Michael Saylor’s Strategy Poised for 100th Bitcoin Purchase

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.

Michael Saylor-led Strategy, formerly known as MicroStrategy, has long raised funds through debt and share issuance to buy Bitcoin, making the crypto asset central to its corporate treasury strategy. Its holdings far exceed those of most listed companies, while its financing and purchases have become an important gauge of institutional demand for Bitcoin.

Michael Saylor said Strategy spent about $255 million to buy another 3,273 Bitcoin at an average price of about $77,900 per coin. As of April 26, 2026, the company's total holdings had risen to 818,334 BTC at a cumulative average cost of about $75,537 per coin, bringing it another step closer to its target of 1 million BTC.

MicroStrategy, now known as Strategy, has long used its corporate balance sheet and fundraising proceeds to buy Bitcoin, making it one of the most prominent corporate holders of the cryptocurrency. The accumulation strategy led by founder Michael Saylor has closely tied the company’s share price and financing capacity to Bitcoin’s performance. Its large holdings could also affect market supply and demand and institutional investor sentiment.

In early April, Strategy spent about $1 billion to acquire 13,927 Bitcoin at an average price of roughly $71,900 each, raising its total holdings to 780,897 Bitcoin, or more than 3.7% of the cryptocurrency’s maximum supply of 21 million. The purchase was financed primarily through the issuance of STRC perpetual preferred stock. Saylor said around the same time that Bitcoin may have bottomed near $60,000.

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.

Michael Saylor-led Strategy (MSTR) has long accumulated Bitcoin through stock and debt issuance, treating it as a core reserve asset. Because the size of its holdings and its financing methods affect the company's valuation, shareholder dilution risk and market supply and demand, each additional purchase draws close attention.

In the week ended July 19, 2026, Strategy spent about $1 billion to buy 13,927 Bitcoin at an average price of $71,902 each. The purchase was funded entirely through sales of Stretch (STRC) preferred stock. The transaction lifted the company's holdings to 780,897 Bitcoin, closing in on 800,000.

Michael Saylor-led Strategy has fueled the digital asset treasury, or DAT, model by issuing common and preferred stock to buy Bitcoin. Several companies followed suit when Bitcoin traded above $110,000 in July and August 2025. After the cryptocurrency fell below $70,000, however, high-cost holdings came under pressure and buying became concentrated in a single company, increasing market-liquidity and balance-sheet risks.

CryptoQuant said on March 26, 2026, that Strategy had bought about 45,000 BTC over the previous 30 days, while other companies purchased only about 1,000 BTC. Strategy held 76% of the Bitcoin in corporate treasuries. Data as of April 6 showed that it had added 46,233 BTC since March 2, nearly three times the 16,200 BTC in new supply over the same period. The company also raised $102.6 million through STRC to help fund more than $330 million in Bitcoin purchases.

Strategy, formerly MicroStrategy (Nasdaq: MSTR), has pursued a Bitcoin treasury strategy led by co-founder Michael Saylor, steadily accumulating BTC through stock issuance and other fundraising. Its vast holdings have closely linked the company's share price to Bitcoin's performance, making it a key gauge of corporate cryptocurrency adoption.

In the week ended July 19, 2026, Strategy spent $76.6 million to buy 1,031 Bitcoin, a notably smaller purchase than in the previous two weeks. The acquisition was funded primarily through common-stock sales. The company's holdings rose to 762,099 BTC, acquired at an average cost of about $75,694 per Bitcoin.

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.