Michael Saylor Commences Plan to Sell $216M Worth of MicroStrategy Stock Options

Michael Saylor Commences Plan to Sell $216M Worth of MicroStrategy Stock Options

MicroStrategy (MSTR) executive chairman Michael Saylor began to sell $216 million worth of stock options of the company on Tuesday, according to a regulatory filing with the U.S. Securities and Exchange Commission.

The document shows that Saylor proposed the sale of 310,000 stock option awards granted in 2014, which will expire in April.

Saylor said during Microstrategy’s third quarter earnings call that he plans to sell 5,000 shares per trading day over the course of the next four months, subject to a minimum price condition. This was first disclosed in that quarter’s 10-Q filing, which said he can sell up to 400,000 shares of his vested options through April 26.

“Exercising this option will allow me to address personal obligations as well as acquire additional bitcoin (BTC) to my personal account,” Saylor said during the call. “… I continue to be optimistic about MicroStrategy’s prospects and should note that my equity stake in the company after these sales will remain very significant.”

MicroStrategy is the largest corporate holder of bitcoin with some 189,000 BTC in its treasury after the latest purchase in December, worth some $8,5 billion at current prices. Shares of MicroStrategy gained 8.5% Tuesday, defying a market-wide slump of cryptocurrency-focused stocks.

Bitcoin’s price has risen over recent months, trading around $45,000 as of press time (midnight UTC). Market participants expect a spot bitcoin exchange-traded fund (ETF) approval from the U.S. Securities and Exchange Commission in the coming weeks, which would increase potential exposure to the asset from retail and institutional investors.

The Background

MicroStrategy is a business intelligence and analytics company that has made headlines in recent years ⁣for its significant investment in Bitcoin. In 2020, the⁢ company made waves in the business world by announcing that it had purchased over $1 billion worth of Bitcoin ⁢to add to its treasury reserves. This ​move was spearheaded ⁤by Michael Saylor, who has become an outspoken advocate for‌ the digital currency.

Following MicroStrategy’s bold Bitcoin investment, the company’s stock price has‌ experienced significant growth, ⁢with many investors viewing the company ⁢as a way to gain exposure to the cryptocurrency market. This surge in stock⁢ value has made Michael ⁣Saylor’s stake in the company especially lucrative, leading⁤ to his decision to exercise and sell a sizable portion of his⁢ stock options.

The Plan

Michael Saylor’s plan to sell ‍$216M worth of MicroStrategy ⁣stock options is a significant development that has caught the attention of investors and analysts alike. ⁢Given Saylor’s vocal support for Bitcoin and his belief in its long-term​ value, some may find this decision surprising. However, there⁢ are a few key factors to consider when evaluating the implications of this ⁤move:

Market Conditions

The decision to sell stock options may be influenced by the current state of the market. ‍With MicroStrategy’s⁤ stock price reaching ⁣all-time highs, Saylor may see this as an opportune moment to capitalize on his investment ‌and diversify his portfolio.

Strategic Planning

It’s worth noting that Saylor’s decision ‍to sell his stock options does not necessarily indicate a lack of confidence in MicroStrategy or Bitcoin. Rather, ⁤it could be a strategic move to leverage the company’s current valuation⁢ for personal financial planning or‍ to support other ventures and investments.

The Impact

Michael Saylor’s decision to⁣ sell a substantial ⁣amount of his MicroStrategy stock​ options has the potential to influence several aspects of the company and the cryptocurrency market at large. Some potential effects to consider include:

Share Price

The announcement of Saylor’s plan to sell stock options could ⁣lead to‌ fluctuations in MicroStrategy’s share price as investors react to the news. This volatility could create opportunities for traders or investors looking to capitalize on short-term ‌price movements.

Market ⁢Sentiment

As a prominent figure in both the tech and cryptocurrency spaces, Michael ‌Saylor’s actions may have an impact on market sentiment and investor confidence. ‌Observing how the market responds to Saylor’s decision‌ could provide ‌valuable‍ insights into the perceived health and future trajectory of MicroStrategy and the broader cryptocurrency market.


Michael Saylor’s ​plan to sell‍ $216M worth of ⁣MicroStrategy stock options⁤ has sparked discussion and speculation within the investment community. In light of the company’s significant Bitcoin holdings and Saylor’s outspoken​ advocacy for the​ cryptocurrency, this move prompts questions about its implications for both MicroStrategy and ‌the broader market. As the‌ situation unfolds, it will be important⁣ to monitor how investors, stakeholders, and the market at large respond to this development and its potential impact on the trajectory of MicroStrategy ‍and the cryptocurrency market.

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