MicroStrategy Sells Shares, Buys More Bitcoin in Bold Move

MicroStrategy Adds 1,045 Bitcoins After $112M Stock Sales

MicroStrategy Inc. (NASDAQ: MSTR), which has seen its stock rise 145% over the past year and now trades at $392.03, recently disclosed insider trading activity. Jeanine Montgomery, Vice President and Chief Accounting Officer, sold 340 shares of Class A Common Stock on June 5 and 6. The shares were sold at prices between $370.70 and $377.14, totaling approximately $127,343 in value. These sales were made under a Rule 10b5-1 plan designed to cover tax liabilities related to prior equity awards. After these transactions, Montgomery directly owns 8,605 shares of MSTR.

According to InvestingPro, the stock is experiencing high volatility and is considered overvalued at its current trading level. Despite these concerns, the company continues to attract attention due to its significant involvement in Bitcoin investments.

Strategic Moves and ATM Offerings

No Shares Sold via Common ATM Program

MicroStrategy recently updated investors on its at-the-market (ATM) programs and Bitcoin accumulation strategy. Notably, the company did not sell any shares under its Common ATM program, which still has $18.63 billion available for issuance.

STRK and STRF ATM Programs Fund Bitcoin Purchases

At the same time, MicroStrategy actively utilized its alternative financing strategies through its at-the-market (ATM) equity programs. Under the STRK ATM program, the company successfully sold a total of 626,639 shares, which resulted in net proceeds amounting to $66.4 million. In parallel, the STRF ATM program also contributed significantly by selling 432,679 shares, generating approximately $45.8 million in net proceeds.

Combined, these two programs brought in over $112 million in fresh capital. Instead of allocating these funds toward operational expenses or traditional corporate investments, MicroStrategy chose to remain aligned with its core strategy of cryptocurrency accumulation. The entire amount was directed toward the purchase of 1,045 additional Bitcoins, further strengthening the company’s position as the largest corporate holder of Bitcoin worldwide.

As a result of this latest acquisition, as of June 8, 2025, MicroStrategy’s total Bitcoin holdings have reached an impressive 582,000 BTC. This substantial accumulation reflects the company’s unwavering belief in the long-term value and strategic importance of Bitcoin as a treasury reserve asset. The move reinforces MicroStrategy’s ongoing commitment to integrating cryptocurrency into its financial foundation, positioning itself not only as a business intelligence firm but also as a major institutional player in the digital asset space.

Series A Preferred Stock Offering

MicroStrategy has officially launched its initial public offering (IPO) for Series A Perpetual Stride Preferred Stock, offering a total of 11,764,700 shares priced at $85 each. The company aims to raise approximately $979.7 million through this offering, with plans to utilize the proceeds for general corporate purposes. A significant portion of the funds is intended to be allocated towards substantially increasing MicroStrategy’s Bitcoin reserves, reinforcing its strong position within the cryptocurrency market. By completing this IPO, MicroStrategy seeks to strengthen its financial foundation, providing the company with vital capital to support future investments and growth initiatives. This move further highlights MicroStrategy’s ongoing commitment to its Bitcoin strategy and is being closely watched by investors and market analysts alike.

Analyst Sentiment Remains Divided

Bearish Outlook from Monness, Crespi, Hardt

Analysts from Monness, Crespi, Hardt have maintained a “Sell” rating on MicroStrategy. They cite concerns over the company’s financial strategies, particularly its aggressive reliance on Bitcoin and ATM offerings in volatile market conditions.

Bullish Perspective from TD Cowen

In contrast, TD Cowen reaffirmed its “Buy” rating and set a price target of $590.00 for MSTR stock. The firm emphasized MicroStrategy’s recent Bitcoin acquisitions, the effective use of ATM proceeds, and the launch of STRF preferred stock as positive indicators of future growth.

Disclaimer: This article is for informational purposes only and does not constitute investment advice. Cryptocurrencies and stocks, particularly in micro-cap companies, are subject to significant volatility and risk. Please conduct thorough research before making any investment decisions.