Saylor Hints Strategy May Resume Bitcoin Buying

Strategy, formerly MicroStrategy, has treated Bitcoin as its primary treasury asset since 2020 and funded further purchases through common-stock and bond issuance as well as STRC perpetual preferred stock. Its Bitcoin holdings are worth about $52 billion, making MSTR a key proxy for corporate Bitcoin exposure and putting its financing and dividend obligations under close scrutiny.

On March 22, Michael Saylor posted a purchase chart on X captioned “The Orange March Continues,” signaling that Strategy would keep buying. The company bought 17,994 Bitcoin on March 9 and another 22,337 on March 16, investing about $2.9 billion during the month. Bitcoin fell as low as $67,725 that day, below Strategy’s average cost of $75,696 and leaving its holdings with an unrealized loss of more than 10%.

MicroStrategy has long held large amounts of Bitcoin on its corporate balance sheet, and buying signals from Chairman Michael Saylor are often viewed as a barometer of institutional demand. A slight decline in its Bitcoin holdings had raised concerns that the company was reducing its position. Whether it continues buying therefore carries implications for confidence in large corporate demand and Bitcoin’s near-term outlook.

On Sunday, July 19, 2026, Saylor indicated that MicroStrategy would continue adding to its holdings, easing market fears that the company was cutting its position. Bitcoin rebounded quickly after falling below $60,000 and briefly touched $64,200. The market subsequently held steady, but confirmation of a shift from a downtrend to an uptrend will require stronger trading volume and sustained buying.

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 known as MicroStrategy, has treated Bitcoin as a core treasury asset since 2020, financing purchases through common stock, preferred stock and convertible debt offerings. The model spearheaded by Michael Saylor has made Strategy the world’s largest publicly traded corporate holder of Bitcoin, and its transactions have become an important gauge of institutional demand.

Strategy said on May 18, 2026, that it spent about $2.014 billion to buy 24,869 Bitcoin from May 11 to May 17 at an average price of $80,985 each. As of May 17, its total holdings stood at 843,738 Bitcoin, representing about 4% of Bitcoin’s maximum supply. The company had spent approximately $63.87 billion in total, at an average cost of about $75,700 per Bitcoin.

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.

Strategy, formerly known as MicroStrategy, has become the world's largest corporate Bitcoin holder under co-founder Michael Saylor, financing long-term purchases through debt issuance and high-dividend preferred shares. Its financial performance and stock price are therefore closely tied to cryptocurrency markets, while the size of its holdings is large enough to influence market confidence.

Strategy spent about $330 million last week to buy 4,871 Bitcoin at an average price of $67,718 each, lifting its total holdings to 766,970 BTC, or about 3.8% of the circulating supply. The company recorded a first-quarter paper loss of about $14.46 billion and still has about $5 billion in unrealized losses.

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.

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.