Gregory S. Bentley

Insider Reports History

Reporting-owner location: Exton, PA
Latest reporting-owner signature: /s/ Michael T. Fischette, Attorney-in-Fact
Source: Latest parsed Forms 3/4/5 signature
Transaction source note: Rows are grouped by transaction date from the original SEC filing. Open the aggregated insider activity page to review issuer-level activity across dates.

Reported holdings for Gregory S. Bentley

Form 4 holding Executive Chair & President, Director, 10%+ Owner

BENTLEY SYSTEMS INC

Security class: Class B Common Stock
Shares / value: 7,716,252
Estimated value: $246,534,251
Report date: 22 Oct 2026
Price: $31.95
Ownership: Direct

Form 4 holding Executive Chair & President, Director, 10%+ Owner

BENTLEY SYSTEMS INC

Security class: Class B Common Stock
Shares / value: 92,654
Estimated value: $2,960,295
Report date: 22 Oct 2026
Price: $31.95
Ownership: By 401(K) Plan

Form 4 holding Executive Chair & President, Director, 10%+ Owner

BENTLEY SYSTEMS INC

Security class: Class B Common Stock
Shares / value: 29,155
Estimated value: $931,502
Report date: 22 Oct 2026
Price: $31.95
Ownership: By spouse

Insider Reports Filed by Gregory S. Bentley

4 BSY

BENTLEY SYSTEMS INC

Report period: 22 Oct 2026
Transactions: 2
Transaction value: $0
Accepted by SEC: 26 Oct 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 29 Sep 2026
Transactions: 1
Transaction value: $0
Accepted by SEC: 01 Oct 2026, 16:43
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 27 Aug 2026
Transactions: 1
Transaction value: $0
Accepted by SEC: 31 Aug 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 12 Aug 2026
Transactions: 2
Transaction value: $0
Accepted by SEC: 14 Aug 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 23 Jul 2026
Transactions: 2
Transaction value: $0
Accepted by SEC: 27 Jul 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 11 Jun 2026
Transactions: 1
Transaction value: $0
Accepted by SEC: 15 Jun 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 23 Apr 2026
Transactions: 2
Transaction value: $0
Accepted by SEC: 27 Apr 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 19 Mar 2026
Transactions: 1
Transaction value: $0
Accepted by SEC: 23 Mar 2026, 16:17
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 10 Mar 2026
Transactions: 1
Transaction value: -$4,001
Accepted by SEC: 12 Mar 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 03 Mar 2026
Transactions: 2
Transaction value: $0
Accepted by SEC: 05 Mar 2026, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 23 Jan 2026
Transactions: 2
Transaction value: +$803,367
Accepted by SEC: 27 Jan 2026, 16:20
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 11 Dec 2025
Transactions: 1
Transaction value: $0
Accepted by SEC: 15 Dec 2025, 16:17
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 01 Dec 2025
Transactions: 1
Transaction value: -$373,804
Accepted by SEC: 03 Dec 2025, 18:52
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 22 Oct 2025
Transactions: 2
Transaction value: +$881,778
Accepted by SEC: 24 Oct 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 30 Sep 2025
Transactions: 1
Transaction value: $0
Accepted by SEC: 02 Oct 2025, 16:18
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 02 Sep 2025
Transactions: 1
Transaction value: -$2,037,576
Accepted by SEC: 04 Sep 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 27 Aug 2025
Transactions: 1
Transaction value: $0
Accepted by SEC: 29 Aug 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 21 Aug 2025
Transactions: 1
Transaction value: $0
Accepted by SEC: 25 Aug 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 24 Jul 2025
Transactions: 2
Transaction value: +$1,008,988
Accepted by SEC: 28 Jul 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 12 Jun 2025
Transactions: 3
Transaction value: $0
Accepted by SEC: 16 Jun 2025, 16:18
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 06 Jun 2025
Transactions: 1
Transaction value: $0
Accepted by SEC: 09 Jun 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 02 Jun 2025
Transactions: 3
Transaction value: $0
Accepted by SEC: 04 Jun 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 23 Apr 2025
Transactions: 2
Transaction value: +$1,160,486
Accepted by SEC: 25 Apr 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 27 Mar 2025
Transactions: 1
Transaction value: $0
Accepted by SEC: 31 Mar 2025, 16:17
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 12 Mar 2025
Transactions: 3
Transaction value: -$2,214,804
Accepted by SEC: 14 Mar 2025, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 22 Jan 2025
Transactions: 1
Transaction value: +$1,062,406
Accepted by SEC: 24 Jan 2025, 16:16
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 12 Dec 2024
Transactions: 1
Transaction value: $0
Accepted by SEC: 16 Dec 2024, 16:17
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 03 Dec 2024
Transactions: 1
Transaction value: $0
Accepted by SEC: 05 Dec 2024, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 30 Oct 2024
Transactions: 1
Transaction value: +$1,277,606
Accepted by SEC: 01 Nov 2024, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 26 Sep 2024
Transactions: 1
Transaction value: $0
Accepted by SEC: 30 Sep 2024, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 07 Aug 2024
Transactions: 1
Transaction value: $0
Accepted by SEC: 09 Aug 2024, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 24 Jul 2024
Transactions: 1
Transaction value: +$4,283,239
Accepted by SEC: 26 Jul 2024, 16:15
Role: Executive Chair & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 13 Jun 2024
Transactions: 1
Transaction value: $0
Accepted by SEC: 17 Jun 2024, 16:24
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 25 Apr 2024
Transactions: 1
Transaction value: +$5,564,878
Accepted by SEC: 29 Apr 2024, 16:15
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 28 Mar 2024
Transactions: 1
Transaction value: $0
Accepted by SEC: 01 Apr 2024, 17:35
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 08 Mar 2024
Transactions: 1
Transaction value: $0
Accepted by SEC: 12 Mar 2024, 16:15
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 23 Jan 2024
Transactions: 1
Transaction value: +$3,291,827
Accepted by SEC: 25 Jan 2024, 16:25
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 14 Dec 2023
Transactions: 1
Transaction value: $0
Accepted by SEC: 18 Dec 2023, 17:17
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 30 Oct 2023
Transactions: 2
Transaction value: -$4,131,261
Accepted by SEC: 01 Nov 2023, 16:19
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 26 Oct 2023
Transactions: 3
Transaction value: -$5,068,409
Accepted by SEC: 30 Oct 2023, 16:15
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 24 Oct 2023
Transactions: 4
Transaction value: -$3,129,403
Accepted by SEC: 26 Oct 2023, 16:15
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 11 Sep 2023
Transactions: 1
Transaction value: $0
Accepted by SEC: 13 Sep 2023, 16:15
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 24 Aug 2023
Transactions: 1
Transaction value: $0
Accepted by SEC: 28 Aug 2023, 16:28
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 28 Jul 2023
Transactions: 2
Transaction value: -$4,668,006
Accepted by SEC: 01 Aug 2023, 16:30
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 26 Jul 2023
Transactions: 5
Transaction value: -$2,703,191
Accepted by SEC: 28 Jul 2023, 17:06
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 24 Jul 2023
Transactions: 3
Transaction value: -$8,261,129
Accepted by SEC: 26 Jul 2023, 16:14
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 20 Jun 2023
Transactions: 1
Transaction value: $0
Accepted by SEC: 22 Jun 2023, 16:16
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 10 May 2023
Transactions: 2
Transaction value: -$5,912,613
Accepted by SEC: 12 May 2023, 16:21
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 27 Apr 2023
Transactions: 2
Transaction value: +$2,345,377
Accepted by SEC: 01 May 2023, 16:22
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 24 Apr 2023
Transactions: 4
Transaction value: -$2,666,761
Accepted by SEC: 26 Apr 2023, 16:21
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 15 Mar 2023
Transactions: 1
Transaction value: $0
Accepted by SEC: 17 Mar 2023, 16:33
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 07 Mar 2023
Transactions: 1
Transaction value: $0
Accepted by SEC: 09 Mar 2023, 15:34
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 24 Jan 2023
Transactions: 4
Transaction value: -$537,010
Accepted by SEC: 26 Jan 2023, 15:43
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 03 Jan 2023
Transactions: 1
Transaction value: -$9,857,574
Accepted by SEC: 05 Jan 2023, 15:56
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 08 Dec 2022
Transactions: 2
Transaction value: $0
Accepted by SEC: 12 Dec 2022, 15:37
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 10 Nov 2022
Transactions: 1
Transaction value: -$967,911
Accepted by SEC: 14 Nov 2022, 15:04
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 08 Nov 2022
Transactions: 1
Transaction value: -$3,157,567
Accepted by SEC: 10 Nov 2022, 15:20
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 26 Oct 2022
Transactions: 3
Transaction value: +$1,493,455
Accepted by SEC: 28 Oct 2022, 16:48
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 14 Sep 2022
Transactions: 1
Transaction value: $0
Accepted by SEC: 16 Sep 2022, 16:20
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 12 Sep 2022
Transactions: 4
Transaction value: -$6,203,274
Accepted by SEC: 14 Sep 2022, 18:08
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 19 Jul 2022
Transactions: 1
Transaction value: +$2,722,734
Accepted by SEC: 21 Jul 2022, 16:20
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 23 Jun 2022
Transactions: 1
Transaction value: $0
Accepted by SEC: 27 Jun 2022, 16:31
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 19 Apr 2022
Transactions: 2
Transaction value: +$2,427,500
Accepted by SEC: 21 Apr 2022, 16:31
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 15 Mar 2022
Transactions: 1
Transaction value: $0
Accepted by SEC: 17 Mar 2022, 17:30
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 03 Jan 2022
Transactions: 1
Transaction value: -$11,129,457
Accepted by SEC: 05 Jan 2022, 15:50
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 16 Dec 2021
Transactions: 1
Transaction value: $0
Accepted by SEC: 20 Dec 2021, 15:52
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 02 Dec 2021
Transactions: 2
Transaction value: +$999,993
Accepted by SEC: 03 Dec 2021, 07:31
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 19 Oct 2021
Transactions: 3
Transaction value: +$1,720,664
Accepted by SEC: 21 Oct 2021, 18:54
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 09 Sep 2021
Transactions: 2
Transaction value: $0
Accepted by SEC: 13 Sep 2021, 17:20
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 19 Jul 2021
Transactions: 2
Transaction value: +$1,495,635
Accepted by SEC: 21 Jul 2021, 16:11
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4 BSY

BENTLEY SYSTEMS INC

Report period: 15 Jun 2021
Transactions: 3
Transaction value: $0
Accepted by SEC: 17 Jun 2021, 16:43
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

4/A BSY

BENTLEY SYSTEMS INC

Report period: 13 May 2021
Transactions: 3
Transaction value: -$1,178,544
Accepted by SEC: 21 Jan 2022, 18:35
Role: Chairman, CEO & President, Director, 10%+ Owner
Next action: Open filing details

Insider Reports History

Continue from this owner filing history

Reported holdings for Gregory S. Bentley

Insider Reports Filed by Gregory S. Bentley