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Michael Saylor, the CEO of
, has been criticized for building a "house of cards" that could potentially collapse. The company's stock has plummeted by 55% from its November high, and there is a potential debt bomb of $8.2 billion that could force the liquidation of nearly 500,000 Bitcoin.MicroStrategy holds 499,096 Bitcoin worth $43.7 billion, which it acquired by borrowing $8.2 billion. The company's debt covenants have a "fundamental change" clause that could force early redemption if shareholders approve a plan for the liquidation or dissolution of the company. If Bitcoin's value falls significantly, MicroStrategy's assets could slip below its liabilities, creating a perverse incentive for shareholders to vote for liquidation.
Saylor currently holds 46.8% of the voting power, making a liquidation vote difficult. However, market realities such as creditors' legal rights, the inability to raise capital if the stock collapses, and the need for constant new money to keep the flywheel going could pose challenges to the company's strategy.
MicroStrategy's stock has experienced wild swings, from a 500% increase during the Bitcoin bull run to a 55% decrease in the recent correction. The company's average Bitcoin purchase price is $66,357, but its ability to service debt does not depend on being profitable. Instead, it depends on continued capital market access.
The true vulnerabilities of MicroStrategy are not about forced liquidation today but about its ability to refinance debt in a Bitcoin bear market, investors' willingness to keep buying shares if Bitcoin falls further, and the sustainability of a "never sell" strategy with massive debt.
Saylor has positioned Bitcoin as "digital gold," creating a cult-like devotion among investors. However, the flip side is troubling: what if Bitcoin falls significantly and stays down? Three scenarios emerge: Bitcoin rises enough to make all convertible notes profitable, Bitcoin trades sideways, creating refinancing challenges when debt matures, or Bitcoin falls significantly, potentially triggering a liquidation decision.
The greatest paradox is that while Saylor positions Bitcoin as a hedge against monetary instability, he has built perhaps the most leveraged, fragile Bitcoin position possible. The question is not whether Bitcoin has long-term value but whether a public company can

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