InsiderTrades

Montgomery Jeanine

SEC CIK 1444548 · EDGAR

Buying vs selling by month open-market trades, last 60 months, MSTR
BoughtSold

Companies

TickerCompanyTitleHoldingBoughtSoldTradesFirstLast
MSTRStrategy IncVP, CAO 11.2K $450.0K $41.00M 392021-08-052026-06-09

Most active insiders at MSTR, 12 months

#InsiderTitleBoughtSold
1 Shao Wei-MingEVP, GC —$17.18M
2 Le PhongPres, CEO, Dir $1.26M$12.55M
3 Patten Jarrod MDir $2.32M$10.99M
4 Kang AndrewEVP, CFO —$6.48M
5 RICKERTSEN CARL JDir $779.4K—
6 Dietze Jane ADir $204.3K—
7 Montgomery JeanineVP, CAO —$153.5K
8 Chow Thomas C.EVP, GC $9,998$14.7K
9 BROOKS BRIAN PDir ——
10 WINIARSKI GREGGDir ——

Transactions 39

Type
Reset
X Filed Traded Ticker Company Insider Title Type Price Qty Owned ΔOwn Value
DT 2026-06-09 18:22 2026-06-08 MSTR Strategy Inc Montgomery Jeanine VP, CAO M - OptEx — +1,140 11.6K +11% —
DMT 2026-06-09 18:22 2026-06-09 MSTR Strategy Inc Montgomery Jeanine VP, CAO S - Sale+OE $123.84 -354 11.2K -3% -$43.8K
DMT 2026-03-25 2026-03-24 MSTR Strategy Inc Montgomery Jeanine VP, CAO S - Sale+OE $138.33 -470 10.4K -4% -$65.0K
DT 2026-03-25 2026-03-23 MSTR Strategy Inc Montgomery Jeanine VP, CAO M - OptEx — +1,560 10.9K +17% —
DT 2026-03-13 2026-03-11 MSTR Strategy Inc Montgomery Jeanine VP, CAO M - OptEx — +787 9,593 +9% —
DT 2026-03-13 2026-03-12 MSTR Strategy Inc Montgomery Jeanine VP, CAO S - Sale+OE $137.25 -260 9,333 -3% -$35.7K
DT 2025-11-19 2025-11-17 MSTR Strategy Inc Montgomery Jeanine VP, CAO M - OptEx — +100 8,776 +1% —
DT 2025-11-19 2025-11-18 MSTR Strategy Inc Montgomery Jeanine VP, CAO S - Sale+OE $208.55 -43 8,733 -0.5% -$8,968
2025-07-29 2025-07-29 MSTR Strategy Inc Montgomery Jeanine VP, CAO P - Purchase $90.00 +5,000 5,000 New +$450.0K
D 2025-07-15 2025-07-11 MSTR Strategy Inc Montgomery Jeanine VP, CAO S - Sale+OE $430.54 -43.8K 8,606 -84% -$18.84M
DM 2025-07-15 2025-07-11 MSTR Strategy Inc Montgomery Jeanine VP, CAO M - OptEx $52.74 +43.8K 27.4K New +$2.31M
DT 2025-06-09 2025-06-05 MSTR Strategy Inc Montgomery Jeanine VP, CAO M - OptEx — +1,140 8,945 +15% —
DMT 2025-06-09 2025-06-05+ MSTR Strategy Inc Montgomery Jeanine VP, CAO S - Sale+OE $374.54 -340 8,605 -4% -$127.3K
DT 2025-03-26 2025-03-24 MSTR Strategy Inc Montgomery Jeanine VP, CAO M - OptEx — +1,550 8,286 +23% —
DMT 2025-03-26 2025-03-24 MSTR Strategy Inc Montgomery Jeanine VP, CAO S - Sale+OE $329.27 -481 7,805 -6% -$158.4K
DT 2024-11-19 2024-11-18 MSTR Strategy Inc Montgomery Jeanine SVP, CAO S - Sale+OE $359.56 -46 6,472 -0.7% -$16.5K
DT 2024-11-19 2024-11-18 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +100 6,518 +2% —
DT 2024-11-15 2024-11-14 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +1,500 7,170 +26% —
DT 2024-11-15 2024-11-14 MSTR Strategy Inc Montgomery Jeanine SVP, CAO S - Sale+OE $322.45 -752 6,418 -10% -$242.5K
DM 2024-11-08 2024-11-06 MSTR Strategy Inc Montgomery Jeanine SVP, CAO S - Sale+OE $257.41 -56.2K 7,570 -88% -$14.48M
D 2024-11-08 2024-11-06 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx $69.12 +56.2K 61.9K +992% +$3.89M
D 2024-06-20 2024-06-17 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +114 605 +23% —
D 2024-06-20 2024-06-17 MSTR Strategy Inc Montgomery Jeanine SVP, CAO S - Sale+OE $1,441.81 -38 567 -6% -$54.8K
D 2024-03-01 2024-02-29 MSTR Strategy Inc Montgomery Jeanine SVP, CAO S - Sale+OE $1,000.00 -1,000 491 -67% -$1.00M
D 2024-03-01 2024-02-29 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx $404.60 +1,000 1,491 +204% +$404.6K
DM 2023-12-05 2023-12-04 MSTR Strategy Inc Montgomery Jeanine SVP, CAO S - Sale+OE $565.83 -7,500 4,304 -64% -$4.24M
DM 2023-12-05 2023-12-04 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx $144.91 +7,500 7,991 +1,527% +$1.09M
D 2023-11-16 2023-11-15 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +10 495 +2% —
D 2023-11-16 2023-11-15 MSTR Strategy Inc Montgomery Jeanine SVP, CAO F - Tax $505.95 -4 491 -0.8% -$2,024
D 2023-11-14 2023-11-13 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +150 531 +39% —
D 2023-11-14 2023-11-13 MSTR Strategy Inc Montgomery Jeanine SVP, CAO F - Tax $504.88 -46 485 -9% -$23.2K
D 2022-11-16 2022-11-15 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +10 265 +4% —
D 2022-11-16 2022-11-15 MSTR Strategy Inc Montgomery Jeanine SVP, CAO F - Tax $171.53 -4 261 -2% -$686.12
D 2022-11-14 2022-11-13 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +150 301 +99% —
D 2022-11-14 2022-11-13 MSTR Strategy Inc Montgomery Jeanine SVP, CAO F - Tax $175.18 -46 255 -15% -$8,058
D 2021-11-16 2021-11-13 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx — +150 150 New —
D 2021-11-16 2021-11-13 MSTR Strategy Inc Montgomery Jeanine SVP, CAO F - Tax $811.73 -68 82 -45% -$55.2K
D 2021-08-09 2021-08-05 MSTR Strategy Inc Montgomery Jeanine SVP, CAO M - OptEx $131.53 +2,500 2,500 New +$328.8K
D 2021-08-09 2021-08-05 MSTR Strategy Inc Montgomery Jeanine SVP, CAO S - Sale+OE $675.00 -2,500 0 -100% -$1.69M

Purchase Sale Sale after option exercise All abbreviations