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Regulatory Scrutiny Sends MicroStrategy Shares Tiving

Robert Sasse by Robert Sasse
September 27, 2025
in Analysis, Bitcoin, Blockchain, Crypto Stocks
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Shares of MicroStrategy, the publicly-traded company holding the world’s largest Bitcoin reserves, experienced a severe downturn this week, plummeting nearly 13 percent. The catalyst for the decline was an unexpected regulatory development that shifted focus away from Bitcoin’s price volatility. As US authorities intensify their examination of corporate crypto strategies, the pioneer of the crypto-treasury model now faces a new threat to its operational framework.

A New Risk Emerges for Bitcoin-Holding Corporations

The situation escalated on Thursday when a Wall Street Journal report revealed that the Securities and Exchange Commission (SEC) and the Financial Industry Regulatory Authority (FINRA) are probing suspicious trading activity linked to more than 200 companies. The investigation centers on firms that announced crypto-treasury strategies in 2025. Regulators are analyzing unusual price movements and significant volume spikes that occurred days before these companies publicly disclosed their Bitcoin purchases.

While the report did not identify any specific companies, MicroStrategy is the most prominent candidate for scrutiny. With holdings of 638,460 Bitcoins, valued at approximately $73.5 billion, the firm is the undisputed leader in corporate Bitcoin acquisition. The probe is assessing potential violations of securities laws, including insider trading and market manipulation.

Market Pressure Compounds Regulatory Woes

The regulatory concerns emerged alongside renewed weakness in the cryptocurrency market. Bitcoin’s price retreated from highs above $115,000 to around $109,000, dealing a direct blow to MicroStrategy’s net asset value, which is heavily tied to its digital currency reserves.

Despite the dual pressures, the company has not wavered from its core strategy. As recently as September 8th, MicroStrategy purchased an additional 1,955 Bitcoins for $217 million. This brings its total investment to roughly $42.4 billion, with an average purchase price of $66,384.56 per Bitcoin.

Should investors sell immediately? Or is it worth buying Strategy?

Analyst Sentiment Holds, For Now

In the face of the share price collapse, the majority of market analysts have maintained their positive outlook. Among 22 covering analysts, most reaffirmed “Buy” recommendations. Price targets continue to range widely from $175 to $705, with the average sitting at $566.50. Prominent firms, including Canaccord Genuity and BTIG, recently confirmed their optimistic ratings.

However, the introduction of a formal regulatory investigation presents a novel risk factor that was previously not on the radar for many experts. A critical question now looms: can MicroStrategy sustain its aggressive accumulation of Bitcoin under heightened regulatory supervision?

Rebranding and Heightened Volatility

Amid this regulatory headwind, the company formally executed a symbolic rebranding on August 11th, changing its name from MicroStrategy to “Strategy Inc.” This move underscores a strategic shift away from its legacy software business toward its new identity as what it calls “the world’s first Bitcoin treasury company.”

Extreme volatility remains a defining characteristic of the stock. With a historical volatility reading of 92 percent over the past year, it ranks among the most turbulent equities on the market. A significant test awaits at the end of October when the company releases quarterly results and management will be expected to address the growing regulatory concerns directly.

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Tags: Strategy
Robert Sasse

Robert Sasse

About Dr. Robert Sasse Accomplished economist, entrepreneur, and profound expert in financial markets. Dr. Robert Sasse holds a doctorate in economics and combines academic rigor with practical entrepreneurial experience. His deep expertise in economic relationships and unwavering conviction for a free-market liberal economic order drives his mission to provide investors with well-founded knowledge and guidance.
Areas of Expertise:
  • Economic Theory and Practice
  • Free-Market Economics
  • Entrepreneurship and Business Strategy
  • Investment Philosophy
Dr. Sasse's unique combination of academic knowledge and real-world business experience enables him to provide investors with comprehensive insights that bridge theory and practice.

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