Strategy Plans to Raise Over $44B to Purchase Bitcoin
Today's institutional crypto tape is about hardwiring, not hype, as exchanges, corporates, and regulators move crypto deeper into core U.S. market plumbing. Bitcoin, ether, and tokenization rails are now showing up inside treasury, trading, and infrastructure plans at listed companies, not just on the fringes. 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 SUPERCHARGES BITCOIN TREASURY PLAY:Strategyfiled new at-the-market equity programs that could raise more than $40B to continue purchasing bitcoin, materially extending its capacity to lever equity markets into crypto exposure., the company outlined plans to raise up to $44.1B across common and preferred securities while disclosing that its bitcoin holdings now exceed 762,000 BTC, reinforcing its role as the largest corporate holder and a high-beta proxy for bitcoin price moves. The key takeaway is that Strategy's share price will increasingly trade as a geared instrument on bitcoin, with equity dilution risk on one side and leverage to upside bitcoin moves on the other.BITCOIN TREASURIES MOVE CAPITAL AROUND THE BALANCE SHEET:Empery Digitalclosed a $25M registered direct offering, explicitly linking the raise to its bitcoin-backed funding structure., the company said it holds 3,439 BTC and plans to use proceeds from the equity sale to repay a bitcoin-backed repurchase agreement facility, effectively swapping token-linked leverage for fresh equity capital. Hyperscale Datadisclosedthat it holds about 627.8970 BTC alongside roughly equal cash balances, noting that combined cash and bitcoin represent about 147.07% of its market capitalization, which effectively turns GPUS into an asset-value arbitrage story for traders.TOKENIZATION GOES MAINSTREAM AT THE NYSE:Intercontinental Exchange'sNew York Stock Exchange signed a memorandum of understanding with Securitize that sets up the crypto-native firm as the first digital transfer agent for tokenized securities on the NYSE's planned Digital Trading Platform., NYSE said Securitize will help mint blockchain-native securities and maintain holder records, positioning the tokenization stack directly inside the U.S. flagship listings venue rather than at the periphery. The ICE move suggests that tokenized equity, credit, or fund interests could increasingly trade with the same regulatory wrapper as traditional securities but with blockchain-based rails, potentially compressing settlement frictions and widening access. AIxCrypto Holdings, which combines real estate and digital-asset infrastructure,that it is repositioning around tokenized securities and AI/blockchain infrastructure, with management emphasizing alignmentFaraday Future Intelligent Electric, a reminder that tokenization strategies still sit under active regulatory scrutiny.WISDOMTREE AND BAKKT TREAT DIGITAL ASSETS AS CORE BUSINESS:Bakkt'sThat means WisdomTreeand Bakkt function as picks-and-shovels plays on institutional adoption, with WisdomTree from the product and distribution side and Bakkt from the clearing, custody, and merchant-acceptance angle.ALT-CREDIT, BLOCKCHAIN HEALTHCARE, AND SPAC-TO-CRYPTO ASSET MANAGEMENT:Enlivex Therapeuticsfiled a prospectus supplement describing a capital-raising program that is partly framed around a crypto and blockchain initiative on the Arbitrum network., Enlivex referenced a digital asset called the RAIN token, illustrating how even non-crypto-native sectors like biotech and cell therapy are experimenting with token-based funding and ecosystem incentives.MINERS AND INFRASTRUCTURE PIVOT WHILE TREASURIES BUILD:CNBC interviewed TeraWulfCEO Paul Prager on the company's pivot from pure bitcoin mining toward AI and high-performance computing data center leasing, including a 522 MW capacity deal backed by Google. In the, Prager emphasized that AI demand for power and compute can provide more stable, contracted revenue than mining, which reshapes how investors should model TeraWulf as an energy and infrastructure operator rather than just a proxy for bitcoin price and hashprice cycles.PRICE ACTION:As of time of writing, bitcoin was trading at $70,008.02, while ether was trading at $2,138.18,.
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- Price Target Reduction: Canaccord analyst Joseph Vafi lowered the price target for MSTR from $224 to $163, a decrease of over 27%, while maintaining a 'Buy' rating, indicating a negative market reaction to the company's Bitcoin sale that could undermine investor confidence.
- Impact of Bitcoin Sale: Strategy announced its first Bitcoin sale since 2022, selling 32 bitcoins, which, despite being a small and symbolic transaction, triggered a broader sell-off in cryptocurrencies, causing Bitcoin prices to drop below $62,000 and decline over 8% in the past 24 hours, negatively affecting market sentiment.
- Pessimistic Market Sentiment: Retail sentiment around MSTR and Bitcoin is extremely bearish, with a Stocktwits score of only 13/100, marking the lowest this year, reflecting panic among investors as Bitcoin and Ethereum prices continue to fall.
- Long-term Strategic Considerations: Canaccord noted that selling Bitcoin to fund dividends may make more long-term sense than selling MSTR shares, indicating the company's efforts to educate the market on maintaining stability amid the ongoing crypto winter.
- Price Target Cut: Canaccord analyst Joseph Vafi reduced MSTR's price target from $224 to $163, a drop of over 27%, while maintaining a ‘Buy’ rating, indicating a negative market reaction to the company's Bitcoin sale that could undermine investor confidence.
- Bitcoin Sale Impact: Strategy Inc. sold 32 bitcoins this week, marking its first sale since 2022, which, despite being small and symbolic, triggered a broader cryptocurrency sell-off, causing Bitcoin to drop over 8% in 24 hours and reach its lowest level since 2024.
- Pessimistic Market Sentiment: Retail sentiment around MSTR and Bitcoin is extremely bearish, with a Stocktwits score of only 13/100, the lowest this year, reflecting investor concerns about the future of the crypto market, especially as Peter Schiff warns of further declines in cryptocurrencies.
- Long-term Strategic Consideration: Canaccord noted that selling Bitcoin to fund dividends may make more long-term sense than selling MSTR shares, indicating a strategic shift in the company's capital market approach aimed at enhancing financial stability amid current market challenges.
- Escalating U.S.-Iran Tensions: The overnight exchange of fire between the U.S. and Iran marks a significant escalation since the ceasefire, raising concerns about future geopolitical stability, which could impact global oil prices and investor confidence.
- Federal Reserve Economic Outlook: The latest Beige Book indicates that while the U.S. economy expanded marginally through May, inflationary pressures continue to burden consumers and corporate profit margins, with the PCE index rising 3.8% in April, the highest level since 2023.
- Poor Stock Market Performance: On Wednesday, all three major U.S. indexes fell, with the Dow Jones dropping over 600 points to close down 1.21%, ending a winning streak that had lasted for nearly two decades, highlighting market sensitivity to geopolitical risks.
- Oil Price Fluctuations: Oil futures edged lower in overnight trading as a new ceasefire agreement between Israel and Lebanon boosted sentiment, with Brent crude futures down nearly 1% and WTI crude futures down about 0.79%, reflecting market concerns over supply chain stability.
- High-Conviction Sell-Off: In the past two days, bitcoin's highest conviction holders sold approximately $2.4 billion worth of bitcoin, which may signal the potential end of the ongoing cryptocurrency slump, indicating a shift in market sentiment.
- Investor Panic Intensifies: Of the bitcoin sold in the last 30 days, 26% came from investors who purchased it above $90,000, suggesting that these top buyers are capitulating during the market downturn, further exacerbating panic in the market.
- Supply/Demand Impact: Compass Point analyst Ed Engel noted that this sell-off has significant implications for bitcoin's supply/demand balance, especially as long-term holders, who had been inactive for months, have recently turned into sellers.
- ETF Outflow Pressure: Bitcoin ETFs have recorded their longest streak of net outflows at 11 days, reflecting waning investor interest in bitcoin, with analysts predicting that sentiment will remain lackluster in the absence of positive regulatory news or market structure bills.
- Long-Term Holder Sell-Off: According to Compass Point, long-term holders have sold approximately $2.4 billion in Bitcoin over the past two days, which could significantly impact BTC's supply/demand dynamics and indicate a shift in market sentiment.
- Market Sentiment Shift: In the last 30 days, 26% of Bitcoin sold came from investors who purchased it above $90,000, showcasing that these resilient top-buyers are capitulating as BTC approaches new cycle lows, reflecting a common trend in late-cycle bear markets.
- ETF Outflows: Bitcoin ETFs have recorded their longest streak of net outflows at 11 consecutive days, indicating a waning interest among investors, particularly in the absence of positive regulatory news that could reignite interest.
- Increased Price Pressure: Bitcoin has dropped 10% week-to-date, primarily due to fear-based selling and skepticism regarding its role as
- Price Decline Trend: Bitcoin prices have fallen to around $66,500, down over 45% from last October's high of $120,000, indicating a significant deterioration in market sentiment that could impact investor confidence and liquidity.
- Bearish Market Expectations: Traders on prediction market Kalshi estimate an 80% chance that Bitcoin will fall below $60,000 in 2026, suggesting the cryptocurrency may hit new lows, further exacerbating market uncertainty.
- Future Price Predictions: The likelihood of Bitcoin reaching six figures again in 2026 is now only 27%, a sharp decline from nearly 50% in early May, reflecting a lack of confidence in future price rebounds among traders.
- Increased Short-Term Volatility: Bitcoin has dropped nearly 10% this week, highlighting the market's fragility during the current











