Michael Saylor Hints at Strategy’s 100th Bitcoin Buy: Why Corporate Accumulation Still Matters

Michael Saylor’s firm, Strategy (formerly MicroStrategy), is about to make its 100th Bitcoin purchase. The company currently hodls a massive 717,131 BTC, accumulated steadily since August 2020. Despite recent market volatility and unrealized losses on their holdings, Saylor’s latest hint suggests the company shows no signs of slowing down.

Saylor recently shared a chart on X with the caption “The Orange Century,” a move he frequently uses to tease an incoming acquisition. For the company, this milestone comes nearly six years after the company first pivoted to Bitcoin as a hedge against inflation to protect shareholder value.

The Orange Century. pic.twitter.com/8zelTduTPC

— Michael Saylor (@saylor) February 22, 2026

With Bitcoin currently trading at $65k, below the company’s average purchase price of $76,027, Strategy’s holdings are underwater. So, the market value is lower than what Saylor paid for. Interestingly, the firm has continued buying for 12 consecutive weeks despite the volatile conditions. Is this the confidence boost the crypto market needs right now?

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Saylor Made 99 Separate Bitcoin Purchases So Far

Strategy has been relentlessly accumulating assets. If this 100th buy goes through, it extends their buying streak to 13 consecutive weeks.

This persistence is crucial because the company is facing criticism. Strategy is raising money by selling debt and shares to buy more Bitcoin. Are Strategy risks becoming a “dilution machine?” Dilution is bound to happen when a company issues more shares, which can reduce the value of existing shares if the company doesn’t grow fast enough to match it.

Currently, the firm relies heavily on financial engineering to keep buying.

But, when the world’s largest corporate holder of Bitcoin doubles down while losing money on paper, it may send a strong signal of conviction.

Whales and institutional players maybe looking at a time horizon of 10 or 20 years, ignoring short-term price charts.

Will the 100th buy spark a market rally?

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Michael Saylor’s Strategy Bought $264M Worth BTC Last Month

On 26 January 2026, the Securities and Exchange Commission (SEC) regulatory filings revealed that Saylor bought $264 million of BTC when the coin slid.

During this time, the Bitcoin price was under immense selling pressure, fluctuating between $87,000 and $90,000. Each coin was bought at an average price of $90,061.

Strategy has acquired 2,932 BTC for ~$264.1 million at ~$90,061 per bitcoin. As of 1/25/2026, we hodl 712,647 $BTC acquired for ~$54.19 billion at ~$76,037 per bitcoin. $MSTR $STRC https://t.co/QBFRdARwtM

— Strategy (@Strategy) January 26, 2026