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Markets

Strategy’s Bitcoin Bet Falls Into $11 Billion Paper Loss

Why Are Strategy’s Bitcoin Holdings Under Scrutiny Again? Strategy’s Bitcoin holdings have moved deep into paper-loss territory after BTC fell below the company’s average purchase price, rene

AnonymousCryptoCompass newsroom
June 4, 2026
5 min read
NEWS
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Strategy’s ‘Never Sell’ Bitcoin Pledge Faces 78% Odds of Breaking in 2026

Why Are Strategy’s Bitcoin Holdings Under Scrutiny Again?

Strategy’s Bitcoin holdings have moved deep into paper-loss territory after BTC fell below the company’s average purchase price, renewing scrutiny of Michael Saylor’s corporate Bitcoin treasury model. The company holds 843,706 Bitcoin acquired at an average price of $75,699 per coin, with a total cost basis of $63.8 billion. The latest downturn pushed the market value of that reserve to about $52.6 billion, leaving Strategy with an unrealized loss of roughly $11.2 billion, according to the company’s dashboard. The decline matters because Strategy’s investment case has become closely tied to its ability to raise capital and accumulate Bitcoin through market cycles. When BTC trades above the company’s average cost, the model looks like a leveraged treasury strategy with strong asset appreciation. When BTC trades below that level, the same structure draws questions about financing costs, dilution risk, preferred-stock demand, and the company’s ability to keep buying during stress. Strategy shares were down 1.5% in pre-market trading to $124.7 on Thursday, while Bitcoin traded around $63,157. BTC was down about 4.7% over 24 hours, 13.8% over the past week, and more than 20% over the past month.

Why Does STRC Matter to the Bitcoin Treasury Model?

The pressure is not limited to Bitcoin’s spot price. Strategy’s variable-rate perpetual preferred stock, STRC, has also slipped below its intended $100 value, trading at $94.6 at the time of writing. That decline could complicate future preferred-stock issuance if the company seeks to raise more capital to fund Bitcoin purchases. Preferred equity has been part of the company’s broader financing toolkit, and weaker pricing can make that route more expensive or less attractive to investors. Still, not all market watchers view the STRC move as a structural warning. Investor and podcast host Scott Melker argued that STRC’s $100 par value should not be treated as a hard market floor. “STRC’s $100 par value is not a price floor. It’s the stated value used for liquidation preference and certain redemption provisions,” Melker wrote. He added that “a 5% discount to par is not evidence that something is broken. It’s evidence that investors are demanding a higher yield, pricing risk, or reacting to market conditions – exactly what preferred stocks do.”

Investor Takeaway

Strategy’s core risk is not only the unrealized Bitcoin loss. The bigger issue is whether weaker BTC prices and discounted preferred shares make future capital raises more costly, limiting the company’s ability to keep expanding its Bitcoin position under stress.

How Is Saylor Defending the Strategy?

Saylor rejected the bearish interpretation on Thursday, pointing to broader market conditions rather than a fundamental problem with Bitcoin. He said ETF outflows are pressuring BTC, while capital markets have directed $400 billion into AI infrastructure over the past 6 months. “This is a capital rotation, not a Bitcoin impairment. Volatility creates opportunity,” Saylor said in an X post. His argument frames the sell-off as a temporary allocation shift rather than a failure of the Bitcoin thesis. That distinction is central to Strategy’s investment narrative. If investors view the drawdown as cyclical, Strategy may retain access to capital and continue buying. If they view the decline as evidence that the treasury model is overextended, the company could face a higher funding cost just as its asset base is under pressure. The timing is also sensitive because Strategy recently sold 32 BTC, its first Bitcoin sale since 2022. Although the sale was small relative to the company’s total holdings, it drew attention because Saylor’s model has long been associated with accumulation rather than selling. Bitcoin ETF flows are also adding pressure. Spot Bitcoin ETFs have recorded $4.4 billion in outflows over the past 13 trading days, weakening one of the market’s most visible institutional demand channels.

Could Strategy’s Next Move Shape Bitcoin Sentiment?

Some analysts argue the market may be nearing a bottom, depending on Strategy’s next purchase. Geoffrey Kendrick, global head of digital asset research at Standard Chartered, said Strategy’s follow-up action after its recent sale could become an important sentiment marker. “I would see it as a tentative sign the low has been printed, and given that logic, suspect selling over the weekend will be muted,” Kendrick said. Kendrick said a purchase of 320 BTC or 3,200 BTC, equal to 10 times or 100 times the recent sale, could suggest the market bottom is near. The comparison is based on Strategy’s 2022 pattern, when the company sold 704 BTC for tax-loss purposes and then bought 810 BTC two days later. That precedent gives investors a clear short-term test. A material new purchase would support Saylor’s argument that the company still views volatility as an entry point. A lack of follow-through could strengthen concerns that financing conditions, preferred-stock pricing, or balance-sheet pressure are starting to limit Strategy’s ability to operate as Bitcoin’s most aggressive corporate buyer. The debate now centers on whether Strategy’s model can absorb a deeper Bitcoin drawdown without weakening its capital-raising engine. For investors, the paper loss is only part of the story. The larger question is whether the company can keep converting market stress into accumulation while its own securities are being repriced for higher risk.