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BENTLEY SYSTEMS INC

BSY Net selling
CIK 0001031308 #890 in the set updated 18 Sep 2026
Bought (120 mo)
$1.25M
out of their own pocket, the only kind of buying there is
Sold (120 mo)
$625.82M
$229.95M on a plan · $0.00 straight out of an exercise
Sold at will
$395.88M
124 of 210 sales
Net
−$624.57M
−$394.63M against sales at will

By person

20 insiders · 233 transactions
26.9×

Nicholas H. Cumins holds 26.9 times base salary in stock. $21.31M of shares against $791.60K in salary for 2025.

Salary from the company's own proxy. The shares are what Nicholas H. Cumins last reported holding, valued at $40.01, the price Class B Common Stock was last bought or sold at on the open market here, on 10 Mar 2026.

Insider
Role
Bought
Sold
Net
Holding
Worth
Change
Bentley Raymond B.
Director
—
$145.56M (37) scheduled
−$145.56M
14,814,360
$592.72M
−24.4%
Bentley Barry J.
Director
—
$127.06M (38)
−$127.06M
11,837,893
$473.63M
−18.0%
Bentley Keith A.
Director
—
$108.80M (30) scheduled
−$108.80M
3,844,221
$153.81M
0.0%
BENTLEY RICHARD P.
10% owner
—
$88.86M (23)
−$88.86M
2,136,204
$85.47M
−52.4%
BENTLEY GREGORY S
Executive Chair & President
$999.99K (2)
$73.11M (36) scheduled
−$72.11M
7,827,635
$313.18M
−11.7%
Hollister David J.
Chief Investment Officer
$251.11K (1)
$54.76M (12)
−$54.51M
1,964,392
$78.60M
−53.3%
Shaman David R.
Chief Legal Officer
—
$14.48M (10)
−$14.48M
1,293,932
$51.77M
−2.5%
Griswold Kirk B.
Director
—
$8.96M (9)
−$8.96M
468,117
$18.73M
−30.2%
Campbell Michael M
Chief Product Officer
—
$1.76M (8) scheduled
−$1.76M
70,186
$2.81M
−14.2%
Cumins Nicholas
Chief Executive Officer
—
$1.29M (1)
−$1.29M
532,717
$21.31M
+720.9%
Ballard Brock
Chief Revenue Officer
—
$889.69K (3) scheduled
−$889.69K
94,037
$3.76M
+376.5%
Hughes Brian F.
Director
—
$272.38K (2)
−$272.38K
40,500
$1.62M
+119.5%
Trimback Thomas F
Chief Accounting Officer
—
$24.09K (1)
−$24.09K
19,376
$775.23K
+98.4%
SPT Invest Management Sarl entity
10% owner
—
—
—
24,869,645
$995.03M
−30.1%
Bergsma Gus
See remarks
—
—
—
874,899
$35.00M
+13.3%
Andre Werner
Chief Financial Officer
—
—
—
377,169
$15.09M
+710.9%
Lee James K
Chief Operating Officer
—
—
—
221,414
$8.86M
—
Moutte Julien
Chief Technology Officer
—
—
—
90,367
$3.62M
+25.7%
HAUGEN JANET BRUTSCHEA
Director
—
—
—
35,198
$1.41M
—
Siemens International Holding B.V. entity
10% owner
—
—
—
0
$0.00
−100.0%

No percentages here. These insiders hold more than one class of share between them, and the share count on file covers one of them rather than all. Dividing the two would compare different things.

Individual transactions

124
Insider
Date
Role
Action
Shares
Price
Amount
Trimback Thomas F
17 Nov 2025
Chief Accounting Officer
Sell
560
$43.02
$24.09K
BENTLEY GREGORY S
2 Sep 2025
Executive Chair & President
Sell
37,160
$54.83
$2.04M
Cumins Nicholas
19 May 2023
Chief Operating Officer
Sell
28,000
$46.01
$1.29M
BENTLEY GREGORY S
10 May 2023
Chairman, CEO & President
Sell
129,691
$45.59
$5.91M
Bentley Barry J.
6 Mar 2023
Director
Sell
8,356
$42.52
$355.30K
Bentley Barry J.
3 Mar 2023
Director
Sell
142,053
$42.51
$6.04M
Hollister David J.
2 Feb 2023
Chief Investment Officer
Sell
100,283
$41.01
$4.11M
Shaman David R.
2 Feb 2023
Chief Legal Officer
Sell
5,712
$41.00
$234.19K
BENTLEY GREGORY S
25 Jan 2023
Chairman, CEO & President
Sell
13,524
$37.00
$500.35K
BENTLEY GREGORY S
24 Jan 2023
Chairman, CEO & President
Sell
50,110
$38.33
$1.92M
Griswold Kirk B.
3 Jan 2023
Director
Sell
1,208
$37.68
$45.52K
Griswold Kirk B.
3 Jan 2023
Director
Sell
33,792
$36.78
$1.24M
Hughes Brian F.
13 Dec 2022
Director
Sell
3,000
$40.21
$120.63K
Bentley Barry J.
1 Dec 2022
Director
Sell
236,782
$40.03
$9.48M
Bentley Barry J.
15 Nov 2022
Director
Sell
63,218
$40.00
$2.53M
BENTLEY GREGORY S
10 Nov 2022
Chairman, CEO & President
Sell
26,157
$37.00
$967.91K
BENTLEY GREGORY S
8 Nov 2022
Chairman, CEO & President
Sell
87,531
$36.07
$3.16M
BENTLEY GREGORY S
27 Oct 2022
Chairman, CEO & President
Sell
52,948
$36.03
$1.91M
BENTLEY GREGORY S
26 Oct 2022
Chairman, CEO & President
Sell
1,668
$36.00
$60.05K
BENTLEY GREGORY S
13 Sep 2022
Chairman, CEO & President
Sell
91,714
$36.17
$3.32M
Bentley Barry J.
12 Sep 2022
Director
Sell
1,051
$38.61
$40.57K
Bentley Barry J.
12 Sep 2022
Director
Sell
38,235
$37.93
$1.45M
BENTLEY GREGORY S
12 Sep 2022
Chairman, CEO & President
Sell
2,902
$38.50
$111.73K
BENTLEY GREGORY S
12 Sep 2022
Chairman, CEO & President
Sell
73,689
$37.65
$2.77M
Bentley Barry J.
9 Sep 2022
Director
Sell
160,714
$38.53
$6.19M
Hollister David J.
10 Aug 2022
Chief Investment Officer
Sell
200,000
$41.12
$8.22M
Bentley Raymond B.
28 Apr 2022
Director
Sell
6,224
$42.61
$265.21K
Bentley Raymond B.
28 Apr 2022
Director
Sell
46,861
$42.13
$1.97M
Bentley Raymond B.
27 Apr 2022
Director
Sell
35,201
$42.13
$1.48M
Bentley Raymond B.
27 Apr 2022
Director
Sell
94,835
$41.38
$3.92M
Bentley Raymond B.
26 Apr 2022
Director
Sell
6,853
$42.60
$291.96K
Bentley Raymond B.
26 Apr 2022
Director
Sell
123,526
$41.75
$5.16M
Bentley Raymond B.
25 Apr 2022
Director
Sell
4,141
$43.39
$179.66K
Bentley Raymond B.
25 Apr 2022
Director
Sell
134,850
$43.00
$5.80M
Bentley Raymond B.
25 Apr 2022
Director
Sell
74,556
$42.00
$3.13M
Bentley Raymond B.
22 Apr 2022
Director
Sell
25,313
$43.55
$1.10M
Bentley Raymond B.
22 Apr 2022
Director
Sell
79,027
$42.46
$3.36M
Bentley Raymond B.
21 Apr 2022
Director
Sell
179,949
$44.84
$8.07M
Bentley Raymond B.
21 Apr 2022
Director
Sell
140,002
$43.46
$6.08M
Bentley Raymond B.
20 Apr 2022
Director
Sell
6,349
$44.36
$281.61K
Bentley Raymond B.
20 Apr 2022
Director
Sell
138,305
$43.59
$6.03M
Griswold Kirk B.
8 Nov 2021
Director
Sell
45,881
$60.10
$2.76M
Griswold Kirk B.
5 Nov 2021
Director
Sell
800
$60.02
$48.01K
Griswold Kirk B.
4 Nov 2021
Director
Sell
3,319
$60.00
$199.14K
Hughes Brian F.
13 Sep 2021
Director
Sell
2,193
$69.20
$151.76K
Hollister David J.
16 Aug 2021
See Remarks
Sell indirect
20,447
$62.94
$1.29M
Bentley Keith A.
4 Aug 2021
Chief Technology Officer
Sell
80,530
$61.48
$4.95M
Bentley Raymond B.
3 Aug 2021
Executive Vice President
Sell
4,937
$61.18
$302.03K
Bentley Keith A.
3 Aug 2021
Chief Technology Officer
Sell
92,851
$61.19
$5.68M
Bentley Keith A.
3 Aug 2021
Chief Technology Officer
Sell
7,761
$60.62
$470.51K
Bentley Raymond B.
2 Aug 2021
Executive Vice President
Sell
2,172
$61.36
$133.27K
Bentley Raymond B.
2 Aug 2021
Executive Vice President
Sell
77,158
$61.05
$4.71M
Bentley Keith A.
2 Aug 2021
Chief Technology Officer
Sell
2,123
$61.36
$130.28K
Bentley Keith A.
2 Aug 2021
Chief Technology Officer
Sell
80,164
$61.05
$4.89M
Bentley Keith A.
30 Jul 2021
Chief Technology Officer
Sell
61,084
$60.86
$3.72M
Bentley Raymond B.
30 Jul 2021
Executive Vice President
Sell
51,239
$60.83
$3.12M
Bentley Raymond B.
29 Jul 2021
Executive Vice President
Sell
28,129
$61.39
$1.73M
Bentley Raymond B.
29 Jul 2021
Executive Vice President
Sell
17,757
$60.91
$1.08M
Bentley Keith A.
29 Jul 2021
Chief Technology Officer
Sell
31,602
$61.35
$1.94M
Bentley Keith A.
29 Jul 2021
Chief Technology Officer
Sell
18,167
$60.92
$1.11M
Bentley Keith A.
28 Jul 2021
Chief Technology Officer
Sell
290,478
$60.12
$17.46M
Bentley Raymond B.
28 Jul 2021
Executive Vice President
Sell
118,608
$60.12
$7.13M
Bentley Keith A.
27 Jul 2021
Chief Technology Officer
Sell
2,471
$61.08
$150.94K
Bentley Keith A.
27 Jul 2021
Chief Technology Officer
Sell
35,192
$60.18
$2.12M
Bentley Keith A.
27 Jul 2021
Chief Technology Officer
Sell
47,577
$59.57
$2.83M
Bentley Barry J.
21 Jul 2021
Director
Sell
22,185
$60.90
$1.35M
Bentley Barry J.
20 Jul 2021
Director
Sell
50,847
$60.79
$3.09M
Bentley Barry J.
20 Jul 2021
Director
Sell
68,595
$60.19
$4.13M
Bentley Barry J.
20 Jul 2021
Director
Sell
16,380
$59.29
$971.16K
Bentley Barry J.
19 Jul 2021
Director
Sell
8,020
$59.28
$475.40K
Bentley Barry J.
19 Jul 2021
Director
Sell
76,824
$58.84
$4.52M
Bentley Barry J.
19 Jul 2021
Director
Sell
13,500
$58.01
$783.11K
Bentley Barry J.
16 Jul 2021
Director
Sell
5,207
$59.80
$311.36K
Bentley Barry J.
16 Jul 2021
Director
Sell
160,844
$59.16
$9.52M
Bentley Barry J.
15 Jul 2021
Director
Sell
17,433
$60.79
$1.06M
Bentley Barry J.
15 Jul 2021
Director
Sell
93,043
$60.04
$5.59M
Bentley Barry J.
14 Jul 2021
Director
Sell
1,649
$63.65
$104.95K
Bentley Barry J.
14 Jul 2021
Director
Sell
17,806
$62.92
$1.12M
Bentley Barry J.
14 Jul 2021
Director
Sell
96,342
$61.82
$5.96M
Bentley Barry J.
13 Jul 2021
Director
Sell
51,077
$64.46
$3.29M
Bentley Barry J.
13 Jul 2021
Director
Sell
98,347
$63.80
$6.27M
Bentley Barry J.
12 Jul 2021
Director
Sell
6,071
$64.63
$392.36K
Bentley Barry J.
12 Jul 2021
Director
Sell
195,830
$63.75
$12.48M
Shaman David R.
7 Jul 2021
Chief Legal Officer
Sell
18,887
$65.83
$1.24M
Shaman David R.
6 Jul 2021
Chief Legal Officer
Sell
61,491
$65.66
$4.04M
Shaman David R.
1 Jul 2021
Chief Legal Officer
Sell
32,185
$63.43
$2.04M
Shaman David R.
1 Jul 2021
Chief Legal Officer
Sell
70,038
$62.76
$4.40M
BENTLEY RICHARD P.
15 Jun 2021
10% owner
Sell
45,000
$63.87
$2.87M
BENTLEY RICHARD P.
14 Jun 2021
10% owner
Sell
5,000
$63.43
$317.13K
Hollister David J.
20 May 2021
See Remarks
Sell
100,303
$52.76
$5.29M
Hollister David J.
20 May 2021
See Remarks
Sell
110,436
$52.23
$5.77M
Hollister David J.
18 May 2021
See Remarks
Sell
12,506
$51.67
$646.15K
Hollister David J.
18 May 2021
See Remarks
Sell
14,380
$51.09
$734.67K
Hollister David J.
17 May 2021
See Remarks
Sell
51,784
$51.14
$2.65M
Hollister David J.
17 May 2021
See Remarks
Sell
112,612
$50.42
$5.68M
Hollister David J.
14 May 2021
See Remarks
Sell
24,532
$50.08
$1.23M
BENTLEY GREGORY S
13 May 2021
Chairman, CEO & President
Sell indirect
62,312
$47.50
$2.96M
BENTLEY GREGORY S
13 May 2021
Chairman, CEO & President
Sell
183,122
$47.50
$8.70M
BENTLEY GREGORY S
13 May 2021
Chairman, CEO & President
Sell
10,526
$47.50
$499.99K
BENTLEY RICHARD P.
26 Apr 2021
10% owner
Sell
87,971
$51.20
$4.50M
BENTLEY RICHARD P.
23 Apr 2021
10% owner
Sell
36,977
$50.86
$1.88M
BENTLEY RICHARD P.
22 Apr 2021
10% owner
Sell
52,134
$51.19
$2.67M
BENTLEY RICHARD P.
21 Apr 2021
10% owner
Sell
236,946
$50.88
$12.06M
BENTLEY RICHARD P.
20 Apr 2021
10% owner
Sell
1,975
$50.36
$99.46K
BENTLEY RICHARD P.
19 Apr 2021
10% owner
Sell
29,418
$50.68
$1.49M
BENTLEY RICHARD P.
16 Apr 2021
10% owner
Sell
116,491
$50.59
$5.89M
BENTLEY RICHARD P.
15 Apr 2021
10% owner
Sell
15,170
$50.20
$761.55K
BENTLEY RICHARD P.
12 Apr 2021
10% owner
Sell
55,762
$49.51
$2.76M
BENTLEY RICHARD P.
9 Apr 2021
10% owner
Sell
44,238
$49.08
$2.17M
BENTLEY RICHARD P.
7 Apr 2021
10% owner
Sell
109,278
$48.89
$5.34M
BENTLEY RICHARD P.
7 Apr 2021
10% owner
Sell
13,274
$48.24
$640.39K
BENTLEY RICHARD P.
6 Apr 2021
10% owner
Sell
73,286
$48.54
$3.56M
BENTLEY RICHARD P.
5 Apr 2021
10% owner
Sell
55,467
$47.91
$2.66M
BENTLEY RICHARD P.
1 Apr 2021
10% owner
Sell
75,245
$47.96
$3.61M
BENTLEY RICHARD P.
31 Mar 2021
10% owner
Sell
158,607
$47.17
$7.48M
BENTLEY RICHARD P.
30 Mar 2021
10% owner
Sell
14,393
$45.41
$653.52K
BENTLEY RICHARD P.
25 Mar 2021
10% owner
Sell
100,294
$44.72
$4.48M
BENTLEY RICHARD P.
23 Mar 2021
10% owner
Sell
1,012
$44.51
$45.05K
BENTLEY RICHARD P.
22 Mar 2021
10% owner
Sell
22,062
$41.14
$907.69K
Griswold Kirk B.
17 Nov 2020
Director
Sell
25,000
$30.80
$770.00K
Hollister David J.
17 Nov 2020
See Remarks
Sell
300,000
$30.80
$9.24M
Griswold Kirk B.
25 Sep 2020
Director
Sell
25,000
$22.00
$550.00K
Hollister David J.
25 Sep 2020
See Remarks
Sell
450,000
$22.00
$9.90M
BENTLEY RICHARD P.
23 Sep 2020
10% owner
Sell
1,000,000
$22.00
$22.00M
Show all 233 transactions →

What was left out

Form 4 filings counted 623
Amendments (4/A) skipped 2
Filings about a different issuer 0
Unreadable filings 0
Joint filings 1
Sales on a Rule 10b5-1 plan 86
Sales straight out of an exercise 0
Sales at will 124
Transactions with no price 0
Shares from compensation/vesting 64,888,307
Sales filed before the plan box existed 120
History held since 25 Sep 2020