Michael Saylor Loses Over $4B as MSTR Stock Falls 52% in Six Months

Key Insights:

• Saylor’s wealth has fallen by more than $4 billion as MSTR stock dropped 52% and BTC declined.
• His 19.6 million Class B MSTR shares remain his largest asset, now valued at about $3.9 billion.
• He also holds at least 17,732 BTC and significant non-public assets, keeping his estimated net worth near $5.9 billion.
• Despite the losses, Saylor has not filed any insider sale disclosures since April 2024, suggesting his ownership stake is likely unchanged.

Michael Saylor has lost over $4 billion of personal wealth in the past six months as MSTR stock and Bitcoin prices have slid.

According to an analysis of public data, his net worth is now roughly $5.9 billion (Nov. 18, 2025), down from about $10.1 billion in mid-May.

This decline reflects a 52% plunge in MSTR stock during that period and weaker cryptocurrency markets. Forbes’s real-time tracker listed Saylor’s net worth as $10.1B on May 13, 2025, implying a roughly 40% drop by late November.

MSTR stock slump drains Saylor’s fortune

Saylor’s 19.640 million Class B MSTR shares remain his largest asset. These supervoting shares (10 votes per share) give him controlling power over MicroStrategy (now Strategy Inc).

As of May 2, 2025, Saylor held exactly 19,616,680 Class B shares. At recent MSTR stock price, that stake is worth about $3.9 billion, roughly half its value from six months ago.

In other words, MSTR stock’s decline erased about $4.1B of value in Saylor’s stake. Despite the drop, the Class B position still dominates his net worth.

MSTR stock closed sharply lower in November 2025, extending its six‑month slide. The stock has lost over half of its peak value, tracking broader market pressures on Bitcoin stocks.

MicroStrategy (MSTR) shares now trade at a significant discount to the value of the company’s Bitcoin treasury, reversing much of the “Bitcoin premium” they once enjoyed.

Beyond the company’s stock, Saylor holds a substantial personal Bitcoin position. He publicly disclosed in 2020 that he personally acquired 17,732 BTC for about $175 million.

This amount appears to be unchanged; in August 2024 Saylor confirmed he still held 17,732 BTC. At current prices, those coins are worth roughly $1.6 billion. This personal crypto holding is separate from Strategy Inc’s corporate treasury.

Saylor also owns numerous private assets. He reportedly controls tens of millions of dollars in real estate and luxury yachts, as well as valuable Internet domain names.

These non-public holdings and any private equity or art, are harder to value, but they bolster his wealth beyond stock and Bitcoin. Forbes’s latest estimate likely includes these assets, given that it places him at $5.9B overall.

Strategy Insider sales and net worth outlook

Notably, Saylor has not sold any MSTR stock in recent quarters. He did exercise and sell company stock under a previously disclosed plan in April 2024, but since then he has not filed any Form 3 or 4 to disclose insider trades.

This absence of new sales implies his 19.616 million Class B shares are still intact. In short, his stake and voting power in the company appear unchanged.

Putting the pieces together, Saylor’s wealth today comes chiefly from his remaining MSTR stake and Bitcoin. Forbes’s November 2025 estimate of $5.9B essentially matches the sum of $3.9B (stock) plus $1.6B (personal BTC), plus modest gains from real estate and other assets.

In practical terms, his net worth is roughly half of what it was in May, driven largely by the 52% drop in MSTR stock and a slide in Bitcoin price.

Despite the steep losses, Saylor’s public outlook and ownership haven’t wavered. He continues to hold the same positions, and Strategy Inc’s Bitcoin strategy remains central to the company.

Strategy reported on November 17 that it had added 8,178 BTC to its treasury in a deal worth about $835 million—its largest purchase since July 29, when it acquired 21,021 coins.

With the latest transaction, the Virginia-based firm’s total Bitcoin investment rose to $59.40 billion, giving it an average purchase price of $74,433 per coin. The company now holds 649,870 BTC, representing roughly 3.1% of Bitcoin’s eventual fixed supply.