BENTLEY SYSTEMS INC — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Andre Werner | Chief Financial Officer | Tax Withholding | 4,401 | $40.25 | $177,140 | 346,962 | Dec 15, 2025 |
| Cumins Nicholas | Chief Executive Officer | Tax Withholding | 17,162 | $40.25 | $690,771 | 423,112 | Dec 15, 2025 |
| Lee James K | Chief Operating Officer | Tax Withholding | 9,166 | $40.25 | $368,932 | 163,290 | Dec 15, 2025 |
| Shaman David R. | Chief Legal Officer | Tax Withholding | 4,165 | $40.25 | $167,641 | 635,985 | Dec 15, 2025 |
| Andre Werner | Chief Financial Officer | Award / Grant | 157 | — | — | 351,363 | Dec 11, 2025 |
| Trimback Thomas F | Chief Accounting Officer | Award / Grant | 16 | — | — | 13,822 | Dec 11, 2025 |
| Bentley Raymond B. | — | Award / Grant | 1,730 | — | — | 15,103,583 | Dec 11, 2025 |
| Bentley Keith A. | — | Award / Grant | 1,284 | — | — | 3,961,635 | Dec 11, 2025 |
| Cumins Nicholas | Chief Executive Officer | Award / Grant | 485 | — | — | 440,274 | Dec 11, 2025 |
| Griswold Kirk B. | — | Award / Grant | 85 | — | — | 461,212 | Dec 11, 2025 |
| Moutte Julien | Chief Technology Officer | Award / Grant | 72 | — | — | 68,975 | Dec 11, 2025 |
| Bentley Barry J. | — | Award / Grant | 5 | — | — | 11,838,258 | Dec 11, 2025 |
| Lee James K | Chief Operating Officer | Award / Grant | 264 | — | — | 172,456 | Dec 11, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Award / Grant | 3,958 | — | — | 7,595,601 | Dec 11, 2025 |
| Shaman David R. | Chief Legal Officer | Award / Grant | 460 | — | — | 640,150 | Dec 11, 2025 |
| Ballard Brock | Chief Revenue Officer | Award / Grant | 78 | — | — | 68,192 | Dec 11, 2025 |
| Bentley Raymond B. | — | Gift | 121,951 | — | — | 15,101,853 | Dec 10, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Tax Withholding | 8,932 | $41.85 | $373,804 | 7,591,643 | Dec 1, 2025 |
| Trimback Thomas F | Chief Accounting Officer | Sale | 560 | $43.02 | $24,091 | 13,806 | Nov 17, 2025 |
| Ballard Brock | Chief Revenue Officer | Tax Withholding | 609 | $52.20 | $31,790 | 68,114 | Oct 27, 2025 |
| Trimback Thomas F | Chief Accounting Officer | Tax Withholding | 74 | $51.73 | $3,828 | 14,366 | Oct 25, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Award / Grant | 30,135 | $52.01 | $1,567,321 | 7,613,756 | Oct 22, 2025 |
| Andre Werner | Chief Financial Officer | Award / Grant | 125 | — | — | 351,206 | Sep 30, 2025 |
| Trimback Thomas F | Chief Accounting Officer | Award / Grant | 13 | — | — | 14,440 | Sep 30, 2025 |
| Bentley Raymond B. | — | Award / Grant | 1,380 | — | — | 15,348,804 | Sep 30, 2025 |
| Cumins Nicholas | Chief Executive Officer | Award / Grant | 387 | — | — | 439,789 | Sep 30, 2025 |
| Griswold Kirk B. | — | Award / Grant | 68 | — | — | 461,127 | Sep 30, 2025 |
| Bentley Keith A. | — | Award / Grant | 1,024 | — | — | 3,960,351 | Sep 30, 2025 |
| Moutte Julien | Chief Technology Officer | Award / Grant | 58 | — | — | 68,903 | Sep 30, 2025 |
| Lee James K | Chief Operating Officer | Award / Grant | 211 | — | — | 172,192 | Sep 30, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Award / Grant | 3,185 | — | — | 7,583,621 | Sep 30, 2025 |
| Shaman David R. | Chief Legal Officer | Award / Grant | 367 | — | — | 639,690 | Sep 30, 2025 |
| Bentley Barry J. | — | Award / Grant | 4 | — | — | 11,838,253 | Sep 30, 2025 |
| Ballard Brock | Chief Revenue Officer | Award / Grant | 64 | — | — | 68,723 | Sep 30, 2025 |
| Bentley Barry J. | — | Gift | 110,000 | — | — | 11,838,249 | Sep 2, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Sale | 37,160 | $54.83 | $2,037,483 | 7,580,436 | Sep 2, 2025 |
| Shaman David R. | Chief Legal Officer | Tax Withholding | 6,685 | $55.03 | $367,876 | 639,323 | Aug 31, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Gift | 351 | — | — | 7,617,596 | Aug 27, 2025 |
| Bentley Keith A. | — | Gift | 100,000 | — | — | 3,959,327 | Aug 22, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Gift | 9,349 | — | — | 7,617,947 | Aug 21, 2025 |
| Shaman David R. | Chief Legal Officer | Tax Withholding | 1,201 | $57.12 | $68,601 | 646,008 | Aug 1, 2025 |
| Shaman David R. | Chief Legal Officer | Sale | 400 | $59.25 | $23,700 | 647,209 | Jul 29, 2025 |
| BENTLEY GREGORY S | Executive Chair & President | Award / Grant | 30,737 | $58.35 | $1,793,504 | 7,640,741 | Jul 24, 2025 |
| Shaman David R. | Chief Legal Officer | Sale | 965 | $56.92 | $54,928 | 666,957 | Jul 14, 2025 |
| Shaman David R. | Chief Legal Officer | Tax Withholding | 2,636 | $55.90 | $147,352 | 667,922 | Jul 8, 2025 |
| Bentley Keith A. | — | Sale | 100 | $56.05 | $5,605 | 3,859,327 | Jul 7, 2025 |
| Shaman David R. | Chief Legal Officer | Sale | 19,156 | $54.98 | $1,053,197 | 670,558 | Jul 3, 2025 |
| Bentley Raymond B. | — | Sale | 2,400 | $50.98 | $122,352 | 15,469,538 | Jun 20, 2025 |
| Bentley Raymond B. | — | Sale | 273,094 | $50.30 | $13,736,628 | 15,719,227 | Jun 16, 2025 |
| Trimback Thomas F | Chief Accounting Officer | Award / Grant | 14 | — | — | 14,427 | Jun 12, 2025 |