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Strategy Sells Bitcoin For First Time Since 2022 Tax-Loss Trade

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Strategy sold a small portion of its Bitcoin holdings last week, marking the company’s first disclosed BTC sale since its December 2022 tax-loss harvesting transaction. The sale is notable less for its size than for what it signals: Strategy is now willing to use a sliver of its Bitcoin stack to service the preferred equity structure it has built around its balance sheet.

According to a Form 8-K filed with the US Securities and Exchange Commission, Strategy sold 32 BTC between May 26 and May 31 for roughly $2.5 million. The average sale price was $77,135 per bitcoin, net of fees and expenses. The company said proceeds from the sale are expected to be used to fund distributions on preferred stock.

Why Did Strategy Sell Bitcoin?

The transaction is the first Bitcoin sale disclosed by Strategy since December 2022, when the company sold 704 BTC for tax-loss harvesting purposes before buying back more bitcoin two days later. That earlier sale was widely framed as a tax maneuver rather than a strategic reduction in exposure. The new sale is different in character: it appears tied to preferred stock obligations rather than portfolio tax management.

Strategy’s Bitcoin position remains enormous. As of May 31, the company held 843,706 BTC acquired for an aggregate purchase price of $63.87 billion, implying an average purchase price of $75,699 per bitcoin. Against that position, the 32 BTC sale represents a negligible reduction in headline holdings, but it still breaks a long-running pattern in which Strategy’s Bitcoin disclosures were almost exclusively about accumulation.

The filing also shows that Strategy continued using its capital markets machinery during the same period.

Between May 26 and May 31, the company sold 801,994 shares of MSTR common stock under its at-the-market program, generating $128.3 million in net proceeds. As of May 31, Strategy listed $26.137 billion of remaining available issuance capacity for MSTR stock, alongside remaining preferred stock issuance capacity of $1.619 billion for STRF, $17.511 billion for STRC, $2.1 billion for STRK and $4.015 billion for STRD.

The Bitcoin sale lands against the backdrop of recent comments from Executive Chairman Michael Saylor and CEO Phong Le, who have both signaled in recent weeks that Strategy could sell BTC under certain circumstances. Saylor, however, has also emphasized that the company expects to buy more bitcoin than it sells, keeping the market focused on whether any isolated sale is offset by larger accumulation.

That question remains open for the latest reporting period. On May 31, Saylor posted on X: “Working ₿etter.” The phrase appeared to tease another purchase, consistent with his usual cadence before formal Strategy updates. But no corresponding buy announcement had been made public at press time, leaving investors to wait for confirmation on whether the company bought more BTC than it sold during the period.

Strategy also disclosed that its US dollar reserve stood at $900 million as of May 31. The reserve, announced in December 2025, is a management-designated liquidity pool intended to support dividends on preferred stock and interest payments on outstanding debt. That reserve matters because it sits at the center of the company’s newer capital structure: Strategy has layered preferred equity, common stock issuance and Bitcoin holdings into a balance-sheet model that depends on continued access to liquidity.

The company’s board declared cash dividends payable on June 30 to holders of record as of June 15. The declared payments include $2.50 per share for STRF, $0.958333333 per share for STRC, €2.50 per share for STRE, $2.00 per share for STRK and $2.50 per share for STRD. Strategy also said the regular dividend rate on its variable-rate Series A Perpetual Stretch Preferred Stock, STRC, would remain at 11.50% per annum for monthly periods beginning on or after June 1.

At press time, BTC traded at $71,637.

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