Insider · CIK 0001214661

BENTLEY GREGORY S

Reports to the SEC for 2 companies · EXTON, PA

sec.gov

Transactions

Companies

Filings

CIK

0001214661

Forms 4 and 5

Insider transactions

50 trades

Date	Company	Role	Code	Shares	Price	Value	Shares after
2026-09-29	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+3,691 sh	—	—	7,680,362
2026-08-27	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−13.2K sh	—	—	7,676,671
2026-08-12	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−703 sh	—	—	7,690,144
2026-08-12	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−281 sh	—	—	7,689,863
2026-07-23	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+61K sh	$30.12	+$1.84M	7,717,545
2026-07-23	BSYBENTLEY SYSTEMS INCF Tax Payment	Director, Executive Chair & President, 10% Owner	FTax Payment	−26.7K sh	$30.12	−$804K	7,690,847
2026-06-11	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+3,749 sh	—	—	7,656,508
2026-04-23	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+62K sh	$32.65	+$2.03M	7,679,892
2026-04-23	BSYBENTLEY SYSTEMS INCF Tax Payment	Director, Executive Chair & President, 10% Owner	FTax Payment	−27.1K sh	$32.65	−$886K	7,652,759
2026-03-19	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+3,019 sh	—	—	7,617,860
2026-03-10	BSYBENTLEY SYSTEMS INCS Sale	Director, Executive Chair & President, 10% Owner	SSale	−100 sh	$40.01	−$4,001	7,614,841
2026-03-03	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−672 sh	—	—	7,615,613
2026-03-03	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−672 sh	—	—	7,614,941
2026-01-23	BSYBENTLEY SYSTEMS INCF Tax Payment	Director, Executive Chair & President, 10% Owner	FTax Payment	−16.1K sh	$38.84	−$625K	7,616,285
2026-01-23	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+36.8K sh	$38.84	+$1.43M	7,632,366
2025-12-11	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+3,958 sh	—	—	7,595,601
2025-12-01	BSYBENTLEY SYSTEMS INCF Tax Payment	Director, Executive Chair & President, 10% Owner	FTax Payment	−8,932 sh	$41.85	−$374K	7,591,643
2025-10-22	BSYBENTLEY SYSTEMS INCF Tax Payment	Director, Executive Chair & President, 10% Owner	FTax Payment	−13.2K sh	$52.01	−$686K	7,600,575
2025-10-22	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+30.1K sh	$52.01	+$1.57M	7,613,756
2025-09-30	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+3,185 sh	—	—	7,583,621
2025-09-02	BSYBENTLEY SYSTEMS INCS Sale	Director, Executive Chair & President, 10% Owner	SSale	−37.2K sh	$54.83	−$2.04M	7,580,436
2025-08-27	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−351 sh	—	—	7,617,596
2025-08-21	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−9,349 sh	—	—	7,617,947
2025-07-24	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+30.7K sh	$58.35	+$1.79M	7,640,741
2025-07-24	BSYBENTLEY SYSTEMS INCF Tax Payment	Director, Executive Chair & President, 10% Owner	FTax Payment	−13.4K sh	$58.35	−$785K	7,627,296
2025-06-12	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+3,330 sh	—	—	7,758,004
2025-06-12	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−148K sh	—	—	7,610,004
2025-06-12	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−138K sh	—	—	29,155
2025-06-06	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−506 sh	—	—	7,754,674
2025-06-02	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	+29.2K sh	—	—	166,667
2025-06-02	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−29.2K sh	—	—	7,755,180
2025-06-02	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−671 sh	—	—	7,784,335
2025-04-23	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+47.5K sh	$43.42	+$2.06M	7,805,785
2025-04-23	BSYBENTLEY SYSTEMS INCF Tax Payment	Director, Executive Chair & President, 10% Owner	FTax Payment	−20.8K sh	$43.42	−$902K	7,785,006
2025-03-27	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+4,050 sh	—	—	7,758,279
2025-03-12	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−605 sh	—	—	7,754,834
2025-03-12	BSYBENTLEY SYSTEMS INCS Sale	Director, Executive Chair & President, 10% Owner	SSale	−54K sh	$41.04	−$2.21M	7,755,439
2025-03-12	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−605 sh	—	—	7,754,229
2025-01-22	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+22.8K sh	$46.56	+$1.06M	7,809,407
2024-12-12	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+2,914 sh	—	—	7,786,589
2024-12-03	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−4,041 sh	—	—	7,783,675
2024-10-30	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+25.8K sh	$49.61	+$1.28M	7,787,716
2024-09-26	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+2,798 sh	—	—	7,761,963
2024-08-07	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−10.5K sh	—	—	7,759,165
2024-07-24	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+88.3K sh	$48.51	+$4.28M	7,769,658
2024-06-13	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+2,806 sh	—	—	7,681,362
2024-04-25	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+102K sh	$54.37	+$5.56M	7,678,556
2024-03-28	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+2,707 sh	—	—	7,576,204
2024-03-08	BSYBENTLEY SYSTEMS INCG Gift	Director, Executive Chair & President, 10% Owner	GGift	−2,007 sh	—	—	7,573,497
2024-01-23	BSYBENTLEY SYSTEMS INCA Award	Director, Executive Chair & President, 10% Owner	AAward	+64.8K sh	$50.81	+$3.29M	7,575,504

Recent filings

Accepted (ET)
Oct 14
BENTLEY GREGORY S0001104659-26-112859
SEC(opens sec.gov)
Aug 314
BENTLEY GREGORY S0001104659-26-103884
SEC(opens sec.gov)
Aug 144
BENTLEY GREGORY S0001104659-26-097163
SEC(opens sec.gov)
Jul 274
BENTLEY GREGORY S0001104659-26-087097
SEC(opens sec.gov)
Jun 154
BENTLEY GREGORY S0001104659-26-074037
SEC(opens sec.gov)
Apr 274
BENTLEY GREGORY S0001104659-26-049443
SEC(opens sec.gov)
Mar 234
BENTLEY GREGORY S0001104659-26-033326
SEC(opens sec.gov)
Mar 124
BENTLEY GREGORY S0001104659-26-027073
SEC(opens sec.gov)
Mar 54
BENTLEY GREGORY S0001104659-26-024119
SEC(opens sec.gov)
Jan 274
BENTLEY GREGORY S0001104659-26-006995
SEC(opens sec.gov)
Dec 154
BENTLEY GREGORY S0001104659-25-121148
SEC(opens sec.gov)
Dec 34
BENTLEY GREGORY S0001104659-25-118205
SEC(opens sec.gov)
Oct 244
BENTLEY GREGORY S0001104659-25-102140
SEC(opens sec.gov)
Oct 24
BENTLEY GREGORY S0001104659-25-096078
SEC(opens sec.gov)

Companies

Address

C/O BENTLEY SYSTEMS, INCORPORATED 685 STOCKTON DRIVE

EXTON, PA, 19341