United States Software & IT Services

Bentley Systems Inc (BSY)

Track

Insider trading activity at Bentley Systems Inc. has consisted exclusively of sales and proposed sales by executives and major stockholders. The most recent transactions occurred on March 10, 2026, involving Gregory S. Bentley. There have been no reported insider purchases within the provided data set, reflecting a pattern of divestment by company insiders.
Ticker: BSY Exchange: NSM
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• Purchase • Sale • Planned purchase • Planned sale Net purchase Net sale Buy signal Sell signal Earnings
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Insider trades have triggered activity signals for Bentley Systems Inc. Upgrade to see score, net flow, insiders and the full signal context.

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Top insiders
Trades
Planned sale 10 Mar 2026
Value US$2,680,502.77 | Price 162.80 | Shares 51,946 (+13.6%)
Proposed sale 10 Mar 2026
Value US$3,515,888.18 | Price 154.84 | Shares 10,722
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
1.4
BENTLEY GREGORY S

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
1.4
BENTLEY GREGORY S

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
3.0
Trimback Thomas F

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
Keith A Bentley 2012 Gift Trust FBO Charlene Clark

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
1.4
BENTLEY GREGORY S

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
Keith A Bentley 2007 Gift Trust FBO Sarah Bentley

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
Keith A Bentley 2007 Gift Trust FBO David Bentley

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
Keith A Bentley 2012 Gift Trust FBO Jennifer Frank

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
Keith A Bentley 2012 Gift Trust FBO Robert Gilchrist

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
Keith A Bentley 2012 Gift Trust FBO William Bentley

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
Keith A Bentley 2012 Gift Trust FBO Charlene Clark

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
Shaman David R.

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
DAVID SHAMAN

Officer

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

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
Shaman David R.

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
DAVID SHAMAN

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
Bentley Keith A.
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
Bentley Keith A.
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
Bentley Keith A.

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
Shaman David R.

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
DAVID SHAMAN

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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.

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
Keith A Bentley 2007 Gift Trust FBO David Bentley

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
Keith A Bentley 2012 Gift Trust FBO Charlene Clark

Affiliate
5,350
47.95
US$256,532 		5,350 47.95 US$256,532
2025-05-15 2025-05-15 PrS Proposed sale
Raymond B Bentley Generation Skipping Trust

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
Ballard Brock

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
BROCKWELL BALLARD

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
1.4
BENTLEY GREGORY S

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
1.4
BENTLEY GREGORY S

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
Raymond B Bentley Generation Skipping Trust

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
Ballard Brock

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
Ballard Brock

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
BROCKWELL BALLARD

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
Keith A Bentley 2012 Gift Trust FBO Charlene Clark

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
Keith A Bentley 2012 Gift Trust FBO Robert Gilchrist

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
Bentley Keith A.
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
Bentley Keith A.
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
Bentley Keith A.

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
Bentley Barry J.
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
Keith A Bentley 2007 Gift Trust FBO Sarah Bentley

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
Keith A Bentley 2012 Gift Trust FBO Sarah Bentley

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
Bentley Barry J.
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
Bentley Barry J.
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
Bentley Barry J.
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
Bentley Barry J.
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
Bentley Barry J.
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
Bentley Barry J.
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
Bentley Barry J.
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
Bentley Barry J.
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
Campbell Michael M

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
Campbell Michael M

Officer

Officer
897
216.02
US$193,770 		897 216.02 US$193,770
2024-09-18 2024-09-16 PlS Planned sale
Bentley Barry J.
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
Bentley Barry J.
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
Bentley Barry J.

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
Campbell Michael M

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
Campbell Michael M

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
Campbell Michael M

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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.
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
Bentley Raymond B.

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
Keith A Bentley 2012 Gift Trust FBO Jennifer Frank

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
Switchpoint Foundation

Member of Control Group
10,493
49.60
US$520,472 		10,493 49.60 US$520,472
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