SEC Insider Transactions from Bentley Raymond B..

Last updated: 2026-03-23 21:02 UTC | Total transactions: 32

Bentley Raymond B., a director at Bentley Systems Inc. ($BSY), made five open market sales of company shares over the past year, totaling $50.3 million. His most recent sale occurred on June 20, 2025. These sales rank 317th among 11,678 individual insiders in our database, surpassing the average sale value of $8.6 million across 6.4 transactions per insider. He recorded no open market purchases during this period.

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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 Raymond B. Director A Class B Common Stock 1671 $0.00 15,029,938.0000 333,277,478 0.01% 0.00%
March 12, 2026 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director G Class B Common Stock 250000 $0.00 15,028,267.0000 333,277,478 1.64% 0.08%
Jan. 15, 2026 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director F Class B Common Stock 42970 $39.07 15,278,267.0000 333,277,478 0.28% 0.01%
Dec. 11, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1730 $0.00 15,321,237.0000 333,277,478 0.01% 0.00%
Dec. 10, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director G Class B Common Stock 121951 $0.00 15,319,507.0000 333,277,478 0.79% 0.04%
Sept. 30, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1380 $0.00 15,441,458.0000 333,774,167 0.01% 0.00%
June 20, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 122114 $50.70 15,440,078.0000 333,774,167 0.78% 0.04%
June 18, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 2400 $50.98 15,562,192.0000 333,774,167 0.02% 0.00%
June 18, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 247289 $50.64 15,564,592.0000 333,774,167 1.56% 0.07%
June 17, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 273094 $50.30 15,811,881.0000 333,774,167 1.70% 0.08%
June 16, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 355103 $49.96 16,084,975.0000 333,774,167 2.16% 0.11%
June 12, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1442 $0.00 16,440,078.0000 333,774,167 0.01% 0.00%
March 27, 2025 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1754 $0.00 16,438,636.0000 333,774,167 0.01% 0.00%
Dec. 12, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1396 $0.00 16,436,882.0000 333,789,636 0.01% 0.00%
Sept. 26, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1328 $0.00 16,435,486.0000 332,503,633 0.01% 0.00%
Sept. 5, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 3561 $48.75 16,499,654.0000 332,503,633 0.02% 0.00%
Sept. 6, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 65486 $48.24 16,434,168.0000 332,503,633 0.40% 0.02%
Sept. 6, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 10 $48.95 16,434,158.0000 332,503,633 0.00% 0.00%
Sept. 5, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 83836 $48.40 16,503,215.0000 332,503,633 0.51% 0.03%
Sept. 3, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 60497 $49.06 16,721,858.0000 332,503,633 0.36% 0.02%
Sept. 3, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 2670 $51.04 16,691,310.0000 332,503,633 0.02% 0.00%
Sept. 4, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 104259 $48.51 16,587,051.0000 332,503,633 0.62% 0.03%
Sept. 3, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 27878 $50.09 16,693,980.0000 332,503,633 0.17% 0.01%
Aug. 29, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 120979 $51.48 16,913,179.0000 332,503,633 0.71% 0.04%
Aug. 30, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director S Class B Common Stock 130824 $51.55 16,782,355.0000 332,503,633 0.77% 0.04%
June 13, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1332 $0.00 17,034,158.0000 332,503,633 0.01% 0.00%
May 28, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director G Class B Common Stock 250000 $0.00 17,032,826.0000 332,503,633 1.45% 0.08%
March 28, 2024 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1285 $0.00 17,282,826.0000 332,503,633 0.01% 0.00%
Dec. 14, 2023 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1089 $0.00 17,281,541.0000 331,765,158 0.01% 0.00%
Aug. 24, 2023 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1199 $0.00 17,280,452.0000 331,765,158 0.01% 0.00%
June 20, 2023 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1052 $0.00 17,279,253.0000 331,765,158 0.01% 0.00%
March 7, 2023 BENTLEY SYSTEMS INC $BSY Bentley Raymond B. Director A Class B Common Stock 1391 $0.00 17,278,201.0000 331,765,158 0.01% 0.00%