MSTR - Strategy Inc

Insider Sale by Montgomery Jeanine (VP, CAO)

1 Month
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Trade Summary

3 days ago, Montgomery Jeanine, serving as VP, CAO at Strategy Inc (MSTR), sold 260 shares at $137.25 per share, for a total transaction value of $35,686.00. Following this transaction, Montgomery Jeanine now holds 14,333 shares of MSTR.

This sale represents a 2.00% decrease in Montgomery Jeanine's stake in the company. This is considered a medium-conviction trade.

The trade was executed on Thursday, March 12, 2026 and publicly disclosed via SEC Form 4 filing on Friday, March 13, 2026, 1 day after the trade was made.

Strategy Inc operates in the TECHNOLOGY sector, specifically within the SOFTWARE - APPLICATION industry. Insider selling activity in this sector can provide valuable signals about industry trends and company-specific developments.

Montgomery Jeanine

VP, CAO

Jeanine Montgomery is a seasoned finance and accounting executive serving as Vice President and Chief Accounting Officer (VP & CAO) at MicroStrategy Incorporated (MSTR), with prior roles including Senior Vice President of Finance and Worldwide Controller at the company since September 2016[[1]](https://theorg.com/org/strategy/org-chart/jeanine-montgomery). Her career highlights encompass positions as Chief Accounting Officer at comScore, Inc., VP and Chief Accounting Officer at Beacon Roofing Supply, and various finance and controller roles at DigitalGlobe, GeoEye, USA Mobility, Chesapeake Center, and Digital Now[[1]](https://theorg.com/org/strategy/org-chart/jeanine-montgomery). She holds a BS in Commerce with a focus on Accounting from the University of Virginia[[1]](https://theorg.com/org/strategy/org-chart/jeanine-montgomery). Montgomery has been active in insider trading at MicroStrategy, including sales of Class A Common Stock in 2025 such as 340 shares totaling $127,343 in June, 331 shares for $108,928 in March, and others, while maintaining direct ownership of approximately 8,733 shares valued over $1 million as of recent filings[[2]](https://www.tradingview.com/news/tradingview:4bc06845ede18:0-recent-transactions-by-microstrategy-executives/)[[5]](https://www.gurufocus.com/insider/34358/jeanine-montgomery)[[6]](https://www.nasdaq.com/articles/insider-sale-vp-cao-mstr-sells-331-shares)[[8]](https://www.secform4.com/insider-trading/1444548.htm)[[9]](https://www.quiverquant.com/insiders/1444548/Jeanine-Montgomery). These transactions, often under Rule 10b5-1 plans for tax obligations, reflect her ongoing involvement as a key executive[[7]](https://www.investing.com/news/insider-trading-news/strategy-inc-vp-sells-8967-in-shares-93CH-4368964).

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Trade Price

$137.25

Quantity

260

Total Value

$35,686.00

Shares Owned

14,333

Trade Date

Thursday, March 12, 2026

3 days ago

SEC Filing Date

Friday, March 13, 2026

Filed 1 day after trade

TECHNOLOGYSOFTWARE - APPLICATION

About Strategy Inc

Company Overview

No company information available
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