Gregory S. Bentley, Executive Chair and President of Bentley Systems Inc. ($BSY), sold shares on the open market twice in the last year, totaling about $2.04 million. His most recent sale occurred on March 10, 2026. These open market sales rank 3,463rd among 11,678 individual insiders in our database, where the average is about $8.6 million across roughly 6.4 transactions per insider. Bentley made no open market purchases during this period.
| Transaction Date | Company | Ticker | Insider Name | Title | Transaction Type | Security | Shares | Price | Shares Owned Following | Total Shares Outstanding | % of Owned | % of Outstanding |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| March 19, 2026 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 3019 | $0.00 | 7,739,669.0000 | 333,277,478 | 0.04% | 0.00% |
| March 10, 2026 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | S | Class B Common Stock | 100 | $40.01 | 7,736,650.0000 | 333,277,478 | 0.00% | 0.00% |
| March 3, 2026 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 672 | $0.00 | 7,736,750.0000 | 333,277,478 | 0.01% | 0.00% |
| March 3, 2026 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 672 | $0.00 | 7,737,422.0000 | 333,277,478 | 0.01% | 0.00% |
| Jan. 23, 2026 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 36765 | $38.84 | 7,754,175.0000 | 333,277,478 | 0.48% | 0.01% |
| Jan. 23, 2026 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | F | Class B Common Stock | 16081 | $38.84 | 7,738,094.0000 | 333,277,478 | 0.21% | 0.00% |
| Dec. 11, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 3958 | $0.00 | 7,717,410.0000 | 333,277,478 | 0.05% | 0.00% |
| Dec. 1, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | F | Class B Common Stock | 8932 | $41.85 | 7,713,452.0000 | 333,277,478 | 0.12% | 0.00% |
| Oct. 22, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | F | Class B Common Stock | 13181 | $52.01 | 7,722,384.0000 | 333,277,478 | 0.17% | 0.00% |
| Oct. 22, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 30135 | $52.01 | 7,735,565.0000 | 333,277,478 | 0.39% | 0.01% |
| Sept. 30, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 3185 | $0.00 | 7,705,430.0000 | 333,774,167 | 0.04% | 0.00% |
| Sept. 2, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | S | Class B Common Stock | 37160 | $54.83 | 7,702,245.0000 | 333,774,167 | 0.48% | 0.01% |
| Aug. 27, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 351 | $0.00 | 7,739,405.0000 | 333,774,167 | 0.00% | 0.00% |
| Aug. 21, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 9349 | $0.00 | 7,739,756.0000 | 333,774,167 | 0.12% | 0.00% |
| July 24, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 30737 | $58.35 | 7,762,550.0000 | 333,774,167 | 0.40% | 0.01% |
| July 24, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | F | Class B Common Stock | 13445 | $58.35 | 7,749,105.0000 | 333,774,167 | 0.17% | 0.00% |
| June 12, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 137512 | $0.00 | 7,731,813.0000 | 333,774,167 | 1.75% | 0.04% |
| June 12, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 3330 | $0.00 | 7,879,813.0000 | 333,774,167 | 0.04% | 0.00% |
| June 12, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 148000 | $0.00 | 7,731,813.0000 | 333,774,167 | 1.88% | 0.04% |
| June 6, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 506 | $0.00 | 8,013,995.0000 | 333,774,167 | 0.01% | 0.00% |
| June 2, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 671 | $0.00 | 8,043,656.0000 | 333,774,167 | 0.01% | 0.00% |
| June 2, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 29155 | $0.00 | 8,014,501.0000 | 333,774,167 | 0.36% | 0.01% |
| June 2, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 29155 | $0.00 | 8,014,501.0000 | 333,774,167 | 0.37% | 0.01% |
| April 23, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 47506 | $43.42 | 8,035,951.0000 | 333,774,167 | 0.59% | 0.01% |
| April 23, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | F | Class B Common Stock | 20779 | $43.42 | 8,015,172.0000 | 333,774,167 | 0.26% | 0.01% |
| March 27, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 4050 | $0.00 | 7,988,445.0000 | 333,774,167 | 0.05% | 0.00% |
| March 12, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 605 | $0.00 | 7,984,395.0000 | 333,774,167 | 0.01% | 0.00% |
| March 12, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 605 | $0.00 | 7,985,000.0000 | 333,774,167 | 0.01% | 0.00% |
| March 12, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | S | Class B Common Stock | 53968 | $41.04 | 7,985,605.0000 | 333,774,167 | 0.67% | 0.02% |
| Jan. 22, 2025 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 22818 | $46.56 | 8,039,573.0000 | 333,774,167 | 0.28% | 0.01% |
| Dec. 12, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 2914 | $0.00 | 8,016,755.0000 | 333,789,636 | 0.04% | 0.00% |
| Dec. 3, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 4041 | $0.00 | 8,013,841.0000 | 333,789,636 | 0.05% | 0.00% |
| Oct. 30, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 25753 | $49.61 | 8,017,882.0000 | 333,789,636 | 0.32% | 0.01% |
| Sept. 26, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 2798 | $0.00 | 7,992,129.0000 | 332,503,633 | 0.04% | 0.00% |
| Aug. 7, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | G | Class B Common Stock | 10493 | $0.00 | 7,989,331.0000 | 332,503,633 | 0.13% | 0.00% |
| July 24, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Executive Chair & President | A | Class B Common Stock | 88296 | $48.51 | 7,999,824.0000 | 332,503,633 | 1.12% | 0.03% |
| June 13, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 2806 | $0.00 | 7,911,528.0000 | 332,503,633 | 0.04% | 0.00% |
| April 25, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 102352 | $54.37 | 7,908,722.0000 | 332,503,633 | 1.31% | 0.03% |
| March 28, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 2707 | $0.00 | 7,806,370.0000 | 332,503,633 | 0.03% | 0.00% |
| March 8, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | G | Class B Common Stock | 2007 | $0.00 | 7,803,663.0000 | 332,503,633 | 0.03% | 0.00% |
| Jan. 23, 2024 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 64787 | $50.81 | 7,805,670.0000 | 332,503,633 | 0.84% | 0.02% |
| Dec. 14, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 2295 | $0.00 | 7,740,883.0000 | 331,765,158 | 0.03% | 0.00% |
| Oct. 31, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 17965 | $48.42 | 7,738,588.0000 | 331,765,158 | 0.23% | 0.01% |
| Oct. 30, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 67313 | $48.45 | 7,756,553.0000 | 331,765,158 | 0.86% | 0.02% |
| Oct. 27, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 50905 | $48.34 | 7,823,866.0000 | 331,765,158 | 0.65% | 0.02% |
| Oct. 26, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 51303 | $48.71 | 7,876,970.0000 | 331,765,158 | 0.65% | 0.02% |
| Oct. 26, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 2199 | $49.38 | 7,874,771.0000 | 331,765,158 | 0.03% | 0.00% |
| Oct. 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 79337 | $50.16 | 7,968,478.0000 | 331,765,158 | 0.99% | 0.02% |
| Oct. 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 40205 | $49.17 | 7,928,273.0000 | 331,765,158 | 0.50% | 0.01% |
| Oct. 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 16796 | $50.09 | 7,911,477.0000 | 331,765,158 | 0.21% | 0.01% |
| Oct. 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 75023 | $48.90 | 7,986,500.0000 | 331,765,158 | 0.95% | 0.02% |
| Sept. 11, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | G | Class B Common Stock | 20261 | $0.00 | 8,047,815.0000 | 331,765,158 | 0.25% | 0.01% |
| Aug. 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 2550 | $0.00 | 8,068,076.0000 | 331,765,158 | 0.03% | 0.00% |
| July 31, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 41386 | $53.52 | 8,065,526.0000 | 331,765,158 | 0.51% | 0.01% |
| July 28, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 45871 | $53.48 | 8,106,912.0000 | 331,765,158 | 0.56% | 0.01% |
| July 26, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 59352 | $53.09 | 8,263,106.0000 | 331,765,158 | 0.72% | 0.02% |
| July 26, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | F | Class B Common Stock | 26109 | $53.09 | 8,236,997.0000 | 331,765,158 | 0.32% | 0.01% |
| July 26, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 41601 | $52.95 | 8,195,396.0000 | 331,765,158 | 0.51% | 0.01% |
| July 27, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 25695 | $52.90 | 8,169,701.0000 | 331,765,158 | 0.31% | 0.01% |
| July 27, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 16918 | $53.55 | 8,152,783.0000 | 331,765,158 | 0.21% | 0.01% |
| July 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 5139 | $53.91 | 8,203,754.0000 | 331,765,158 | 0.06% | 0.00% |
| July 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 57696 | $53.08 | 8,300,611.0000 | 331,765,158 | 0.69% | 0.02% |
| July 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 91718 | $53.66 | 8,208,893.0000 | 331,765,158 | 1.10% | 0.03% |
| June 20, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 2236 | $0.00 | 8,358,307.0000 | 331,765,158 | 0.03% | 0.00% |
| May 10, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 129691 | $45.59 | 8,367,128.0000 | 331,765,158 | 1.53% | 0.04% |
| May 11, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | G | Class B Common Stock | 11057 | $0.00 | 8,356,071.0000 | 331,765,158 | 0.13% | 0.00% |
| April 27, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | F | Class B Common Stock | 43672 | $42.18 | 8,496,819.0000 | 331,765,158 | 0.51% | 0.01% |
| April 27, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 99276 | $42.18 | 8,540,491.0000 | 331,765,158 | 1.18% | 0.03% |
| April 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 17671 | $41.27 | 8,441,455.0000 | 331,765,158 | 0.21% | 0.01% |
| April 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 240 | $42.12 | 8,441,215.0000 | 331,765,158 | 0.00% | 0.00% |
| April 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 45623 | $42.15 | 8,459,226.0000 | 331,765,158 | 0.54% | 0.01% |
| April 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 100 | $42.86 | 8,459,126.0000 | 331,765,158 | 0.00% | 0.00% |
| March 15, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | G | Class B Common Stock | 12594 | $0.00 | 8,504,849.0000 | 331,765,158 | 0.15% | 0.00% |
| March 7, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 2959 | $0.00 | 8,517,443.0000 | 331,765,158 | 0.03% | 0.00% |
| Jan. 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | A | Class B Common Stock | 88221 | $38.32 | 8,617,172.0000 | 331,765,158 | 1.03% | 0.03% |
| Jan. 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 50110 | $38.33 | 8,528,008.0000 | 331,765,158 | 0.58% | 0.02% |
| Jan. 24, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | F | Class B Common Stock | 39054 | $38.32 | 8,578,118.0000 | 331,765,158 | 0.45% | 0.01% |
| Jan. 25, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | S | Class B Common Stock | 13524 | $37.00 | 8,514,484.0000 | 331,765,158 | 0.16% | 0.00% |
| Jan. 3, 2023 | BENTLEY SYSTEMS INC | $BSY | BENTLEY GREGORY S | Chairman, CEO & President | F | Class B Common Stock | 267578 | $36.84 | 8,528,951.0000 | 331,765,158 | 3.04% | 0.08% |