy More Bitcoin?)

To address the cash crunch, MicroStrategy announced plans to raise $2.1 billion by selling preferred stock. This would provide funds without adding to their traditional debt load. Interestingly, some of this money is earmarked for buying more Bitcoin.

While a recent regulatory filing mentioned the possibility of selling Bitcoin to cover debts, it seems this is standard risk disclosure rather than a panicked reaction, according to some reports.

Bitcoin’s Price: The Wild Card


Bitcoin is currently trading around $76,100, down slightly recently. While this is still above MicroStrategy’s average purchase price, the volatility is a major concern. However, some experts, like BitMEX co-founder Arthur Hayes, remain bullish, predicting Bitcoin could hit $110,000 or more. He believes that central bank actions could boost Bitcoin’s price.

The Bottom Line

MicroStrategy’s future is heavily dependent on Bitcoin’s price. Their ambitious Bitcoin strategy is a high-stakes gamble, and the coming months will be crucial in determining its success or failure.