MSTR MICROSTRATEGY Inc Insider Trading

CEO Phong Le purchases 11,000 MSTR shares at $90.80 on 2026-06-22; stock now at $109.46, down 76.1% from 52-week high.

Phong Le, President & CEO, purchased 11,000 shares at $90.80 on 2026-06-22, establishing a new position in MSTR valued at $998,756.00 at transaction. The stock has since declined 31.5% over 30 days and 19.7% over 90 days from transaction date, with current price of $109.46 representing 76.1% decline from its 52-week high of $457.22. This purchase occurs just 13 days after Le sold shares on 2026-06-09 (three separate sales on that date) and 2026-06-05 (two additional sales), creating a pattern of recent selling followed by buying. While Le's cross-ticker track record shows 5 prior buys with an average 90-day return of +62.1% and a 100% win rate, his same-ticker history at MSTR shows 5 prior trades consisting only of sales, with measurable outcomes not yet available. The company reported negative net income of $-12,542,670,000.00 over its most recent full fiscal year and quarterly revenue of $124,300,000.00 with 3.0% annual growth, signaling continued fundamental challenges.

Jarrod M Patten (Director, MSTR) executed 11 sales totaling 22,300 shares for $3,402,892.50 on 2026-05-28 to 2026-05-29.

Director Jarrod M Patten sold 22,300 shares (44.3% of his pre-transaction holdings) across 11 separate transactions over two days in late May 2026, at prices ranging from $145.56 to $161.75 and averaging $152.60 per share. His post-transaction non-derivative holdings of 28,000 shares remain substantial, while derivative holdings (56,550 shares in three Director Stock Option vehicles) indicate he retains significant upside exposure. This sale occurs as MSTR trades at $149.78, down 67.2% from its 52-week high of $457.22 and down 15.5% over the prior 30 days, though up 12.9% over 90 days. His same-ticker history shows 5 prior trades with strong 90-day returns (ranging from +76.4% to +288.5% on buys, and a -7.5% return on a prior May 2025 sell), though the current quarterly fundamentals show $124.3M in quarterly revenue alongside a -$12.5B net loss, with full-year profitability negative. The magnitude of this two-day sale and the stock's significant drawdown from highs warrant close attention to whether this reflects conditions-based liquidity needs or other material considerations.

CEO Le Phong buys 2,509 shares of MSTR at $99.62; holds 8,009 post-trade; stock down -69.7% from 52-week high but up +5.5% in 30 days.

Le Phong (President & CEO) acquired 2,509 shares at $99.62 on 2026-03-19, increasing his holdings by 45.6% from 5,500 to 8,009 shares, a discretionary open-market purchase. His prior trades at MSTR show exceptional timing: all 4 measurable prior buys at this ticker delivered positive 90-day returns, ranging from +34.9% to +276.5%, with a cross-ticker track record of 7 prior buys averaging +229.9% 30-day and +186.0% 90-day returns at a 100% win rate. However, the company's financial condition is mixed: the latest quarter shows revenue of $128,691,000 but net income of $2,785,024,000 (a quarterly anomaly likely driven by gains or one-time items), yet the company was unprofitable over its most recent full fiscal year. The stock is currently trading at $138.20, down -69.7% from the 52-week high of $455.90, and while it has recovered +5.5% in the 30 days since this purchase, the 90-day measurable outcome remains uncertain. This purchase by the CEO occurs when the stock is substantially depressed from recent peaks, and the insider's demonstrated consistency at timing entries to this security contrasts sharply with the company's underlying unprofitability.

Director Dietze Jane A buys 1,000 MSTR shares at $99.48 amid cluster activity; stock at $163.81, -64.1% from 52-week high.

Director Jane A Dietze purchased 1,000 shares of MSTR at $99.48 on 2026-01-20, increasing her holdings to 3,600 shares (+38.5% increase from pre-transaction levels). At the current price of $163.81, the stock is -64.1% from its 52-week high of $455.90 and has declined 42.5% over the past 90 days. The company is reporting positive net income of $2.8B on the latest quarter's revenue of $128.7M, though full-year profitability was negative and annual revenue has contracted 6.6%. Notably, 2 other insiders also purchased shares within the past 14 days, establishing a cluster buy pattern. Dietze's prior trades at MSTR—buys on 2025-11-21 and 2025-07-29—both generated gains within 30 days (73.0% and 276.5% respectively), with the July purchase showing a 90-day return of +228.5%, indicating a history of well-timed accumulation in this stock. The timing of this purchase alongside peer buying and amid a pronounced decline from cycle highs warrants investor attention to management's assessment of value.

Director RICKERTSEN CARL J buys 5.0K MSTR shares at $155.88; stock down 46.0% in 90 days.

RICKERTSEN, a director at Strategy Inc, acquired 5,000 shares at $155.88 on 2026-01-12, establishing an initial stake. The purchase occurs while MSTR has fallen 46.0% over the past 90 days and now trades at $162.23, which is 64.4% below its 52-week high of $455.90. His prior trades at MSTR show a mixed pattern: his 5 prior transactions at this ticker consist entirely of sells (on 2025-06-02 and 2024-08-13), with only 2 of 5 exhibiting well-timed outcomes at the 90-day mark. His cross-ticker track record across 2 prior buys shows an average 90-day return of -23.8%, though his 18 prior sells were well-timed 72.22% of the time. Notably, the company reported full-year net income was negative and annual revenue growth is -6.6%, creating a backdrop of operational headwinds.

Shao Wei-Ming (then-EVP & GC) at MSTR sold 5,200 shares for $1,045,252.00 via 10b5-1 plan

Shao Wei-Ming, who was EVP & General Counsel at the time, executed 2 separate sales totaling 5,200 shares for $1,045,252.00 on 2025-11-18 and 2025-11-19 at an average price of $201.01 per share. This transaction was conducted under a pre-arranged 10b5-1 trading plan, meaning it was scheduled rather than discretionary. His post-transaction holdings of 32,726 shares represent a 13.7% reduction from his pre-transaction holdings of 37,926 shares. Since this sale was executed per a pre-established plan, it does not reflect real-time market timing decisions by the insider, and the modest disposition rate is consistent with managed, scheduled liquidation rather than urgent exit.

Shao Wei-Ming, who was EVP & General Counsel, sells 5,200 shares via 10b5-1 plan for $1,041,248.00

Shao Wei-Ming, who was EVP & General Counsel at Strategy Inc (MSTR), executed 2 separate sales totaling 5,200 shares for $1,041,248.00 under a pre-arranged 10b5-1 trading plan on 2025-11-14 and 2025-11-17. His post-transaction holdings are 32,726 shares, down from 37,926 shares prior to these sales. Because this activity is scheduled under a 10b5-1 plan rather than discretionary, it does not reflect real-time judgment about the stock. The multi-transaction structure and pre-arranged nature indicate routine liquidity management rather than a concentrated strategic decision point.

EVP & General Counsel Shao Wei-Ming sells 7,934 shares for $1.8M via 10b5-1 plan on 11/12–11/13

Shao Wei-Ming, who was General Counsel at MSTR, executed 15 separate sales totaling 7,934 shares for $1,788,929.55 at prices ranging from $220.62 to $234.43, with a blended average price of $225.48. This sale reduced his holdings by 19.5%, from 40,660 shares to 32,726 shares post-transaction. The transaction is part of a pre-arranged 10b5-1 trading plan, meaning it was scheduled and not subject to discretionary timing. As a scheduled divestiture under a trading plan, this transaction reflects a pre-established commitment rather than a responsive market decision.

Then-GC Shao Wei-Ming sells 10,668 shares for $2,583,273.66 via 10b5-1 plan on Nov 10-11.

Shao Wei-Ming, who was EVP & General Counsel at the time, executed 5 separate sales totaling 10,668 shares for $2,583,273.66 under a pre-arranged 10b5-1 trading plan at prices ranging from $234.75 to $249.56. The sale reduced his holdings by 45.6%, from 23,394 shares to 12,726 shares post-transaction. Because this transaction was scheduled under a 10b5-1 plan rather than discretionary, it reflects a pre-determined trading arrangement rather than a real-time market decision. Investors should note that Shao is no longer the issuer's current GC, though he held that title when this plan was established and executed.

EVP & General Counsel Shao Wei-Ming sells 30,000 MSTR shares ($10.7M) across 4 transactions at blended avg $357.37 on 2025-10-07; stock now -32.4% from 52-week high.

Shao Wei-Ming liquidated 70.2% of his holdings in four separate sales totaling 30,000 shares for $10,721,027.73 on 2025-10-07. The execution across four tranches at prices ranging from $356.05 to $358.82 shows staged disposition rather than a single block trade. This follows his own recent activity at MSTR: a sale on 2025-09-18 and a buy on 2025-09-15 within the prior month, suggesting tactical adjustments around intra-month volatility. His cross-ticker track record shows 18 prior sells with an average 90-day return of -25.9% and a 100.00% well-timed rate, indicating historical pattern of selling before declines; however, his MSTR same-ticker history lacks measurable 90-day outcomes to confirm whether that pattern holds at this specific company. The current stock price of $320.29 is now -32.4% from the 52-week high of $473.83, and down -26.3% over the past 90 days, putting the liquidation price around $357.37 materially above current levels.