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Bentley Systems Inc (BSY)

The most recent insider trading activity occurred on March 10, 2026, with Gregory S. Bentley executing planned and proposed sales totaling approximately $28.4 million. Prior to this, on November 17, 2025, Chief Accounting Officer Thomas F. Trimback sold shares valued at $24,091.2. Overall, recent transactions show a pattern of significant selling by key executives and related trusts.
Stock chart
Ticker: BSY Exchange: NSM


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Purchase Sale Planned purchase Planned sale Net purchase Net sale Activity signal Earnings
Top insiders
Trades
BENTLEY GREGORY S
Executive Chair & President
2 sales — total 28,390,655 USD
Planned sale 10 Mar 2026
Value US$2,680,502.77 | Price 162.80 | Shares 51,946
Proposed sale 10 Mar 2026
Value US$3,515,888.18 | Price 154.84 | Shares 10,722
Sale 17 Nov 2025
Value US$311,899.31 | Price 93.43 | Shares 95,549
Proposed sale 6 Nov 2025
Value US$1,180,352.00 | Price 47.21 | Shares 25,000
Sale 2 Sep 2025
Value US$2,037,575.70 | Price 54.83 | Shares 37,160
Proposed sale 18 Aug 2025
Value US$16,069.50 | Price 53.57 | Shares 300
Proposed sale 18 Aug 2025
Value US$1,347,000.00 | Price 53.88 | Shares 25,000
Proposed sale 12 Aug 2025
Value US$2,885,850.00 | Price 52.47 | Shares 55,000
Proposed sale 12 Aug 2025
Value US$1,322,750.00 | Price 52.91 | Shares 25,000
Proposed sale 12 Aug 2025
Value US$2,361,150.00 | Price 52.47 | Shares 45,000
Proposed sale 12 Aug 2025
Value US$1,322,750.00 | Price 52.91 | Shares 25,000
Planned sale 29 Jul 2025
Value US$23,700.00 | Price 59.25 | Shares 400
Proposed sale 29 Jul 2025
Value US$23,488.00 | Price 58.72 | Shares 400
Planned sale 14 Jul 2025
Value US$1,102,104.65 | Price 56.96 | Shares 19,348
Planned sale 11 Jul 2025
Value US$54,929.73 | Price 56.92 | Shares 965
Proposed sale 11 Jul 2025
Value US$1,151,340.84 | Price 56.68 | Shares 20,313
Planned sale 7 Jul 2025
Value US$5,604.50 | Price 56.05 | Shares 100
Planned sale 7 Jul 2025
Value US$8,324,906.36 | Price 55.54 | Shares 149,900
Proposed sale 7 Jul 2025
Value US$8,274,000.00 | Price 55.16 | Shares 150,000
Planned sale 3 Jul 2025
Value US$1,053,208.37 | Price 54.98 | Shares 19,156
Proposed sale 3 Jul 2025
Value US$1,035,956.48 | Price 54.08 | Shares 19,156
Planned sale 20 Jun 2025
Value US$6,191,118.74 | Price 50.70 | Shares 122,114
Planned sale 18 Jun 2025
Value US$122,353.44 | Price 50.98 | Shares 2,400
Planned sale 18 Jun 2025
Value US$12,523,506.28 | Price 50.64 | Shares 247,289
Planned sale 17 Jun 2025
Value US$13,737,665.96 | Price 50.30 | Shares 273,094
Planned sale 16 Jun 2025
Value US$17,742,117.72 | Price 49.96 | Shares 355,103
Proposed sale 16 Jun 2025
Value US$49,728,350.00 | Price 49.73 | Shares 1,000,000
Proposed sale 27 May 2025
Value US$1,105,150.00 | Price 48.05 | Shares 23,000
Proposed sale 21 May 2025
Value US$256,532.00 | Price 47.95 | Shares 5,350
Proposed sale 15 May 2025
Value US$9,625,200.00 | Price 48.13 | Shares 200,000
Planned sale 7 May 2025
Value US$557,269.64 | Price 45.08 | Shares 12,363
Proposed sale 7 May 2025
Value US$541,128.51 | Price 43.77 | Shares 12,363
Planned sale 12 Mar 2025
Value US$2,214,803.55 | Price 41.04 | Shares 53,968
Proposed sale 12 Mar 2025
Value US$2,241,561.00 | Price 41.54 | Shares 53,968
Proposed sale 10 Mar 2025
Value US$10,377,500.00 | Price 41.51 | Shares 250,000
Planned sale 3 Mar 2025
Value US$67,775.16 | Price 43.78 | Shares 1,548
Planned sale 3 Mar 2025
Value US$264,646.29 | Price 43.13 | Shares 6,136
Proposed sale 3 Mar 2025
Value US$337,327.60 | Price 43.90 | Shares 7,684
Proposed sale 28 Feb 2025
Value US$2,311,860.00 | Price 43.62 | Shares 53,000
Proposed sale 28 Feb 2025
Value US$905,832.00 | Price 43.76 | Shares 20,700
Planned sale 24 Jan 2025
Value US$53,369.86 | Price 46.33 | Shares 1,152
Planned sale 2 Jan 2025
Value US$3,246,811.89 | Price 46.67 | Shares 69,573
Proposed sale 2 Jan 2025
Value US$3,332,562.00 | Price 47.12 | Shares 70,725
Planned sale 11 Nov 2024
Value US$2,410,930.00 | Price 48.22 | Shares 50,000
Proposed sale 8 Nov 2024
Value US$5,543,327.00 | Price 49.17 | Shares 112,738
Proposed sale 8 Nov 2024
Value US$983,400.00 | Price 49.17 | Shares 20,000
Planned sale 4 Nov 2024
Value US$2,439,815.00 | Price 48.80 | Shares 50,000
Planned sale 28 Oct 2024
Value US$2,447,535.00 | Price 48.95 | Shares 50,000
Planned sale 21 Oct 2024
Value US$2,471,815.00 | Price 49.44 | Shares 50,000
Planned sale 14 Oct 2024
Value US$2,545,770.00 | Price 50.92 | Shares 50,000
Planned sale 8 Oct 2024
Value US$721,487.25 | Price 48.06 | Shares 15,013
Planned sale 7 Oct 2024
Value US$1,692,275.71 | Price 48.37 | Shares 34,987
Planned sale 30 Sep 2024
Value US$2,529,075.00 | Price 50.58 | Shares 50,000
Planned sale 23 Sep 2024
Value US$2,510,080.00 | Price 50.20 | Shares 50,000
Planned sale 17 Sep 2024
Value US$44,850.00 | Price 50.00 | Shares 897
Proposed sale 17 Sep 2024
Value US$193,769.57 | Price 216.02 | Shares 897
Planned sale 16 Sep 2024
Value US$2,464,055.00 | Price 49.28 | Shares 50,000
Planned sale 11 Sep 2024
Value US$2,405,615.00 | Price 48.11 | Shares 50,000
Proposed sale 11 Sep 2024
Value US$24,000,000.00 | Price 48.00 | Shares 500,000
Planned sale 10 Sep 2024
Value US$63,275.74 | Price 47.54 | Shares 1,331
Planned sale 10 Sep 2024
Value US$304,569.00 | Price 47.22 | Shares 6,450
Proposed sale 10 Sep 2024
Value US$363,372.70 | Price 46.70 | Shares 7,781
Planned sale 6 Sep 2024
Value US$489.50 | Price 48.95 | Shares 10
Planned sale 6 Sep 2024
Value US$3,159,201.81 | Price 48.24 | Shares 65,486
Planned sale 5 Sep 2024
Value US$173,611.21 | Price 48.75 | Shares 3,561
Planned sale 5 Sep 2024
Value US$4,057,737.85 | Price 48.40 | Shares 83,836
Planned sale 4 Sep 2024
Value US$5,057,489.41 | Price 48.51 | Shares 104,259
Planned sale 3 Sep 2024
Value US$136,277.60 | Price 51.04 | Shares 2,670
Planned sale 3 Sep 2024
Value US$1,396,397.87 | Price 50.09 | Shares 27,878
Planned sale 3 Sep 2024
Value US$2,967,783.18 | Price 49.06 | Shares 60,497
Planned sale 30 Aug 2024
Value US$6,743,349.24 | Price 51.55 | Shares 130,824
Planned sale 29 Aug 2024
Value US$6,227,502.91 | Price 51.48 | Shares 120,979
Proposed sale 29 Aug 2024
Value US$87,300,000.00 | Price 54.56 | Shares 1,600,000
Proposed sale 14 Aug 2024
Value US$11,092,500.00 | Price 49.30 | Shares 225,000
Proposed sale 13 Aug 2024
Value US$520,472.27 | Price 49.60 | Shares 10,493
Abbreviations B: Buy, S: Sell, PP: Planned purchase, PlS: Planned sale, PrS: Proposed sale, O: Option / Other
Notification date Transaction date B/S Transaction type Insider and/or position Nb. shares
Price
Value
Number of shares Price Value Details
2026-03-12 2026-03-10 PlS Planned sale

Executive Chair & President

Executive Director Large shareholder
51,946 +13.6%
162.80
US$2,680,503
51,946 +13.6% 162.80 US$2,680,503
2026-03-10 2026-03-10 PrS Proposed sale

Officer; Director

Executive Director
10,722
154.84
US$3,515,888
10,722 154.84 US$3,515,888
2025-11-19 2025-11-17 S Sale

Chief Accounting Officer

Officer
95,549 -33.9%
93.43
US$311,899
95,549 -33.9% 93.43 US$311,899
2025-11-06 2025-11-06 PrS Proposed sale

Director

Non-Executive Director
25,000
47.21
US$1,180,352
25,000 47.21 US$1,180,352
2025-09-04 2025-09-02 S Sale

Executive Chair & President

Executive Director Large shareholder
37,160 -0.5%
54.83
US$2,037,576
37,160 -0.5% 54.83 US$2,037,576
2025-08-18 2025-08-18 PrS Proposed sale

10% Stockholder

Large shareholder
300
53.57
US$16,070
300 53.57 US$16,070
2025-08-18 2025-08-18 PrS Proposed sale

10% Stockholder

Large shareholder
25,000
53.88
US$1,347,000
25,000 53.88 US$1,347,000
2025-08-12 2025-08-12 PrS Proposed sale

10% Stockholder

Large shareholder
55,000
52.47
US$2,885,850
55,000 52.47 US$2,885,850
2025-08-12 2025-08-12 PrS Proposed sale

10% Stockholder

Large shareholder
25,000
52.91
US$1,322,750
25,000 52.91 US$1,322,750
2025-08-12 2025-08-12 PrS Proposed sale

10% Stockholder

Large shareholder
45,000
52.47
US$2,361,150
45,000 52.47 US$2,361,150
2025-08-12 2025-08-12 PrS Proposed sale

10% Stockholder

Large shareholder
25,000
52.91
US$1,322,750
25,000 52.91 US$1,322,750
2025-07-31 2025-07-29 PlS Planned sale

Chief Legal Officer

Officer
400 -0.1%
59.25
US$23,700
400 -0.1% 59.25 US$23,700
2025-07-29 2025-07-29 PrS Proposed sale

Officer

Officer
400
58.72
US$23,488
400 58.72 US$23,488
2025-07-15 2025-07-14 PlS Planned sale

Chief Legal Officer

Officer
19,348 -2.9%
56.96
US$1,102,105
19,348 -2.9% 56.96 US$1,102,105
2025-07-15 2025-07-11 PlS Planned sale

Chief Legal Officer

Officer
965 -0.1%
56.92
US$54,930
965 -0.1% 56.92 US$54,930
2025-07-11 2025-07-11 PrS Proposed sale

Officer

Officer
20,313
56.68
US$1,151,341
20,313 56.68 US$1,151,341
2025-07-09 2025-07-07 PlS Planned sale Non-Executive Director Large shareholder
100 -0.0%
56.05
US$5,604
100 -0.0% 56.05 US$5,604
2025-07-09 2025-07-07 PlS Planned sale Non-Executive Director Large shareholder
149,900 -3.7%
55.54
US$8,324,906
149,900 -3.7% 55.54 US$8,324,906
2025-07-07 2025-07-07 PrS Proposed sale

Director

Non-Executive Director
150,000
55.16
US$8,274,000
150,000 55.16 US$8,274,000
2025-07-08 2025-07-03 PlS Planned sale

Chief Legal Officer

Officer
19,156 -2.8%
54.98
US$1,053,208
19,156 -2.8% 54.98 US$1,053,208
2025-07-03 2025-07-03 PrS Proposed sale

Officer

Officer
19,156
54.08
US$1,035,956
19,156 54.08 US$1,035,956
2025-06-23 2025-06-20 PlS Planned sale Non-Executive Director Large shareholder
122,114 -0.8%
50.70
US$6,191,119
122,114 -0.8% 50.70 US$6,191,119
2025-06-23 2025-06-18 PlS Planned sale Non-Executive Director Large shareholder
2,400 -0.0%
50.98
US$122,353
2,400 -0.0% 50.98 US$122,353
2025-06-23 2025-06-18 PlS Planned sale Non-Executive Director Large shareholder
247,289 -1.6%
50.64
US$12,523,506
247,289 -1.6% 50.64 US$12,523,506
2025-06-18 2025-06-17 PlS Planned sale Non-Executive Director Large shareholder
273,094 -1.7%
50.30
US$13,737,666
273,094 -1.7% 50.30 US$13,737,666
2025-06-18 2025-06-16 PlS Planned sale Non-Executive Director Large shareholder
355,103 -2.2%
49.96
US$17,742,118
355,103 -2.2% 49.96 US$17,742,118
2025-06-16 2025-06-16 PrS Proposed sale

Director

Non-Executive Director
1,000,000
49.73
US$49,728,350
1,000,000 49.73 US$49,728,350
2025-05-27 2025-05-27 PrS Proposed sale

Director

Non-Executive Director
23,000
48.05
US$1,105,150
23,000 48.05 US$1,105,150
2025-05-21 2025-05-21 PrS Proposed sale

Affiliate

5,350
47.95
US$256,532
5,350 47.95 US$256,532
2025-05-15 2025-05-15 PrS Proposed sale

Director

Non-Executive Director
200,000
48.13
US$9,625,200
200,000 48.13 US$9,625,200
2025-05-09 2025-05-07 PlS Planned sale

Chief Revenue Officer

Officer
12,363 -15.4%
45.08
US$557,270
12,363 -15.4% 45.08 US$557,270
2025-05-07 2025-05-07 PrS Proposed sale

Officer

Officer
12,363
43.77
US$541,129
12,363 43.77 US$541,129
2025-03-14 2025-03-12 PlS Planned sale

Executive Chair & President

Executive Director Large shareholder
53,968 -0.7%
41.04
US$2,214,804
53,968 -0.7% 41.04 US$2,214,804
2025-03-12 2025-03-12 PrS Proposed sale

Officer; Director

Executive Director
53,968
41.54
US$2,241,561
53,968 41.54 US$2,241,561
2025-03-10 2025-03-10 PrS Proposed sale

Member of immediate family of any of the foregoing

250,000
41.51
US$10,377,500
250,000 41.51 US$10,377,500
2025-03-05 2025-03-03 PlS Planned sale

Chief Revenue Officer

Officer
1,548 -2.3%
43.78
US$67,775
1,548 -2.3% 43.78 US$67,775
2025-03-05 2025-03-03 PlS Planned sale

Chief Revenue Officer

Officer
6,136 -8.4%
43.13
US$264,646
6,136 -8.4% 43.13 US$264,646
2025-03-03 2025-03-03 PrS Proposed sale

Officer

Officer
7,684
43.90
US$337,328
7,684 43.90 US$337,328
2025-02-28 2025-02-28 PrS Proposed sale

Spouse of Affiliate

53,000
43.62
US$2,311,860
53,000 43.62 US$2,311,860
2025-02-28 2025-02-28 PrS Proposed sale

Spouse of Affiliate

20,700
43.76
US$905,832
20,700 43.76 US$905,832
2025-01-28 2025-01-24 PlS Planned sale Non-Executive Director Large shareholder
1,152 -0.0%
46.33
US$53,370
1,152 -0.0% 46.33 US$53,370
2025-01-06 2025-01-02 PlS Planned sale Non-Executive Director Large shareholder
69,573 -0.4%
46.67
US$3,246,812
69,573 -0.4% 46.67 US$3,246,812
2025-01-02 2025-01-02 PrS Proposed sale

Director

Non-Executive Director
70,725
47.12
US$3,332,562
70,725 47.12 US$3,332,562
2024-11-13 2024-11-11 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
48.22
US$2,410,930
50,000 -0.4% 48.22 US$2,410,930
2024-11-08 2024-11-08 PrS Proposed sale

Director

Non-Executive Director
112,738
49.17
US$5,543,327
112,738 49.17 US$5,543,327
2024-11-08 2024-11-08 PrS Proposed sale

Director

Non-Executive Director
20,000
49.17
US$983,400
20,000 49.17 US$983,400
2024-11-06 2024-11-04 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
48.80
US$2,439,815
50,000 -0.4% 48.80 US$2,439,815
2024-10-30 2024-10-28 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
48.95
US$2,447,535
50,000 -0.4% 48.95 US$2,447,535
2024-10-23 2024-10-21 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
49.44
US$2,471,815
50,000 -0.4% 49.44 US$2,471,815
2024-10-16 2024-10-14 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
50.92
US$2,545,770
50,000 -0.4% 50.92 US$2,545,770
2024-10-09 2024-10-08 PlS Planned sale Non-Executive Director Large shareholder
15,013 -0.1%
48.06
US$721,487
15,013 -0.1% 48.06 US$721,487
2024-10-09 2024-10-07 PlS Planned sale Non-Executive Director Large shareholder
34,987 -0.3%
48.37
US$1,692,276
34,987 -0.3% 48.37 US$1,692,276
2024-10-02 2024-09-30 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
50.58
US$2,529,075
50,000 -0.4% 50.58 US$2,529,075
2024-09-25 2024-09-23 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
50.20
US$2,510,080
50,000 -0.4% 50.20 US$2,510,080
2024-09-19 2024-09-17 PlS Planned sale

Chief Product Officer

Officer
897 -1.3%
50.00
US$44,850
897 -1.3% 50.00 US$44,850
2024-09-17 2024-09-17 PrS Proposed sale

Officer

Officer
897
216.02
US$193,770
897 216.02 US$193,770
2024-09-18 2024-09-16 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
49.28
US$2,464,055
50,000 -0.4% 49.28 US$2,464,055
2024-09-13 2024-09-11 PlS Planned sale Non-Executive Director Large shareholder
50,000 -0.4%
48.11
US$2,405,615
50,000 -0.4% 48.11 US$2,405,615
2024-09-11 2024-09-11 PrS Proposed sale

Officer; Director

Executive Director
500,000
48.00
US$24,000,000
500,000 48.00 US$24,000,000
2024-09-12 2024-09-10 PlS Planned sale

Chief Product Officer

Officer
1,331 -1.9%
47.54
US$63,276
1,331 -1.9% 47.54 US$63,276
2024-09-12 2024-09-10 PlS Planned sale

Chief Product Officer

Officer
6,450 -8.5%
47.22
US$304,569
6,450 -8.5% 47.22 US$304,569
2024-09-10 2024-09-10 PrS Proposed sale

Officer

Officer
7,781
46.70
US$363,373
7,781 46.70 US$363,373
2024-09-09 2024-09-06 PlS Planned sale Non-Executive Director Large shareholder
10 -0.0%
48.95
US$490
10 -0.0% 48.95 US$490
2024-09-09 2024-09-06 PlS Planned sale Non-Executive Director Large shareholder
65,486 -0.4%
48.24
US$3,159,202
65,486 -0.4% 48.24 US$3,159,202
2024-09-09 2024-09-05 PlS Planned sale Non-Executive Director Large shareholder
3,561 -0.0%
48.75
US$173,611
3,561 -0.0% 48.75 US$173,611
2024-09-09 2024-09-05 PlS Planned sale Non-Executive Director Large shareholder
83,836 -0.5%
48.40
US$4,057,738
83,836 -0.5% 48.40 US$4,057,738
2024-09-05 2024-09-04 PlS Planned sale Non-Executive Director Large shareholder
104,259 -0.6%
48.51
US$5,057,489
104,259 -0.6% 48.51 US$5,057,489
2024-09-05 2024-09-03 PlS Planned sale Non-Executive Director Large shareholder
2,670 -0.0%
51.04
US$136,278
2,670 -0.0% 51.04 US$136,278
2024-09-05 2024-09-03 PlS Planned sale Non-Executive Director Large shareholder
27,878 -0.2%
50.09
US$1,396,398
27,878 -0.2% 50.09 US$1,396,398
2024-09-05 2024-09-03 PlS Planned sale Non-Executive Director Large shareholder
60,497 -0.4%
49.06
US$2,967,783
60,497 -0.4% 49.06 US$2,967,783
2024-09-03 2024-08-30 PlS Planned sale Non-Executive Director Large shareholder
130,824 -0.8%
51.55
US$6,743,349
130,824 -0.8% 51.55 US$6,743,349
2024-09-03 2024-08-29 PlS Planned sale Non-Executive Director Large shareholder
120,979 -0.7%
51.48
US$6,227,503
120,979 -0.7% 51.48 US$6,227,503
2024-08-29 2024-08-29 PrS Proposed sale

Director

Non-Executive Director
1,600,000
54.56
US$87,300,000
1,600,000 54.56 US$87,300,000
2024-08-14 2024-08-14 PrS Proposed sale

10% Stockholder

Large shareholder
225,000
49.30
US$11,092,500
225,000 49.30 US$11,092,500
2024-08-21 2024-08-13 PrS Proposed sale

Member of Control Group

10,493
49.60
US$520,472
10,493 49.60 US$520,472