Michael Saylor signals another Bitcoin purchase as Strategy shares fall, reinforcing its aggressive treasury strategy amid volatility.
Michael Saylor has again hinted at another major Bitcoin purchase for Strategy. The signal was offered in contexts of increased market volatility. As a result, investors paid particular attention to what the company’s next move would be. The timing coincides with plummeting shares and renewed debate about Strategy’s aggressive treasury approach with a focus on crypto.
Strategy Reinforces Bitcoin-First Treasury Strategy
On December 21, 2025, Sayer posted a cryptic message on X. The post mentioned the Strategy’s “SaylorTracker” portfolio visualization. Historically, the acquisition of confirmed Bitcoins was preceded by similar messages. Therefore, markets read the post to be a probable prelude to another sizeable purchase.
Green Dots ₿eget Orange Dots. pic.twitter.com/aLdvPe4YuG
— Michael Saylor (@saylor) December 21, 2025
Strategy has been significantly weakening stock performance in 2025. Shares closed at $164.53 on December 19. This was a significant drop from the high of $457.22 in 52 weeks. As a result, investor sentiment is under pressure and sustained volatility.
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A number of factors led to the recent share decline. Bitcoin prices fell almost thirty percent off October highs. In addition, investors raised concerns about possible dilution as a result of equity issuance. Therefore, capital raising methods of Strategy are still controversial among traditional shareholders.
Index-related risks also make the picture even more challenging. Analysts warn Strategy faces possible exclusion from major MSCI indexes Such a move could precipitate more than eleven billion dollars of forced selling of passive funds. Consequently, downside risks remain in spite of continued Bitcoin accumulation.
In spite of the pressure coming from the market, Strategy continues its aggressive accumulation of Bitcoin. As of its most recently disclosed information, the company has a BTC balance of 671,268 tokens. At current prices, the value of holdings is close to $50.3 billion. This is a significant proportion of the total number of Bitcoin in circulation.
During the first part of December, Strategy managed to acquire over 20,000 BTC. These purchases were mostly through stock offering and debt offerings. And for that reason, there is still a concern for leverage among conservative investors. However, Saylor still remains public with the approach.
Market Reaction Highlights Risk and Conviction Balance
Critics say Strategy’s equity reflects more and more of Bitcoin prices. As volatility increases, shareholder’s risk increases. Nevertheless, promoters consider Strategy as a leveraged Bitcoin proxy. Therefore, conviction is polarised among market participants.
Saylor has always promoted Bitcoin as better treasure collateral. He makes the case that fiat debasement makes Bitcoin even more attractive long term. In the process, Strategy looks for collect opportunities, not collect threat, in short term drawdowns.
Regulatory scrutiny also continues to be a consideration. Large equity offerings attract the attention of market watchdogs. However, Strategy ensures disclosure requirements are complied with. Therefore, acquisitions are usually followed by transparent SEC filings.
Market watchers point out that Saylor’s buy-and-sell pattern is remarkably consistent. Weekend posts are often the forerunners of Monday filings confirming purchases. This has been a repeating pattern throughout the year of 2024 and 2025. Consequently, traders are increasingly looking towards announcements after such signals.
Bitcoin’s market context more broadly also has an impact on sentiment. Liquidity conditions are still murky going into 2026. However, Saylor also remains bullish on long-term appreciation. He previously predicted that Bitcoin could see much greater valuations over time.
Ultimately, Saylor’s latest signal strengthens Strategy’s all-in bent. The company seems ready to weather the storms for long-term positioning. As markets wait for confirmation, investors are still considering conviction versus risk in Strategy’s evolving thesis on Bitcoin.
