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Michael Saylor finally wants to sell Bitcoin

Reported by Roundtable
May 6, 2026· 2 min read
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Key Takeaways
  • • Strategy Inc. (NASDAQ: MSTR) reported a $12.54 billion net loss in Q1 2026, driven by a $14.46 billion unrealized loss as Bitcoin crashed to $62,000 amid U.S.-Israel-Iran conflict, yet the company continued aggressive accumulation with 89,599 BTC purchases at $80,900 average price ($7.3 billion total).
  • • Strategy now holds 818,334 Bitcoin (3.9% of all Bitcoin that will ever exist) with a total cost basis of $61.81 billion as of May 3, 2026, representing a significant institutional concentration in the largest cryptocurrency.
  • • Michael Saylor signaled a strategic shift during the earnings call, stating Strategy would "probably sell some Bitcoin to fund a dividend just to inoculate the market — just to send the message that we did it," marking a departure from the company's historical "never sell" doctrine.
  • • Analyst projections indicated $2–3 billion in additional Bitcoin purchases over the two-week window leading into the May 14 ex-dividend date, continuing the escalating pattern observed in March ($1.54 billion) and April ($3.47 billion) purchase cycles.
  • • The announced Bitcoin sales signal a controlled, strategic messaging move rather than a capitulation, with Saylor framing the sales as proof of the asset's tradability and liquidity to institutional markets while maintaining the company's net long Bitcoin exposure.
Summary
Strategy Inc. concluded its first quarter of 2026 with a reported net loss of $12.54 billion, predominantly attributable to a $14.46 billion unrealized loss on its Bitcoin holdings as prices declined to $62,000 during the quarter amid geopolitical tensions in the Middle East. Despite this significant paper loss, the company maintained its acquisition strategy, purchasing 89,599 Bitcoin at an average price of $80,900 for a total of $7.3 billion during the period. This continued accumulation underscores Management's conviction in the asset class despite near-term volatility.

As of May 3, 2026, Strategy held 818,334 Bitcoin with a cost basis of $61.81 billion, representing approximately 3.9% of all Bitcoin that will ever exist in circulation. This concentration positions Strategy as one of the largest institutional Bitcoin holders globally. The company's purchasing pattern has accelerated in recent cycles, with analysts tracking ex-dividend timing to project future acquisition windows; March and April cycles saw purchases of $1.54 billion and $3.47 billion respectively, with forecasts of $2–3 billion in additional purchases during the May ex-dividend window.

The most significant development emerged during the Q1 2026 earnings call when Executive Chairman Michael Saylor indicated that Strategy would shift from its long-standing "never sell" posture. Saylor stated the company would "probably sell some Bitcoin to fund a dividend just to inoculate the market — just to send the message that we did it." This signals an intentional strategic move to demonstrate Bitcoin's liquidity and tradability to institutional investors, rather than signaling reduced conviction in the asset. The framing suggests sales would be measured and paired with continued net positive acquisition activity, positioning the sales as a controlled market communication tactic rather than a fundamental reversal of Strategy's investment thesis.

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Roundtable Michael Saylor finally wants to sell Bitcoin