Michael Saylor's bold Bitcoin gamble is now not just an investment strategy but resembles an "advanced class" in the art of Accumulation of strategic assets. With just a positive news push, the profits in 2025 from Strategy could easily surpass the total value of 17 purchases throughout 2024 — and notably, we have only just passed the halfway mark.
However, the market is still divided in opinion: is this a genius move or a high-risk gamble in a volatile macro environment?
Back on November 21, 2024, MSTR shares once peaked at a historic level of 543 dollars, while the company was holding 331,200 BTC. By May 30, 2025, the amount of Bitcoin had nearly doubled to 580,250 BTC, but the share price had dropped to just 366 dollars – a contrast that left many investors questioning how the market was valuing Saylor's "treasury" of Bitcoin.
MSTR/USD | Source: TradingViewUndeniably, this is an extremely high level of volatility associated with Bitcoin. In the context of macro factors continuing to put pressure on the stock market and escalating volatility, the current structure has significant risks.
If the market suddenly turns negative, the Strategy may fall into a seriously passive position. In other words, the company may be forced to cut down on the amount of Bitcoin held — whether that is in the plan or not.
The very scenario of falling prices is causing skeptics to remain cautious. However, there is a possibility that is gradually forming: the market is undergoing a profound transformation — a shift large enough to turn 2025 into an unprecedented milestone of prosperity for MSTR.
MSTR's Bitcoin activities face instability in 2025
The latest Bitcoin purchase by Strategy seems to accurately reflect the current market volatility. On May 26, the company spent $106.24 million to acquire an additional 4,020 BTC, raising the total cost basis for this round to an astonishing $427.1 million.
However, with the price of Bitcoin sliding down to about 104,666 dollars at the time of writing, the new investment is recording a paper loss of approximately 6.8 million dollars. As a result, MSTR shares fell by 3.14% to 381 dollars in that trading session.
In the context of the global trade tensions showing signs of flaring up again, a sustainable recovery of Bitcoin has become more difficult than ever – especially as confidence in the resilience of this asset continues to be tested.
Will MSTR face strong sell-offs? Perhaps not. Over the past three months, Strategy's stock has outperformed Bitcoin itself, recording an increase of nearly 50% — indicating that market confidence in the company's long-term strategy remains intact.
Source: IntoTheBlockIt is noteworthy that this sudden price surge occurred right at the time when the market was drowning in a wave of FUD after "Liberation Day", when Bitcoin fell to its lowest level in 5 months – around the threshold of 76,000 dollars.
The strategy of Strategy is quietly leveraging its strength, demonstrating a strong belief in the long-term upward trend. Meanwhile, many traders are starting to view MSTR stock as a hedging tool against volatility – a "buffer" against the unpredictable shocks from Bitcoin prices.
And in return, the Strategy seems to be preparing for a large-scale accumulation in the second half of the year, as macroeconomic fluctuations continue to keep the market in a state of high alert. 16 purchases so far? – Perhaps that is just the warm-up.
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The bet of 133,000 Bitcoin from Strategy shows no signs of stopping in 2025.
Michael Saylor's bold Bitcoin gamble is now not just an investment strategy but resembles an "advanced class" in the art of Accumulation of strategic assets. With just a positive news push, the profits in 2025 from Strategy could easily surpass the total value of 17 purchases throughout 2024 — and notably, we have only just passed the halfway mark.
However, the market is still divided in opinion: is this a genius move or a high-risk gamble in a volatile macro environment?
Back on November 21, 2024, MSTR shares once peaked at a historic level of 543 dollars, while the company was holding 331,200 BTC. By May 30, 2025, the amount of Bitcoin had nearly doubled to 580,250 BTC, but the share price had dropped to just 366 dollars – a contrast that left many investors questioning how the market was valuing Saylor's "treasury" of Bitcoin.
If the market suddenly turns negative, the Strategy may fall into a seriously passive position. In other words, the company may be forced to cut down on the amount of Bitcoin held — whether that is in the plan or not.
The very scenario of falling prices is causing skeptics to remain cautious. However, there is a possibility that is gradually forming: the market is undergoing a profound transformation — a shift large enough to turn 2025 into an unprecedented milestone of prosperity for MSTR.
MSTR's Bitcoin activities face instability in 2025
The latest Bitcoin purchase by Strategy seems to accurately reflect the current market volatility. On May 26, the company spent $106.24 million to acquire an additional 4,020 BTC, raising the total cost basis for this round to an astonishing $427.1 million.
However, with the price of Bitcoin sliding down to about 104,666 dollars at the time of writing, the new investment is recording a paper loss of approximately 6.8 million dollars. As a result, MSTR shares fell by 3.14% to 381 dollars in that trading session.
In the context of the global trade tensions showing signs of flaring up again, a sustainable recovery of Bitcoin has become more difficult than ever – especially as confidence in the resilience of this asset continues to be tested.
Will MSTR face strong sell-offs? Perhaps not. Over the past three months, Strategy's stock has outperformed Bitcoin itself, recording an increase of nearly 50% — indicating that market confidence in the company's long-term strategy remains intact.
The strategy of Strategy is quietly leveraging its strength, demonstrating a strong belief in the long-term upward trend. Meanwhile, many traders are starting to view MSTR stock as a hedging tool against volatility – a "buffer" against the unpredictable shocks from Bitcoin prices.
And in return, the Strategy seems to be preparing for a large-scale accumulation in the second half of the year, as macroeconomic fluctuations continue to keep the market in a state of high alert. 16 purchases so far? – Perhaps that is just the warm-up.
Minh Anh