Strategy Repurchases $1.5B Convertible Debt for $1.38B
With U.S. equity markets back online following the Memorial Day long weekend, the corporate cryptocurrency tape wasted no time. Strategy disclosed the retirement of $1.5B in convertible debt at a discount to par while updating its bitcoin treasury position, JPMorgan Chase priced two new bitcoin-linked structured note offerings, Bitcoin Depot was formally suspended from Nasdaq trading following its Chapter 11 filing, and infrastructure announcements arrived from Core Scientific and Hyperscale Data. Stay up on the crypto news that matters with "Crypto Currents," daily from The Fly. Join us at 2 PM ET for your essential briefing on the fast-moving world of cryptocurrency on FlyCast radio.STRATEGY CAPITAL STRUCTURE UPDATE:Strategycompleted the repurchase of $1.5B face value of its 0% Convertible Senior Notes due 2029 for approximately $1.38B in cash, nearly an 8% discount to par, asconfirmed. The transaction, which settled around May 19, was funded through a combination of cash, ATM proceeds, and bitcoin-related resources, leaving roughly $1.5B of the 2029 notes still outstanding.Last week, Strategy announced a purchase of nearly 25,000 bitcoin, funded by $1.949B in proceeds from sales of STRC preferred shares and $83.7M of common stock. Their purchase was made at an average of $80,985 per coin, bringing its total holdings to 843,738 bitcoin at an aggregate cost basis of $63.87B, or $75,700 per coin on average. The company reported a year-to-date bitcoin yield of 13.3% and disclosed a $871M USD reserve, with remaining ATM capacity spanning more than $51B across its five preferred and common equity programs.JPMORGAN BITCOIN STRUCTURED NOTES:JPMorgan Chasepriced two separate bitcoin-linked structured note offerings today, settling on or around May 29, asrevealed. The first is a set of Auto Callable Accelerated Barrier Notes tied to the iShares Bitcoin Trust ETF managed by BlackRock, maturing June 1, 2029, with 1.50x upside leverage, a 70% downside barrier, and a call premium of at least $185 per $1,000 face value, callable on June 1, 2027 if the ETF finishes at or above its initial value.The second offering links to the MerQube Bitcoin Vol Advantage Index, which applies a 6% annual daily deduction, and carries a contingent interest rate of at least 11.50% per annum, a 60% interest and trigger barrier, and a five-year maturity through May 30, 2031, with quarterly auto-call provisions beginning no earlier than November 27. Together, the two pricings signal continued demand for bank-structured, yield-bearing bitcoin exposure products among wealth management and institutional channels, even as implied bitcoin volatility fell to a nine-month low near the levels last seen in September 2025, per.BITCOIN DEPOT DELISTED:Bitcoin Depotwas suspended from Nasdaq trading at the open today after the ATM operator filed Chapter 11 bankruptcy on May 17 with 15 affiliated entities, for a total of 16 debtors, and failed to timely submit its Q1 Form 10-Q, asdisclosed. Nasdaq filed a Form 25-NSE to delist Bitcoin Depot's Class A common stock and warrants, with the removal effective ten days after filing. The company does not intend to appeal, and equity holders were warned of the potential for a complete loss of value.BITCOIN TREASURY MOVES:Hyperscale Datareported its bitcoin treasury reached roughly 700 bitcoin, valued at approximately $53.9M based on the May 24 closing price of $76,981 per coin, after its Ault Capital Group, or ACG, subsidiary acquired roughly 2 bitcoin in the open market during the week ended May 24, asshowed. Management reiterated its intent to fully deploy remaining allocated cash into bitcoin over time, and noted that ACG's divestiture is targeted for Q2 2027 as the company pivots toward AI data center operations.INFRASTRUCTURE AND MINING:Core Scientificnamed Steve Smith to its board of directors, the company. Smith is the current CEO of Zayo Group and former CEO of Equinix, where he grew revenue from approximately $400M to more than $4B, a background that aligns directly with Core Scientific's large-scale AI colocation expansion underway. The appointment adds seasoned data center infrastructure expertise as the company competes for hyperscaler contracts.PRICE ACTION:As of time of writing, bitcoin was trading at $77,510.58, while ether was trading at $2,128.83,.
Trade with 70% Backtested Accuracy
Analyst Views on MSTR
About MSTR
About the author

- Buyer Concentration Risk: Strategy currently holds 843,738 bitcoins, representing 4% of the maximum supply, and while its demand accounts for only 7% to 9% of net Bitcoin inflows, a halt in purchases could significantly devalue Bitcoin, highlighting market dependency on a single entity.
- Market Disconnection: Since the October 10, 2025 flash crash, Bitcoin has failed to reclaim its peak of $122,000, while the SPDR S&P 500 ETF has surged approximately 27%, indicating a negative correlation with other risk assets and potential capital outflows from Bitcoin.
- Rise of Privacy Coins: Zcash has dramatically rebounded from $16 to $574, attracting significant investor interest, and although its market cap is less than 1% of Bitcoin's, its privacy features pose a potential threat to Bitcoin's market dominance.
- Bitcoin's Fundamentals Remain Strong: Despite facing multiple challenges, Bitcoin's scarcity and market fundamentals are still intact, and while its short-term performance is lacking, its long-term potential remains worth monitoring as investors need to carefully assess market dynamics.
- Price Decline: Bitcoin has dropped over 40% since early October 2025, causing investor pain while other global assets surge, indicating a significant disconnect between Bitcoin and broader market trends.
- Concentration Risk: Strategy currently holds 843,738 bitcoins, about 4% of the maximum supply, and while its demand accounts for only 7% to 9% of net inflows, a halt in purchases could drastically reduce Bitcoin's value.
- ETF Underperformance: Bitcoin-related spot ETFs faced $1.5 billion in capital outflows by late May 2026, marking their worst performance, which reflects a waning market confidence in Bitcoin.
- Privacy Competition Threat: The rise of privacy coins like Zcash poses a threat to Bitcoin, as Zcash's market cap of $9.5 billion is significantly lower than Bitcoin's $1.5 trillion, yet its privacy features are attracting substantial investment, potentially undermining Bitcoin's market position.
- Significant ETH Holdings: Bitmine currently holds 4,712,917 ETH valued at approximately $10.1 billion, representing 4.47% of the total ETH supply, indicating its crucial position in the crypto market and potentially attracting more investor interest.
- Liquidity and Returns: With a total of 4,712,917 ETH staked, Bitmine anticipates annual returns of $276 million, showcasing its efficiency and profitability in crypto asset management, further solidifying its market leadership.
- Active Market Trading: Bitmine's stock has an average daily trading volume of $572 million in the U.S. market, ranking 193rd, reflecting its popularity among investors and market recognition, which could drive future stock price increases.
- Strategic Investment and Expansion: The recent launch of Bitmine's MAVAN staking platform aims to attract more institutional investors, enhancing its competitiveness in the Ethereum staking market and expected to drive the company's growth potential in the future.
- Investment Outlook: Joby Aviation is viewed as a promising investment, although market sentiment remains cautious; analysts suggest that the upcoming investment wave in the drone sector could benefit Joby significantly.
- Competitive Landscape: In the drone industry, analysts indicate that other companies may present more attractive investment opportunities, especially with the presidential election potentially driving further growth in the sector.
- Industry Dynamics: Despite Joby Aviation's strong stock performance, analysts express concerns about its profitability, noting that the company is still operating at a loss, which necessitates careful evaluation of its long-term value by investors.
- Investor Confidence Boost: As interest in drone technology rises, Joby Aviation's market visibility improves, leading analysts to adopt an optimistic stance on its future investment prospects, which may attract more investor attention.
- Market Pressure Intensifies: The S&P 500 index fell 0.14%, the Dow Jones Industrial Average dropped 0.27%, and the Nasdaq 100 index decreased 0.34% as crude oil prices surged over 2% following fresh US attacks on Iran, indicating heightened sensitivity to geopolitical risks.
- Economic Data Impact: The April core PCE price index rose 3.3% year-on-year, meeting expectations, but the unexpected 1.1% decline in April capital goods new orders signals potential economic slowdown, which may heighten investor concerns about future growth.
- Rising Unemployment Claims: Initial jobless claims in the US increased by 5,000 to 215,000, exceeding expectations of 211,000, reflecting a weakening labor market that could prompt the Fed to adopt a more cautious stance in future policy decisions.
- Earnings Season Insights: As of now, 83% of the 479 S&P 500 companies that reported earnings exceeded expectations, with Q1 earnings projected to rise 12% year-on-year; however, excluding the tech sector, growth is only expected at 3%, highlighting a divergence in overall profitability.
- Significant ETH Holdings: Bitmine currently holds 4,712,917 ETH, valued at $10.1 billion at the current price of $2,134, highlighting its crucial position in the Ethereum market and expected to further enhance its market influence.
- Exchange Migration: Bitmine transitioned from NYSE American to the New York Stock Exchange (NYSE) on April 9, 2026, a move that not only elevates the company's market profile but may also attract more institutional investors to its stock.
- Launch of MAVAN Platform: The introduction of MAVAN (Made in America Validator Network) aims to provide secure and reliable Ethereum staking services for institutional investors, which is expected to enhance its competitiveness in the cryptocurrency space and attract more capital inflow.
- Strong Liquidity: Bitmine's average daily trading volume reaches $572 million, ranking it 193rd in the U.S., indicating high liquidity and market activity of its stock, further solidifying its appeal among investors.











