JM
Jeanine Montgomery
VP & CAO

Jeanine Montgomery insider trades: Strategy (MSTR) stock buys and sales

VP & CAO, Strategy Last trade Jun 9, 2026 42 Form 4 filings
$53K
Sold, last 12 months
2 sales
$0
Bought, last 12 months
0 buys
14
Open-market trades
since 2012
3
Companies
last trade 2026

Trades on the price chart

Daily close, with an arrow on each day they bought or sold

Companies

Where Jeanine reports to the SEC

Open-market buys and sales

14 trades reported on SEC Form 4, newest first

DateStockTypeValue
Jun 9, 2026MSTR↓ Sell$44K
Nov 18, 2025MSTR↓ Sell$9K
Jul 29, 2025MSTR↑ Buy$450K
Jul 11, 2025MSTR↓ Sell$18.8M
Jun 6, 2025MSTR↓ Sell$127K
Mar 24, 2025MSTR↓ Sell10b5-1$158K
Nov 18, 2024MSTR↓ Sell10b5-1$17K
Nov 14, 2024MSTR↓ Sell10b5-1$242K
Nov 6, 2024MSTR↓ Sell$14.5M
Jun 17, 2024MSTR↓ Sell$55K
Feb 29, 2024MSTR↓ Sell$1.0M
Dec 4, 2023MSTR↓ Sell$4.2M
Aug 5, 2021MSTR↓ Sell$1.7M
Dec 3, 2012GEOY↓ Sell$90K

Each row is one filing's trades in one stock, summed. Shares and prices are as filed, before any later stock split.

Other MSTR insiders

Open-market trades in the last 12 months

About Jeanine Montgomery's insider trades

Jeanine Montgomery is VP & CAO at Strategy (MSTR). Since Dec 3, 2012, Jeanine has reported 1 open-market purchase worth $450K and 13 sales worth $41.0M on SEC Form 4. In the last 12 months: 2 sales ($53K).

3 sales (1% of the value sold) were made under a Rule 10b5-1 trading plan, which is set up months in advance and runs on a schedule, so they say little about how the insider sees the stock today.

Their filings also include grants and awards (20 filings), option exercises (19 filings), shares withheld for taxes (10 filings), shares returned to the company (1 filing). These aren't open-market trades and aren't counted above.

How to read insider trades

Officers, directors and owners of more than 10% of a company must report trades in its stock on SEC Form 4, usually within two business days. Purchases with their own money are the stronger signal: insiders sell for many reasons (taxes, diversification, a house), but buy for one. See every MSTR insider trade, the latest insider trades across the market, or cluster buys, when several insiders buy the same stock within days.