Analysts Back Strategy’s Cash Build as Saylor Broadens Bitcoin Playbook

Strategy, formerly MicroStrategy, has used equity and debt financing to accumulate bitcoin since 2020, turning the software company into the world’s largest corporate holder of the cryptocurrency. The strategy ties its market value closely to bitcoin while creating recurring obligations from preferred shares and borrowings. Its decision to build a U.S. dollar reserve, established on Dec. 1, 2025, is therefore important: it gives the company liquidity to cover dividends and interest without selling bitcoin during market stress.

Strategy said on July 27, 2026, that it sold 5,429,160 MSTR common shares through its at-the-market program from July 20 through July 26, raising $544.5 million in net proceeds. It added $525 million to its USD Reserve, lifting the balance to $3.75 billion, enough to cover 2.1 years of preferred dividends and debt interest. The company made no bitcoin purchase for a fifth straight week, leaving holdings at 843,775 BTC; its last disclosed purchase was 520 BTC for $35 million on June 22.

Strategy has held Bitcoin on its balance sheet since 2020 and funded purchases through common and preferred stock offerings, investing about $6.387 billion in total. It holds more Bitcoin than any other publicly traded company, leaving MSTR’s share price and the company’s dividend obligations closely tied to Bitcoin’s performance.

On May 31, Strategy Chairman Michael Saylor posted “Working Better” on X alongside a chart showing nearly six years of purchases, which the market interpreted as a signal of another acquisition. At the time, the company held 843,738 Bitcoin acquired through 110 transactions at an average cost of $75,701 per coin, but it had not formally announced a new transaction.

Strategy, formerly MicroStrategy, has raised funds through stock and debt offerings to buy Bitcoin, making the crypto asset the centerpiece of its corporate treasury. Executive Chairman Michael Saylor has long advocated holding rather than selling. His new openness to disposing of part of the position has implications for the company’s cash flow, debt management and shareholders’ exposure to Bitcoin price risk.

Saylor said in a recent interview that it was “not unlikely” Strategy would sell some Bitcoin by the end of 2026, but did not disclose the expected amount or value. The company plans to manage cash flow using equity and credit instruments while operating under a diversified model, with the goal of maximizing Bitcoin holdings per share by 2033.

Strategy, formerly known as MicroStrategy, has long treated Bitcoin as a core asset, raising funds through stock issuance to finance continued purchases. The company has become a key gauge of corporate crypto adoption. Its vast holdings affect its financial performance and have also drawn market scrutiny of the risks arising from equity financing and Bitcoin price volatility.

Strategy spent about $43 million in early May to buy another 535 Bitcoin, increasing its total holdings to 818,869 and formally taking the figure above 810,000. At current market prices, the holdings carry an estimated unrealized gain of about $4.6 billion. The company plans to continue its long-term strategy of issuing stock and buying more Bitcoin.

Strategy, formerly known as MicroStrategy, has continued raising funds through equity and debt instruments to buy Bitcoin under Michael Saylor, making BTC a core asset. The company recently raised capital through STRC perpetual preferred stock carrying an 11.5% dividend rate. Saylor said an annual Bitcoin gain of more than 2% would be enough to cover the dividend, underscoring the company's highly leveraged capital strategy.

Strategy added 3,468 Bitcoin on April 10, according to the latest report, which did not disclose the dollar value or average purchase price of the transaction. The purchase brought the company's total Bitcoin holdings close to 770,000 BTC. As proceeds raised through STRC continue to be converted into Bitcoin, the company's holdings are moving toward a new milestone.

Strategy, the world's largest corporate holder of Bitcoin, launched perpetual preferred stock STRC in July 2025 to raise U.S. dollar funding through share issuance and buy more Bitcoin. STRC targets a price near its $100 par value, with its high dividend designed to attract income-focused investors while allowing the company to continue expanding its crypto holdings.

Strategy said STRC's annualized dividend rate would remain at 11.5% in April 2026, ending a run of seven consecutive increases since the product's launch. With STRC's market price gradually stabilizing and approaching its $100 par value, the company will not raise the rate this month but will continue using the stock as a fundraising vehicle for future Bitcoin purchases.

Strategy, formerly known as MicroStrategy, has treated Bitcoin as a core treasury asset since 2020 and has long financed purchases through sales of common and preferred stock. The strategy has made it the world’s largest corporate holder of Bitcoin, but its high-interest financing costs and exposure to cryptocurrency price swings remain under market scrutiny.

Strategy raised funds by selling Class A common stock and preferred stock from March 2 to March 8, 2026, then spent about $1.28 billion to buy 17,994 Bitcoin at an average price of $70,946 each. The transaction increased its total holdings to 738,731 Bitcoin, continuing its long-term Bitcoin treasury strategy.

Strategy, formerly enterprise software company MicroStrategy, has made Bitcoin a core asset in recent years and continued accumulating it through debt and stock issuance. It holds more Bitcoin than any other publicly traded company, so its purchases and Michael Saylor’s price forecasts are often viewed by the market as indicators of institutional confidence.

On July 20, 2026, Strategy said it had spent about $39.83 million to buy 592 Bitcoin at an average price of $67,286 each, raising its total holdings to 717,722 Bitcoin. Despite a weak market and unrealized losses, Executive Chairman Saylor said that if Bitcoin does not go to zero, it will eventually rise to $1 million.

Strategy, founded by Michael Saylor, has made Bitcoin its core treasury asset and has steadily bought BTC since 2020, building a large position through its corporate balance sheet. Its purchases are often viewed by the market as an important gauge of institutional investors’ long-term confidence in Bitcoin.

The latest reports indicate that Saylor has hinted Strategy is about to make its 100th Bitcoin purchase. Before the planned acquisition, the company held a total of 717,131 BTC. Reports have not disclosed the exact date, number of coins or U.S. dollar value of the 100th transaction.