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Michael Saylor’s Strategy stock falls as firm makes first Bitcoin sale since 2022

Reported by Investing
Jun 1, 2026· 3 min read
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Key Takeaways
  • • MicroStrategy (MSTR) sold 32 Bitcoin over the past week, marking its first sale since December 2022 and signaling a strategic departure from CEO Michael Saylor's long-standing "never sell" Bitcoin doctrine.
  • • MSTR stock fell more than 5% in pre-market trading following the announcement, reflecting investor concern over the company's shift in Bitcoin treasury management philosophy.
  • • MicroStrategy currently holds approximately 843,738 Bitcoin (roughly 4% of total Bitcoin supply) valued at approximately $62 billion, accumulated at an average cost basis of $73,500 to $75,500 per coin over five years of aggressive buying.
  • • Saylor has publicly signaled openness to future Bitcoin sales if they maximize shareholder returns, representing a fundamental pivot from previous rhetoric that positioned MicroStrategy as a permanent Bitcoin accumulator.
  • • The shift threatens market psychology supporting Bitcoin prices, as MicroStrategy's persistent institutional demand has been identified as a primary factor sustaining Bitcoin valuations materially above where they would otherwise trade.
Summary
MicroStrategy announced it had sold 32 Bitcoin during the past week, representing the company's first Bitcoin sale since December 2022. The sale immediately triggered a sharp market reaction, with MSTR shares declining more than 5% in pre-market trading on the announcement. The transaction marks a significant strategic inflection for the company and CEO Michael Saylor, who has been widely understood as committed to a permanent accumulation strategy for Bitcoin.

The company's prior Bitcoin sale occurred in December 2022, when it liquidated 704 Bitcoin for approximately $11.8 million at $16,776 per coin before immediately repurchasing 810 Bitcoin. That transaction was framed at the time as tax-motivated. The current sale, however, appears to signal a more fundamental reassessment of strategy. Saylor has explicitly stated that MicroStrategy "may sell some Bitcoin" if such sales enhance returns per share, breaking with years of public messaging that positioned the company as an unwavering Bitcoin buyer.

MicroStrategy's Bitcoin holdings remain substantial. As of the first quarter, the company held approximately 843,738 Bitcoin with a market value around $62 billion, accumulated at an average cost basis of approximately $73,500 to $75,500 per coin. These holdings represent roughly 4% of the total Bitcoin supply, making MicroStrategy the largest known institutional holder of the cryptocurrency. Over five years, the company has transformed from an enterprise software business into what it explicitly terms a "bitcoin treasury company"—essentially a publicly traded Bitcoin holding vehicle.

The strategic pivot carries significant implications for Bitcoin market dynamics. Institutional adoption narratives have long relied on the expectation of permanent capital flows into Bitcoin from public companies and institutional investors. MicroStrategy's role in that narrative has been disproportionately important; analysts note that the company's persistent demand has functioned as a primary support mechanism keeping Bitcoin prices materially higher than fundamental valuations would otherwise sustain. A shift toward tactical selling, even at modest volumes, threatens the psychological underpinning of that permanent-demand thesis and may influence how market participants price Bitcoin going forward.

Saylor's announcement represents a nuanced but meaningful departure from previous positioning. Rather than a complete reversal of Bitcoin strategy, the company appears to be adopting a more flexible approach centered on optimizing shareholder returns, with Bitcoin sales now explicitly on the table as a capital allocation tool.

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Investing Michael Saylor’s Strategy stock falls as firm makes first Bitcoin sale since 2022