Michael Saylor Eyes More Bitcoin as Strategy’s Gains Surpass $21.8 Billion
Saylor’s Strategic Accumulation Shows No Signs of Slowing as BTC Pullback Tempts Further Buys
Michael Saylor, co-founder of Strategy, is once again hinting at buying the Bitcoin dip, continuing a streak of aggressive accumulation that has left the company sitting on over $21.8 billion in unrealized gains.
As Bitcoin (BTC) pulled back from its all-time high of $112,000 on May 22, Saylor took to X, posting to his 4.3 million followers:
“I only buy Bitcoin with money I can’t afford to lose.”
His message, cryptic but clear to market watchers, is widely interpreted as a signal that another major BTC purchase may be imminent.
Strategy’s Bitcoin Holdings Surge to Over 576,000 BTC
On May 19, Strategy added 7,390 BTC to its reserves, spending nearly $765 million. The purchase brought the company’s total holdings to 576,230 BTC, solidifying its position as the largest corporate Bitcoin holder in the world.
If the company goes through with its next rumored buy on May 26, it will mark seven consecutive weeks of Bitcoin acquisitions.
Strategy’s Bitcoin purchases over time and major metrics. Source: SaylorTracker
From Tech Firm to Bitcoin Titan
Strategy has undergone a dramatic transformation in recent years, pivoting from a software-focused enterprise to a Bitcoin-first treasury powerhouse. The company’s approach—leveraging capital markets to convert depreciating fiat into appreciating BTC—has set it apart on Wall Street.
This strategy has not only fueled continued BTC demand among institutions but also inspired other firms to adopt similar treasury models.
Market analyst Jeff Walton recently told the Financial Times that Strategy could be on track to become a $10 trillion company, potentially overtaking all other publicly traded firms by sheer asset value.
“Strategy holds more of the best assets, and the most pristine collateral, on the entire planet than any other company, by multiples,” Walton said.
Unlike traditional corporations, which use debt to expand operations, Strategy funnels capital from bond and equity markets directly into Bitcoin, betting on its long-term appreciation potential.
Saylor has remained firm in his belief that Bitcoin will eventually be worth millions of dollars per coin. His thesis hinges on BTC’s finite supply and its role as “asymmetric upside” against the inflationary nature of fiat currencies.
However, in the near term, BTC has struggled to break past the $150,000 threshold. Saylor attributes the lag to short-term traders taking profits too early, undercutting upward momentum due to a lack of long-term conviction.
Despite the temporary headwinds, Strategy continues to accumulate, and Saylor appears unwavering in his view: Bitcoin is the future of money—and Strategy is positioning itself accordingly.
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