Insider Selling: Strategy (NASDAQ:MSTR) CFO Sells 5,597 Shares of Stock

20 May 2026, 21:17 by Teresa Graham · The Cerbat Gem

Strategy Inc (NASDAQ:MSTR – Get Free Report) CFO Andrew Kang sold 5,597 shares of the firm’s stock in a transaction on Tuesday, May 19th. The stock was sold at an average price of $165.78, for a total value of $927,870.66. Following the transaction, the chief financial officer owned 33,675 shares in the company, valued at approximately $5,582,641.50. This trade represents a 14.25% decrease in their position. The transaction was disclosed in a document filed with the Securities & Exchange Commission, which is available at this hyperlink. The sale was made to cover tax withholding obligations related to the vesting of equity awards.

Andrew Kang also recently made the following trade(s):

On Tuesday, March 24th, Andrew Kang sold 2,373 shares of Strategy stock. The stock was sold at an average price of $138.33, for a total value of $328,257.09.
On Thursday, March 12th, Andrew Kang sold 916 shares of Strategy stock. The stock was sold at an average price of $137.25, for a total value of $125,721.00.

Strategy Price Performance

Strategy stock traded up $1.18 during mid-day trading on Wednesday, reaching $165.81. 9,770,721 shares of the company were exchanged, compared to its average volume of 16,501,694. The company has a fifty day simple moving average of $151.81 and a 200-day simple moving average of $161.40. Strategy Inc has a 12 month low of $104.17 and a 12 month high of $457.22. The company has a debt-to-equity ratio of 0.22, a current ratio of 6.05 and a quick ratio of 6.05. The firm has a market cap of $58.11 billion, a PE ratio of -4.13 and a beta of 3.59.

Strategy (NASDAQ:MSTR – Get Free Report) last posted its quarterly earnings data on Tuesday, May 5th. The software maker reported ($38.25) EPS for the quarter, missing analysts’ consensus estimates of ($0.86) by ($37.39). The company had revenue of $124.30 million for the quarter, compared to the consensus estimate of $120.75 million. Strategy had a negative return on equity of 26.97% and a negative net margin of 2,482.01%.Strategy’s revenue was up 11.9% on a year-over-year basis. During the same quarter last year, the business earned ($16.49) EPS. As a group, equities research analysts expect that Strategy Inc will post 116.7 earnings per share for the current fiscal year.

Key Headlines Impacting Strategy

Here are the key news stories impacting Strategy this week:

Positive Sentiment: TD Cowen raised its price target on Strategy to $400 and kept a Buy rating, signaling strong analyst confidence in the company’s Bitcoin accumulation strategy and implying substantial upside from current levels. Article Title
Positive Sentiment: Strategy recently bought about $2 billion in Bitcoin, lifting its holdings to 843,738 BTC, reinforcing the company’s image as the largest public Bitcoin treasury and a leveraged way to play a BTC rebound. Article Title
Neutral Sentiment: Wall Street interest appears supportive overall, with multiple analysts still bullish on MSTR, and institutional ownership remains high. Article Title
Neutral Sentiment: Strategy’s Q1 earnings were mixed: revenue topped estimates, but EPS missed badly, reminding investors that the stock is being valued more for its Bitcoin treasury strategy than for operating software fundamentals.
Negative Sentiment: Bitcoin weakened to a two-week low, and crypto liquidations rose; because MSTR often trades like a leveraged Bitcoin proxy, that weakness pressures the stock. Article Title
Negative Sentiment: Investor concern also increased after reports that Strategy may pause Bitcoin purchases and could eventually sell some BTC to help fund debt or dividend obligations, which would mark a notable shift from its “buy-only” stance. Article Title
Negative Sentiment: Zacks Research downgraded Strategy from Hold to Strong Sell, adding to the more cautious view that the stock’s valuation and Bitcoin exposure leave it vulnerable if crypto prices keep sliding.

Institutional Investors Weigh In On Strategy

Several hedge funds have recently modified their holdings of MSTR. Fideuram Asset Management Ireland dac acquired a new stake in shares of Strategy during the 4th quarter valued at $25,000. Westfuller Advisors LLC acquired a new stake in shares of Strategy during the 1st quarter valued at $25,000. Dogwood Wealth Management LLC boosted its holdings in shares of Strategy by 280.0% during the 4th quarter. Dogwood Wealth Management LLC now owns 190 shares of the software maker’s stock valued at $29,000 after acquiring an additional 140 shares in the last quarter. Wilkerson Advisory Group LLC acquired a new stake in shares of Strategy during the 4th quarter valued at $30,000. Finally, Pilgrim Partners Asia Pte Ltd acquired a new stake in shares of Strategy during the 3rd quarter valued at $32,000. Institutional investors and hedge funds own 59.84% of the company’s stock.

Analyst Ratings Changes

A number of equities research analysts have weighed in on the company. Cantor Fitzgerald reaffirmed an “overweight” rating on shares of Strategy in a report on Monday, May 11th. BTIG Research reaffirmed a “buy” rating and issued a $350.00 target price (up from $250.00) on shares of Strategy in a report on Wednesday, May 6th. TD Cowen raised their target price on Strategy from $395.00 to $400.00 and gave the company a “buy” rating in a report on Tuesday. Canaccord Genuity Group set a $224.00 target price on Strategy and gave the company a “buy” rating in a report on Thursday, May 7th. Finally, Benchmark reduced their target price on Strategy from $705.00 to $570.00 and set a “buy” rating on the stock in a report on Wednesday, May 6th. One analyst has rated the stock with a Strong Buy rating, eleven have given a Buy rating, three have given a Hold rating and one has given a Sell rating to the company. Based on data from MarketBeat, Strategy currently has a consensus rating of “Moderate Buy” and an average target price of $322.21.

View Our Latest Stock Analysis on MSTR

Strategy Company Profile

(Get Free Report)

Strategy, formerly known as MicroStrategy, Incorporated (NASDAQ: MSTR) is a global provider of enterprise analytics and mobility software. The company’s flagship platform offers business intelligence, data discovery, and advanced visualizations that enable organizations to analyze large volumes of data and deliver actionable insights. In addition to traditional on-premises deployments, Strategy provides a range of cloud-based services and managed offerings that allow customers to leverage the power of its analytics tools without managing complex infrastructure.