Michael Saylor Hints at New Bitcoin Purchase as MSTR Stock Declines Year-to-Date

Michael Saylor is hinting at another significant Bitcoin acquisition for Strategy (formerly MicroStrategy), reflecting ongoing challenges in the company's high-risk treasury strategy, even as its MSTR stock continues to struggle.

Key Takeaways:

Michael Saylor is likely to announce another significant Bitcoin purchase for Strategy amid stock struggles.
Strategy holds 671,268 BTC, constituting 3.2% of total Bitcoin supply, valued at approximately $50.3 billion.
MSTR stock has decreased by 43% year-to-date, affected by Bitcoin's price decline.
MSCI’s potential removal of Strategy from its global indices could trigger substantial forced selling of MSTR shares.
Saylor's new purchase aims to emphasize continued commitment to the company's strategy despite market risks.

Overview of Saylor's Upcoming Bitcoin Acquisition

On December 21, Saylor shared a cryptic image on X, captioned “Green Dots ₿eget Orange Dots,” which refers to the company's “SaylorTracker” portfolio visualization.

Green Dots ₿eget Orange Dots

This post follows a year-long trend where Saylor hints at adding more BTC to the company's holdings. Typically, these weekend hints are followed by a Monday morning filing with the SEC that announces a substantial acquisition. A new purchase would further increase the firm's already impressive Bitcoin stash. As of now, Strategy owns 671,268 BTC, valued at about $50.3 billion, which is equivalent to 3.2% of the entire Bitcoin supply.

The Current Stock Market Climate

Despite these significant holdings, Strategy’s stock has faced challenges in 2025. MSTR shares have plummeted by 43% year-to-date, currently trading around $165, closely mirroring Bitcoin's 30% drop from its October peak of $126,000. While the firm reports a “BTC Yield” of 24.9%—a unique measure that evaluates Bitcoin growth per share—institutional investors are paying more attention to potential external risks than internal metrics.

The primary threat to Saylor’s strategy lies not in Bitcoin’s declining price, but rather in an impending regulatory reclassification. MSCI is contemplating removing Strategy Inc. from its global indices during a review in February. They have flagged concerns regarding the firm's operations, suggesting that it behaves more like an investment vehicle than an operating company.

Market analysts have voiced concerns about the ramifications of such a decision. JPMorgan has estimated that this exclusion could lead to around $11.6 billion in forced selling, as passive ETFs and index-tracking funds would need to divest themselves of MSTR shares. This type of selling pressure could disconnect the stock from its Bitcoin assets, potentially creating a liquidity crisis.

Strategy's Defense and Future Outlook

In response to these challenges, Strategy has mounted a strong defense. The company criticized the MSCI proposal as “arbitrary, discriminatory, and unworkable,” arguing it unfairly targets firms involved with digital assets while overlooking others that maintain similar business structures. They stated, “The proposal improperly injects policy considerations into indexing and conflicts with U.S. policy, which could stifle innovation.”

Consequently, Saylor’s possible new Bitcoin acquisition serves a dual purpose: it lowers the average cost basis for the company during a market downturn and signals to investors that, despite the risks posed by MSCI and the poor stock performance, the firm’s commitment to its aggressive strategy remains steadfast.