Michael Saylor Expands Bitcoin Empire with $50 Million Purchase Amid Bullish Momentum

Michael Saylor’s Strategy has doubled down on its Bitcoin accumulation campaign, purchasing an additional 487 BTC between November 3 and November 9 for roughly $50 million, according to a new SEC filing released Monday. The buy, executed at an average price of $102,557 per coin, pushes the firm’s total holdings to 641,692 Bitcoin — now valued at over $67 billion.

The acquisition underscores Saylor’s unwavering conviction in Bitcoin as the ultimate treasury reserve asset. Strategy’s latest purchase represents a week-over-week acceleration from its previous 397 BTC buy, funded through a series of at-the-market preferred stock offerings. The company raised capital by selling 50,881 STRK shares for $4.5 million, 165,614 STRF shares for $18.3 million, 262,311 STRC shares for $26.2 million, and 12,800 STRD shares for $1 million.

Altogether, Strategy’s cumulative Bitcoin exposure now accounts for more than 3 percent of the cryptocurrency’s total capped supply of 21 million coins. The company’s average purchase price across all holdings stands at $74,079 per Bitcoin, totaling $47.5 billion in invested capital, including fees. With Bitcoin trading near $105,300, those positions represent approximately $20.5 billion in unrealized gains.

Investor sentiment toward Saylor’s Bitcoin-centric playbook appears to be strengthening. Hedge fund Kynikos Associates — famous for its short-selling history — recently closed its short position on Strategy’s MSTR stock, signaling that even long-standing skeptics may be reassessing their stance amid Bitcoin’s continued resilience.

Strategy’s funding structure remains complex but aggressive. The firm operates multiple preferred stock programs, including $21 billion allocated to STRK, and $4.2 billion each to STRC and STRD, plus $2.1 billion to STRF. These offerings form part of Saylor’s expansive “42/42 plan,” initially designed to raise $42 billion through equity and convertible debt but later doubled to $84 billion to sustain long-term Bitcoin acquisitions through 2027.

In a sign of expanding reach, Strategy recently unveiled plans to raise an additional $715 million via euro-denominated perpetual Stream preferred shares — its first direct move to diversify funding across currencies.

According to data fromBitcoin Treasuries, 193 public companies now hold Bitcoin on their balance sheets. After Strategy’s massive lead, the next largest corporate holders include Marathon Digital with 53,250 BTC, Tether-backed Twenty One with 43,514 BTC, Japan’s Metaplanet with 30,823 BTC, Bitcoin Standard Treasury Company with 30,021 BTC, and Bullish with 24,300 BTC.

Shares of Strategy’s MSTR closed Friday up 2 percent at $241.93 and rose 2.8 percent in Monday pre-market trading. Despite being down 19.4 percent year-to-date, the stock continues to mirror Bitcoin’s volatility, often trading at fluctuating premiums or discounts to the firm’s underlying Bitcoin net asset value.

For Saylor, the strategy remains unchanged — accumulate relentlessly and let time validate the thesis.