Updated Jul 16, 2026
Montgomery Jeanine has filed 1 SEC Form 4 filing across 1 company in the last 90 days — active on both sides. Lifetime open-market purchases: $450K. Lifetime open-market sales: $33.86M.

Jeanine Montgomery is a corporate executive known for her roles at Strategy Inc, where she has served as Vice President and Chief Accounting Officer (CAO). She has held multiple positions within the company, contributing to its operations in the bitcoin treasury and business intelligence sectors.
| Role | Insider |
|---|---|
| Notability | 20/100 |
| Date | Ticker | Company | Code | Shares | Price | Value |
|---|---|---|---|---|---|---|
| 2026-06-09 | MSTR | Strategy Inc | S — Open-market sale | 4 | $124.88 | $500 |
| 2026-06-09 | MSTR | Strategy Inc | S — Open-market sale | 165 | $124.33 | $21K |
| 2026-06-09 | MSTR | Strategy Inc | S — Open-market sale | 185 | $123.38 | $23K |
| 2026-06-09 | MSTR | Strategy Inc | M — Option exercise | 1.1K | — | |
| 2026-03-26 | MSTR | Strategy Inc | S — Open-market sale [10b5-1] | 19 | $139.45 | $3K |
| 2026-03-26 | MSTR | Strategy Inc | S — Open-market sale [10b5-1] | 201 | $138.98 | $28K |
| 2026-03-26 | MSTR | Strategy Inc | S — Open-market sale [10b5-1] | 250 | $137.73 | $34K |
| 2026-03-26 | MSTR | Strategy Inc | M — Option exercise [10b5-1] | 1.6K | — | |
| 2026-03-13 | MSTR | Strategy Inc | S — Open-market sale [10b5-1] | 260 | $137.25 | $36K |
| 2026-03-13 | MSTR | Strategy Inc | M — Option exercise [10b5-1] | 787 | — | |
| 2025-11-19 | MSTR | Strategy Inc | S — Open-market sale | 43 | $208.55 | $9K |
| 2025-11-19 | MSTR | Strategy Inc | M — Option exercise | 100 | — | |
| 2025-07-29 | MSTR | Strategy Inc | P — Open-market purchase | 5.0K | $90.00 | $450K |
| 2025-07-11 | MSTR | Strategy Inc | S — Open-market sale | 43.8K | $430.54 | $18.84M |
| 2025-07-11 | MSTR | Strategy Inc | M — Option exercise | 25.0K | $40.46 | $1.01M |
| 2025-07-11 | MSTR | Strategy Inc | M — Option exercise | 18.8K | $69.12 | $1.30M |
| 2025-06-05 | MSTR | Strategy Inc | S — Open-market sale | 2 | $377.14 | $754 |
| 2025-06-05 | MSTR | Strategy Inc | S — Open-market sale | 24 | $376.36 | $9K |
| 2025-06-05 | MSTR | Strategy Inc | S — Open-market sale | 109 | $375.43 | $41K |
| 2025-06-05 | MSTR | Strategy Inc | S — Open-market sale | 128 | $374.61 | $48K |
Jeanine Montgomery is a corporate executive known for her roles at Strategy Inc, where she has served as Vice President and Chief Accounting Officer (CAO). She has held multiple positions within the company, contributing to its operations in the bitcoin treasury and business intelligence sectors.…
1 primary Form 4 filings in the last 90 days, covering 1 company.
Recorded transactions: 1 open-market purchases ($450K) and 25 open-market sales ($33.86M) across all tracked filings.
All Form 4 filings, transaction values, and 10b5-1 plan flags are listed on this page and updated in real time as new SEC EDGAR filings are processed.
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