Strategy Buys 1,550 BTC Below Average Cost: Short Sellers Lose $504M on Bitcoin Rebound

Saylor bought 1,550 BTC at $65,332, the first purchase below the $75,680 average, as MSTR gained 6%

MicroStrategy (now Strategy, Inc.) CEO Michael Saylor speaks at the
MicroStrategy (now Strategy, Inc.) CEO Michael Saylor speaks at the Bitcoin 2021 Convention, a crypto-currency conference held at the Mana Convention Center in Wynwood on June 04, 2021 in Miami, Florida. Joe Raedle/Getty Images

Strategy Inc. bought 1,550 Bitcoin for approximately $101 million between June 1 and June 7, the company disclosed Monday in a Form 8-K filing, with executive chairman Michael Saylor confirming the purchase on X. The acquisition — Strategy's first since it sold 32 Bitcoin a week earlier to cover preferred-stock dividend obligations — brought total holdings to 845,256 BTC and marked the first time the company has ever lowered its average purchase cost, buying at $65,332 per coin against a long-run average of $75,680.

The rebound that followed forced a reckoning for short sellers who had piled into bearish bets during the panic. Short sellers alone lost $504 million in 24 hours through Monday morning, the largest single-day hit since late April, according to CoinGlass data cited by CoinDesk. Total crypto liquidations across the market reached approximately $655 million and affected more than 104,000 traders.

How 32 Coins Sparked a $60K Crash

The chain of events started May 26. That week, Strategy executed its first standalone net sale of Bitcoin since it began accumulating in 2020, offloading 32 BTC for $2.5 million at an average of $77,135 per coin. The proceeds were earmarked for distributions on its STRC perpetual preferred stock — one of five preferred-share series the company now carries, with combined annual dividend obligations of $750 million to $800 million.

In isolation, the transaction was immaterial: 32 coins against a treasury of 843,706. But Strategy's market identity rests on an uncompromising accumulate-and-hold philosophy, and the signal that it had pressed "sell" — however mechanically — was enough to upend months of positioning. Bitcoin fell roughly 15%, briefly dipping below $60,000, and MSTR logged its worst trading week since November 2022, shedding about 14% over the seven-day period after the Form 8-K landed on June 1.

Analysts attributed the severity of the reaction not to the dollar amount but to the narrative rupture. "By selling bitcoin, Saylor has stated two things," said Mark Connors, chief investment officer at Risk Dimensions. "First, we will support our shareholders and creditors in every way — including by selling bitcoin. Second, Saylor and Strategy have prioritized the health and perception of health of the MSTR capital structure over being a diamond-handed OG."

Strategy Buys 48 Times What It Sold

To fund Monday's acquisition, Strategy sold approximately 1.41 million shares of its Class A common stock between June 1 and June 7, raising $181 million in net proceeds. The company deployed around $101 million of that into Bitcoin at an average of $65,332 per coin — a figure sitting roughly $10,350 below its long-run average acquisition cost of $75,680. The remainder went toward replenishing the company's cash reserve, which now stands at $1 billion.

The ratio tells the story: Strategy sold 32 coins to meet a dividend obligation, then turned around and bought 1,550 — nearly 48 times as many — within the same two-week window. On a per-share basis, co-CEO Phong Le had framed potential sales in those terms from the start. "Our corporate strategy is to increase net Bitcoin and Bitcoin per share over time," Le said Sunday on X, hours before the purchase was confirmed. "Rumors otherwise are just rumors."

Benzinga noted that at $65,332 per coin, this purchase is the first in the company's history to pull its aggregate cost basis below its previous average — lowering its reported per-coin cost for the first time since accumulation began in 2020.

How Does Strategy Fund Its Corporate Bitcoin Treasury?

Strategy primarily issues shares of its Class A common stock through at-the-market equity programs, converting those proceeds into Bitcoin. The model works as a continuous equity-to-Bitcoin conversion engine: shares are sold into open market demand, the proceeds fund Bitcoin purchases, and rising Bitcoin prices theoretically justify continued equity issuance at higher prices.

The company still had approximately $25.96 billion in available MSTR common stock for future issuance as of June 7, providing what analysts call substantial dry powder for continued purchases. For the June 1–7 acquisition, common stock sales were the exclusive funding source — no preferred shares were sold during the period. That distinction matters: the STRC preferred stock had been trading near $95–96, well below its $100 par value, suggesting the preferred-share capital-raising mechanism was temporarily constrained. Monday's Bitcoin purchase was funded entirely through common equity, sidestepping that limitation.

MSTR Stock and the Cost of Betting Against Saylor

Bitcoin stabilized near $62,900 on Monday following the announcement, with MSTR shares jumping roughly 6% in early trading as investors processed the filing's implications. The reversal from last week's low created a brutal compression for traders who had positioned short during the panic.

Jeff Dorman, chief investment officer at Arca, has argued that the single largest structural risk to MSTR is not a Bitcoin price crash but a scenario in which Bitcoin rises while MSTR fails to follow — a decoupling that would force the company to issue stock at unfavorable terms. Monday's move did not resolve that risk, but it temporarily aligned BTC and MSTR on the same upward trajectory.

The broader corporate Bitcoin treasury world is watching. Public companies collectively hold more than 1.2 million Bitcoin on their balance sheets, with Strategy's 845,256 BTC representing the single largest block by a wide margin. When Saylor buys, the market notices; when his firm's stock decouples from its underlying asset, the leveraged exchange-traded funds built around MSTR — including MSTU, MSTY, and MSTX — amplify every move in both directions. MSTU had already fallen 91% over the prior year against MSTR's 67% decline, a direct consequence of daily leverage applied to a sustained downtrend.

What Monday's Purchase Signals for MSTR Capital Structure

What Monday's filing confirms, above all else, is that Strategy's capital allocation model — issuing equity and, selectively, preferred stock to fund Bitcoin accumulation — remains operative. The preferred-stock dividend structure introduces a layer of recurring obligation that the original model did not include. Strategy now carries five series of perpetual preferred shares — STRF, STRC, STRE, STRK, and STRD — with annual obligations of $750 million to $800 million. Its USD reserve, which peaked at $2.25 billion at the start of 2026, had declined to roughly $900 million before Monday's $100 million replenishment, meaning the company burned through approximately $1.35 billion in liquidity in six months.

Analyst Ran Neuner had argued in the week of the original sale that the STRC preferred share's failure to maintain its $100 anchor price would constrain capital raising and reduce future Bitcoin purchases. As of early June, STRC was trading near $95–96 per share. Whether Monday's confidence signal restores the peg — and with it, Strategy's preferred-share capital-raising capacity — is the next variable to watch ahead of the June 30 dividend payment across all five series.

Neither Saylor nor Le has ruled out further Bitcoin sales. Saylor has said the company will "buy more bitcoin than we sell," and that occasional sales at or above cost basis can increase per-share Bitcoin exposure over a seven-year horizon. Monday's purchase — 48 times the size of the sale that triggered the panic, executed at the lowest cost basis in company history — makes that framing easier to defend. An investor who holds MSTR for its Bitcoin exposure now faces a simpler question: whether Strategy can repeat the pattern, using equity issuance during moments of market panic to accumulate below its rolling average, consistently enough to justify the premium.


Frequently Asked Questions

Why did Strategy buy 1,550 Bitcoin after just selling 32?

Strategy sold 32 Bitcoin between May 26 and May 31 to fund mandatory dividend distributions on its STRC perpetual preferred stock — a mechanical cash obligation, not a strategic shift. The 1,550 BTC purchase disclosed June 8 was funded by $181 million raised through at-the-market stock sales between June 1 and June 7, deploying roughly $101 million into Bitcoin at $65,332 per coin and using the remainder to rebuild its cash reserve to $1 billion. Co-CEO Phong Le confirmed the company's goal is to increase both total Bitcoin and Bitcoin per share over time.

How does Strategy fund its Bitcoin purchases?

Strategy primarily issues shares of its Class A common stock through at-the-market equity programs, converting those proceeds into Bitcoin. It also issues perpetual preferred shares — currently five series carrying combined annual dividend obligations of $750 million to $800 million — and has used convertible debt instruments historically. For the June 1–7 purchase, the company sold approximately 1.41 million common shares for $181 million in net proceeds, then split that capital between the Bitcoin purchase and a $100 million increase in its USD cash reserve.

What caused Bitcoin short liquidations of $504 million on June 8?

Bitcoin's recovery from the previous week's lows — which had briefly pushed the price below $60,000 following the 32-BTC sale disclosure — squeezed traders who had bet against the asset. Short sellers lost $504 million over the 24 hours to Monday morning, the largest single-day hit since late April, according to CoinGlass data. Total crypto liquidations across all positions reached approximately $655 million and hit more than 104,000 traders.

Is Strategy's Bitcoin position still underwater?

As of Monday, yes — but less so than before. Strategy's average cost basis across all holdings is now $75,680 per coin, against a Bitcoin trading price of approximately $62,900. The company holds 845,256 BTC acquired for just under $64 billion in total, leaving an unrealized loss of roughly $10.8 billion at current prices. The June 1–7 purchase is the first in the company's accumulation history to lower — rather than raise — its average cost.

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