Monster insider trading alert for MicroStrategy stock

Michael Saylor’s bold Bitcoin (BTC) bets have caused a lot of volatility for MicroStrategy stock (NASDAQ: MSTR) in 2025 thus far. With that being said, as of April 17, MSTR shares have outperformed BTC so far this year 

The former, which was changing hands at a price of $315.47 at press time, has marked an 8.92% gain on a year-to-date (YTD) basis, while the latter, which was trading at a price of $84,580, has seen a 9.55% drop in price in the same timeframe.

Amidst the volatility, Finbold’s insider trading radar recently picked up on an interesting transaction by way of an April 16 SEC Form 4 filing. Wei-Ming Shao, the company’s Executive Vice President (EVP) and General Counsel, has sold 20,000 MSTR shares — and there’s something interesting about the transactions.

Insider makes unscheduled sale of MicroStrategy stock

Shao executed two sales. The first took place on April 14, at an average price of $314.16 per share. The second happened a day later at an average price of $315 per unit of MSTR stock. In both instances, the EVP sold 10,000 shares.

Put together, the trades are valued at approximately $6.29 million. In addition, the insider executed employee stock options to attain an equal amount of Microstrategy stock, at a price of $17.5 per share. The acquisitions cost Shao $350,000, meaning that he profited roughly $5.94 million on the sale. With the liquidations concluded, the EVP continues to hold 10,597 MSTR shares directly, with employee stock options that would allow him to buy 130,000 more.

What is interesting about the trades is that they weren’t prescheduled. Most insider sales are done according to 10b5-1 plans — which see stocks sold either at regular intervals or at prescheduled points in time.

While Shao’s sale of MicroStrategy stock is perfectly legal, it does suggest that the EVP could have been in a rush to sell at those prices.

However, as volatile as MicroStrategy stock has been, there is still a fair margin left before Saylor’s strategy becomes unprofitable. To be more precise, at the time of writing, Strategy’s average Bitcoin purchase price stood at $66,384, per data retrieved by Finbold from BiTBO.

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