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MSTR - Microstrategy Inc

Insider Purchase by Montgomery Jeanine (VP, CAO)

1 Year
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Trade Summary

6 months ago, Montgomery Jeanine, serving as VP, CAO at Microstrategy Inc (MSTR), purchased 5,000 shares at $90.00 per share, for a total transaction value of $450,000.00. Following this transaction, Montgomery Jeanine now holds 13,606 shares of MSTR.

This purchase represents a 58.00% increase in Montgomery Jeanine's stake in the company. This is considered a high-conviction trade given the significant change in ownership.

The trade was executed on Tuesday, July 29, 2025 and publicly disclosed via SEC Form 4 filing on Tuesday, July 29, 2025, meaning the disclosure happened on the same day as the trade.

Microstrategy Inc operates in the TECHNOLOGY sector, specifically within the SOFTWARE - APPLICATION industry. Insider buying 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

$90.00

Quantity

5,000

Total Value

$450,000.00

Shares Owned

13,606

Trade Date

Tuesday, July 29, 2025

208 days ago

SEC Filing Date

Tuesday, July 29, 2025

TECHNOLOGYSOFTWARE - APPLICATION

About Microstrategy Inc

Company Overview

No company information available
View news mentioning MSTR

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