Bentley Systems Inc
NASDAQ: BSY · TECHNOLOGY · SOFTWARE - APPLICATION
Updated 2026-06-05
Bentley Systems Inc (BSY) Insider transactions
All transactions
| Date | Insider | Title | Type | Shares | Price | Value |
|---|---|---|---|---|---|---|
| 2026-05-21 | HUGHES, BRIAN F. | Director | Buy | 6,749 | — | — |
| 2026-05-21 | HAUGEN, JANET BRUTSCHEA | Director | Buy | 6,749 | — | — |
| 2026-05-21 | GRISWOLD, KIRK B. | Director | Buy | 6,749 | — | — |
| 2026-05-03 | SHAMAN, DAVID R. | Chief Legal Officer | Sale | 5,287 | $33.58 | $177537.46 |
| 2026-04-23 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Buy | 62,032 | $32.65 | $2.03M |
| 2026-04-23 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Sale | 27,133 | $32.65 | $885892.45 |
| 2026-04-01 | MOUTTE, JULIEN | Chief Technology Officer | Sale | 3,007 | $34.20 | $102839.40 |
| 2026-03-29 | TRIMBACK, THOMAS F | Chief Accounting Officer | Sale | 172 | $34.76 | $5978.72 |
| 2026-03-19 | TRIMBACK, THOMAS F | Chief Accounting Officer | Buy | 35 | — | — |
| 2026-03-19 | SHAMAN, DAVID R. | Chief Legal Officer | Buy | 546 | — | — |
| 2026-03-19 | MOUTTE, JULIEN | Chief Technology Officer | Buy | 173 | — | — |
| 2026-03-19 | LEE, JAMES K | Chief Operating Officer | Buy | 375 | — | — |
| 2026-03-19 | GRISWOLD, KIRK B. | Director | Buy | 70 | — | — |
| 2026-03-19 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Buy | 707 | — | — |
| 2026-03-19 | BENTLEY, RAYMOND B. | Director, 10% Owner | Buy | 1,671 | — | — |
| 2026-03-19 | BENTLEY, KEITH A. | Director, 10% Owner | Buy | 845 | — | — |
| 2026-03-19 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Buy | 3,019 | — | — |
| 2026-03-19 | BENTLEY, BARRY J. | Director, 10% Owner | Buy | 3 | — | — |
| 2026-03-19 | BALLARD, BROCK | Chief Revenue Officer | Buy | 163 | — | — |
| 2026-03-19 | ANDRE, WERNER | Chief Financial Officer | Buy | 243 | — | — |
| 2026-03-17 | SHAMAN, DAVID R. | Chief Legal Officer | Sale | 984 | $37.88 | $37273.92 |
| 2026-03-17 | MOUTTE, JULIEN | Chief Technology Officer | Sale | 431 | $37.88 | $16326.28 |
| 2026-03-17 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Sale | 2,430 | $37.88 | $92048.40 |
| 2026-03-17 | BALLARD, BROCK | Chief Revenue Officer | Sale | 293 | $37.88 | $11098.84 |
| 2026-03-17 | ANDRE, WERNER | Chief Financial Officer | Sale | 1,503 | $37.88 | $56933.64 |
| 2026-03-13 | TRIMBACK, THOMAS F | Chief Accounting Officer | Sale | 451 | $38.19 | $17223.69 |
| 2026-03-13 | SHAMAN, DAVID R. | Chief Legal Officer | Sale | 4,587 | $38.19 | $175177.53 |
| 2026-03-13 | MOUTTE, JULIEN | Chief Technology Officer | Sale | 4,978 | $38.19 | $190109.82 |
| 2026-03-13 | LEE, JAMES K | Chief Operating Officer | Sale | 747 | $38.19 | $28527.93 |
| 2026-03-13 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Sale | 6,626 | $38.19 | $253046.94 |
| 2026-03-13 | BALLARD, BROCK | Chief Revenue Officer | Sale | 4,147 | $38.19 | $158373.93 |
| 2026-03-13 | ANDRE, WERNER | Chief Financial Officer | Sale | 5,096 | $38.19 | $194616.24 |
| 2026-03-12 | BENTLEY, RAYMOND B. | Director, 10% Owner | Sale | 250,000 | — | — |
| 2026-03-10 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Sale | 100 | $40.01 | $4001.00 |
| 2026-03-06 | TRIMBACK, THOMAS F | Chief Accounting Officer | Buy | 3,982 | — | — |
| 2026-03-06 | SHAMAN, DAVID R. | Chief Legal Officer | Buy | 18,769 | — | — |
| 2026-03-06 | MOUTTE, JULIEN | Chief Technology Officer | Buy | 20,493 | — | — |
| 2026-03-06 | LEE, JAMES K | Chief Operating Officer | Buy | 36,297 | — | — |
| 2026-03-06 | LEE, JAMES K | Chief Operating Officer | Buy | 12,607 | — | — |
| 2026-03-06 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Buy | 74,839 | — | — |
| 2026-03-06 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Buy | 28,107 | — | — |
| 2026-03-06 | BALLARD, BROCK | Chief Revenue Officer | Buy | 19,769 | — | — |
| 2026-03-06 | ANDRE, WERNER | Chief Financial Officer | Buy | 21,706 | — | — |
| 2026-03-03 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Sale | 672 | — | — |
| 2026-01-30 | TRIMBACK, THOMAS F | Chief Accounting Officer | Sale | 300 | $35.12 | $10536.00 |
| 2026-01-23 | TRIMBACK, THOMAS F | Chief Accounting Officer | Buy | 3,652 | $38.84 | $141843.68 |
| 2026-01-23 | TRIMBACK, THOMAS F | Chief Accounting Officer | Sale | 1,234 | $38.84 | $47928.56 |
| 2026-01-23 | SHAMAN, DAVID R. | Chief Legal Officer | Buy | 18,456 | $38.84 | $716831.04 |
| 2026-01-23 | SHAMAN, DAVID R. | Chief Legal Officer | Sale | 5,478 | $38.84 | $212765.52 |
| 2026-01-23 | MOUTTE, JULIEN | Chief Technology Officer | Buy | 17,240 | $38.84 | $669601.60 |
| 2026-01-23 | MOUTTE, JULIEN | Chief Technology Officer | Sale | 8,459 | $38.84 | $328547.56 |
| 2026-01-23 | LEE, JAMES K | Chief Operating Officer | Buy | 12,396 | $38.84 | $481460.64 |
| 2026-01-23 | LEE, JAMES K | Chief Operating Officer | Sale | 3,270 | $38.84 | $127006.80 |
| 2026-01-23 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Buy | 24,532 | $38.84 | $952822.88 |
| 2026-01-23 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Sale | 10,402 | $38.84 | $404013.68 |
| 2026-01-23 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Buy | 36,765 | $38.84 | $1.43M |
| 2026-01-23 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Sale | 16,081 | $38.84 | $624586.04 |
| 2026-01-23 | BALLARD, BROCK | Chief Revenue Officer | Buy | 17,343 | $38.84 | $673602.12 |
| 2026-01-23 | BALLARD, BROCK | Chief Revenue Officer | Sale | 4,977 | $38.84 | $193306.68 |
| 2026-01-23 | ANDRE, WERNER | Chief Financial Officer | Buy | 20,659 | $38.84 | $802395.56 |
| 2026-01-23 | ANDRE, WERNER | Chief Financial Officer | Sale | 6,103 | $38.84 | $237040.52 |
| 2026-01-15 | BENTLEY, RAYMOND B. | Director, 10% Owner | Sale | 42,970 | $39.07 | $1.68M |
| 2026-01-09 | BENTLEY, KEITH A. | Director, 10% Owner | Sale | 94,684 | $40.13 | $3.80M |
| 2026-01-01 | BENTLEY, KEITH A. | Director, 10% Owner | Sale | 24,625 | $38.16 | $939566.88 |
| 2026-01-01 | BENTLEY, BARRY J. | Director, 10% Owner | Sale | 371 | $38.16 | $14155.51 |
| 2026-01-01 | BALLARD, BROCK | Chief Revenue Officer | Sale | 2,223 | $38.17 | $84840.79 |
| 2025-12-15 | SHAMAN, DAVID R. | Chief Legal Officer | Sale | 4,165 | $40.25 | $167641.25 |
| 2025-12-15 | SHAMAN, DAVID R. | Chief Legal Officer | Sale | 2,500 | — | — |
| 2025-12-15 | SHAMAN, DAVID R. | Chief Legal Officer | Sale | 730 | $40.25 | $29382.50 |
| 2025-12-15 | LEE, JAMES K | Chief Operating Officer | Sale | 9,166 | $40.25 | $368931.50 |
| 2025-12-15 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Sale | 17,162 | $40.25 | $690770.50 |
| 2025-12-15 | ANDRE, WERNER | Chief Financial Officer | Sale | 4,401 | $40.25 | $177140.25 |
| 2025-12-11 | TRIMBACK, THOMAS F | Chief Accounting Officer | Buy | 16 | — | — |
| 2025-12-11 | SHAMAN, DAVID R. | Chief Legal Officer | Buy | 460 | — | — |
| 2025-12-11 | MOUTTE, JULIEN | Chief Technology Officer | Buy | 72 | — | — |
| 2025-12-11 | LEE, JAMES K | Chief Operating Officer | Buy | 264 | — | — |
| 2025-12-11 | GRISWOLD, KIRK B. | Director | Buy | 85 | — | — |
| 2025-12-11 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Buy | 485 | — | — |
| 2025-12-11 | BENTLEY, RAYMOND B. | Director, 10% Owner | Buy | 1,730 | — | — |
| 2025-12-11 | BENTLEY, KEITH A. | Director, 10% Owner | Buy | 1,284 | — | — |
| 2025-12-11 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Buy | 3,958 | — | — |
| 2025-12-11 | BENTLEY, BARRY J. | Director, 10% Owner | Buy | 5 | — | — |
| 2025-12-11 | BALLARD, BROCK | Chief Revenue Officer | Buy | 78 | — | — |
| 2025-12-11 | ANDRE, WERNER | Chief Financial Officer | Buy | 157 | — | — |
| 2025-12-10 | BENTLEY, RAYMOND B. | Director, 10% Owner | Sale | 121,951 | — | — |
| 2025-12-01 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Sale | 8,932 | $41.85 | $373804.20 |
| 2025-11-17 | TRIMBACK, THOMAS F | Chief Accounting Officer | Sale | 560 | $43.02 | $24091.20 |
| 2025-10-27 | BALLARD, BROCK | Chief Revenue Officer | Sale | 609 | $52.20 | $31789.80 |
| 2025-10-25 | TRIMBACK, THOMAS F | Chief Accounting Officer | Sale | 74 | $51.73 | $3828.02 |
| 2025-10-22 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Buy | 30,135 | $52.01 | $1.57M |
| 2025-10-22 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Sale | 13,181 | $52.01 | $685543.81 |
| 2025-09-30 | TRIMBACK, THOMAS F | Chief Accounting Officer | Buy | 13 | — | — |
| 2025-09-30 | SHAMAN, DAVID R. | Chief Legal Officer | Buy | 367 | — | — |
| 2025-09-30 | MOUTTE, JULIEN | Chief Technology Officer | Buy | 58 | — | — |
| 2025-09-30 | LEE, JAMES K | Chief Operating Officer | Buy | 211 | — | — |
| 2025-09-30 | GRISWOLD, KIRK B. | Director | Buy | 68 | — | — |
| 2025-09-30 | CUMINS, NICHOLAS | Director, Chief Executive Officer | Buy | 387 | — | — |
| 2025-09-30 | BENTLEY, RAYMOND B. | Director, 10% Owner | Buy | 1,380 | — | — |
| 2025-09-30 | BENTLEY, KEITH A. | Director, 10% Owner | Buy | 1,024 | — | — |
| 2025-09-30 | BENTLEY, GREGORY S | Director, Executive Chair & President, 10% Owner | Buy | 3,185 | — | — |
Frequently asked questions
Are BSY insiders buying or selling?
Over the transactions on record, BSY insiders have been net buyers, with about $13.66M in stock sold across 45 sales, against 10 open-market purchases.
Does insider selling at BSY mean the stock will fall?
Not by itself. Most executive selling is pre-scheduled through 10b5-1 plans filed months in advance, and insiders sell for diversification, taxes, and liquidity far more often than out of any view on the price. Insider buying is the stronger signal, especially when several insiders buy around the same time, because there is usually only one reason to put personal cash into the stock.
Which BSY insiders are selling the most?
Recent selling is concentrated in a few names. BENTLEY, KEITH A. accounts for the largest share on record, with about $4.74M sold. Selling by one or two individuals matters less than broad selling across the whole leadership team, which is the pattern worth watching.