The most recent Bentley Systems (BSY) insider transaction: Kirk B. Griswold (Director) received 85 shares as a grant or award on Sep 29, 2026, reported on Form 4 on Oct 1, 2026. So far in the quarter ending Dec 31, 2026, insider holdings showed no net buying or selling.
Over the past year, BSY insiders sold $28,092 of stock (660 shares) on the open market and bought none.
| # | Insider | Position | Direct | Indirect | Total | Share of Insiders | Last Filed |
|---|---|---|---|---|---|---|---|
| 1 | Raymond B. Bentley | Executive Vice President | 14,816,404 | 0 | 14,816,404 | 33.9% | 01 Oct, 2026 |
| 2 | Barry J. Bentley | Director, TenPercentOwner | 11,837,896 | 0 | 11,837,896 | 27.1% | 01 Oct, 2026 |
| 3 | Gregory S Bentley | Executive Chair President | 7,680,362 | 0 | 7,680,362 | 17.6% | 01 Oct, 2026 |
| 4 | Keith A. Bentley | Chief Technology Officer | 3,845,254 | 0 | 3,845,254 | 8.8% | 01 Oct, 2026 |
| 5 | David J. Hollister | Chief Investment Officer | 1,964,392 | 0 | 1,964,392 | 4.5% | 09 Mar, 2023 |
| 6 | Gus Bergsma | Chief Revenue Officer | 874,899 | 0 | 874,899 | 2.0% | 26 Jan, 2023 |
| 7 | David R. Shaman | Chief Legal Officer | 622,995 | 0 | 622,995 | 1.4% | 01 Oct, 2026 |
| 8 | Nicholas Cumins | Chief Executive Officer | 533,221 | 0 | 533,221 | 1.2% | 01 Oct, 2026 |
| 9 | Kirk B. Griswold | Director | 468,202 | 0 | 468,202 | 1.1% | 01 Oct, 2026 |
| 10 | Werner Andre | Chief Financial Officer | 377,843 | 0 | 377,843 | 0.9% | 01 Oct, 2026 |
| 11 | James K Lee | Chief Operating Officer | 221,712 | 0 | 221,712 | 0.5% | 01 Oct, 2026 |
| 12 | Brock Ballard | Chief Revenue Officer | 94,037 | 0 | 94,037 | 0.2% | 15 Jun, 2026 |
| 13 | Julien Moutte | Chief Technology Officer | 90,862 | 0 | 90,862 | 0.2% | 01 Oct, 2026 |
| 14 | Andrew Rahden | Chief Revenue Officer | 88,319 | 0 | 88,319 | 0.2% | 01 Oct, 2026 |
| 15 | Michael M Campbell | Chief Product Officer | 70,186 | 0 | 70,186 | 0.2% | 16 Dec, 2024 |
| 16 | Brian F. Hughes | Director | 40,500 | 0 | 40,500 | 0.1% | 26 May, 2026 |
| 17 | Janet Brutschea Haugen | Director | 35,198 | 0 | 35,198 | 0.1% | 26 May, 2026 |
| 18 | Thomas F Trimback | Chief Accounting Officer | 19,366 | 0 | 19,366 | 0.0% | 01 Oct, 2026 |
Each row is that insider’s most recently reported position, from Form 4 filings over the last 60 months — which is why this total does not tie to the quarterly series above, where a quarter counts only the insiders who filed in it. Shares held through a fund or institutional portfolio are counted on the institutional ownership page instead.
| Date | Insider | Position | Transaction | Shares | Price | Value | Shares Held After | Ownership |
|---|---|---|---|---|---|---|---|---|
| 29 Sep, 2026 | Kirk B. Griswold | Director | Acquired A | 85 | $0.00 | $0 | 468,202 | Direct |
| 29 Sep, 2026 | Barry J. Bentley | Director, TenPercentOwner | Acquired A | 3 | $0.00 | $0 | 11,837,896 | Direct |
| 29 Sep, 2026 | Werner Andre | Chief Financial Officer | Acquired A | 199 | $0.00 | $0 | 377,843 | Direct |
| 29 Sep, 2026 | Thomas F Trimback | Chief Accounting Officer | Acquired A | 23 | $0.00 | $0 | 19,366 | Direct |
| 29 Sep, 2026 | James K Lee | Chief Operating Officer | Acquired A | 402 | $0.00 | $0 | 221,712 | Direct |
| 29 Sep, 2026 | David R. Shaman | Chief Legal Officer | Acquired A | 469 | $0.00 | $0 | 622,995 | Direct |
| 29 Sep, 2026 | Raymond B. Bentley | Director, TenPercentOwner | Acquired A | 2,044 | $0.00 | $0 | 14,816,404 | Direct |
| 29 Sep, 2026 | Nicholas Cumins | Chief Executive Officer | Acquired A | 737 | $0.00 | $0 | 533,221 | Direct |
| 29 Sep, 2026 | Keith A. Bentley | Director, TenPercentOwner | Acquired A | 1,033 | $0.00 | $0 | 3,845,254 | Direct |
| 29 Sep, 2026 | Julien Moutte | Chief Technology Officer | Acquired A | 106 | $0.00 | $0 | 90,862 | Direct |
| 29 Sep, 2026 | Andrew Rahden | Chief Revenue Officer | Acquired A | 174 | $0.00 | $0 | 88,319 | Direct |
| 29 Sep, 2026 | Gregory S Bentley | Executive Chair President | Acquired A | 3,691 | $0.00 | $0 | 7,680,362 | Direct |
| 31 Aug, 2026 | David R. Shaman | Chief Legal Officer | Disposed F | 6,665 | $36.75 | $244.94K | 622,681 | Direct |
| 27 Aug, 2026 | Gregory S Bentley | Executive Chair President | Disposed G | 13,192 | $0.00 | $0 | 7,676,671 | Direct |
| 12 Aug, 2026 | Gregory S Bentley | Executive Chair President | Disposed G | 703 | $0.00 | $0 | 7,690,144 | Direct |
| 12 Aug, 2026 | Gregory S Bentley | Executive Chair President | Disposed G | 281 | $0.00 | $0 | 7,689,863 | Direct |
| 02 Aug, 2026 | David R. Shaman | Chief Legal Officer | Disposed F | 1,040 | $35.68 | $37.11K | 629,346 | Direct |
| 23 Jul, 2026 | Gregory S Bentley | Executive Chair President | Acquired A | 61,037 | $30.12 | $1.84Mn | 7,717,545 | Direct |
| 23 Jul, 2026 | Gregory S Bentley | Executive Chair President | Disposed F | 26,698 | $30.12 | $804.14K | 7,690,847 | Direct |
| 08 Jul, 2026 | David R. Shaman | Chief Legal Officer | Disposed F | 704 | $31.65 | $22.28K | 629,731 | Direct |