Raymond B. Bentley

CIK: 0001825229

Transaction Breakdown

Open Market Buys (P)0 (0.0%)

High conviction signal

Open Market Sales (S)17 (58.6%)

Position reduction

Option Exercises (M)0 (0.0%)

Derivative conversions

Awards (A)9 (31.0%)

Compensation grants

Other (G, F, J, C, D, …)3 (10.3%)

Gifts, tax withholding, conversions, dispositions to the issuer and other codes

Companies & Roles (1)

BSY

BENTLEY SYSTEMS INC

Director10% Owner

Discretionary Trading P&L

Holdings

Transaction History (29 total)

BSY
BENTLEY SYSTEMS INC
Oct 26, 2026
Sale(S)
Direct
139.1K shares at avg. $40.05$5.6M
BSY
BENTLEY SYSTEMS INC
Oct 23, 2026
Sale(S)
Direct
16.7K shares at avg. $40.00$666K
BSY
BENTLEY SYSTEMS INC
Sep 29, 2026
Award(A)
Direct
2K shares-
BSY
BENTLEY SYSTEMS INC
Jun 11, 2026
Award(A)
Direct
2.1K shares-
BSY
BENTLEY SYSTEMS INC
Mar 19, 2026
Award(A)
Direct
1.7K shares-
BSY
BENTLEY SYSTEMS INC
Mar 12, 2026
Gift(G)
Direct
250K shares-
BSY
BENTLEY SYSTEMS INC
Jan 15, 2026
Tax Payment(F)
Direct
43K shares at avg. $39.07$1.7M
BSY
BENTLEY SYSTEMS INC
Dec 11, 2025
Award(A)
Direct
1.7K shares-
BSY
BENTLEY SYSTEMS INC
Dec 10, 2025
Gift(G)
Direct
122K shares-
BSY
BENTLEY SYSTEMS INC
Sep 30, 2025
Award(A)
Direct
1.4K shares-
BSY
BENTLEY SYSTEMS INC
Jun 20, 2025
Sale(S)
Direct
122.1K shares at avg. $50.70$6.2M
BSY
BENTLEY SYSTEMS INC
Jun 18, 2025
Sale(S)
Direct
247.3K shares at avg. $50.64$12.5M
BSY
BENTLEY SYSTEMS INC
Jun 18, 2025
Sale(S)
Direct
2.4K shares at avg. $50.98$122K
BSY
BENTLEY SYSTEMS INC
Jun 17, 2025
Sale(S)
Direct
273.1K shares at avg. $50.30$13.7M
BSY
BENTLEY SYSTEMS INC
Jun 16, 2025
Sale(S)
Direct
355.1K shares at avg. $49.96$17.7M
BSY
BENTLEY SYSTEMS INC
Jun 12, 2025
Award(A)
Direct
1.4K shares-
BSY
BENTLEY SYSTEMS INC
Mar 27, 2025
Award(A)
Direct
1.8K shares-
BSY
BENTLEY SYSTEMS INC
Dec 12, 2024
Award(A)
Direct
1.4K shares-
BSY
BENTLEY SYSTEMS INC
Sep 26, 2024
Award(A)
Direct
1.3K shares-
BSY
BENTLEY SYSTEMS INC
Sep 6, 2024
Sale(S)
Direct
10 shares at avg. $48.95$489.5
BSY
BENTLEY SYSTEMS INC
Sep 6, 2024
Sale(S)
Direct
65.5K shares at avg. $48.24$3.2M
BSY
BENTLEY SYSTEMS INC
Sep 5, 2024
Sale(S)
Direct
83.8K shares at avg. $48.40$4.1M
BSY
BENTLEY SYSTEMS INC
Sep 5, 2024
Sale(S)
Direct
3.6K shares at avg. $48.75$174K
BSY
BENTLEY SYSTEMS INC
Sep 4, 2024
Sale(S)
Direct
104.3K shares at avg. $48.51$5.1M
BSY
BENTLEY SYSTEMS INC
Sep 3, 2024
Sale(S)
Direct
2.7K shares at avg. $51.04$136K

		Type	Shares	Price		Ownership
Oct 26, 2026	BSY BENTLEY SYSTEMS INC	Sale(S)	139,135	$40.05	$5,572,969	Direct
Oct 23, 2026	BSY BENTLEY SYSTEMS INC	Sale(S)	16,662	$40.00	$666,495	Direct
Sep 29, 2026	BSY BENTLEY SYSTEMS INC	Award(A)	2,044	-	$0	Direct
Jun 11, 2026	BSY BENTLEY SYSTEMS INC	Award(A)	2,076	-	$0	Direct
Mar 19, 2026	BSY BENTLEY SYSTEMS INC	Award(A)	1,671	-	$0	Direct
Mar 12, 2026	BSY BENTLEY SYSTEMS INC	Gift(G)	250,000	-	$0	Direct
Jan 15, 2026	BSY BENTLEY SYSTEMS INC	Tax Payment(F)	42,970	$39.07	$1,678,838	Direct
Dec 11, 2025	BSY BENTLEY SYSTEMS INC	Award(A)	1,730	-	-	Direct
Dec 10, 2025	BSY BENTLEY SYSTEMS INC	Gift(G)	121,951	-	-	Direct
Sep 30, 2025	BSY BENTLEY SYSTEMS INC	Award(A)	1,380	-	-	Direct
Jun 20, 2025	BSY BENTLEY SYSTEMS INC	Sale(S)	122,114	$50.70	$6,191,119	Direct
Jun 18, 2025	BSY BENTLEY SYSTEMS INC	Sale(S)	247,289	$50.64	$12,523,506	Direct
Jun 18, 2025	BSY BENTLEY SYSTEMS INC	Sale(S)	2,400	$50.98	$122,353	Direct
Jun 17, 2025	BSY BENTLEY SYSTEMS INC	Sale(S)	273,094	$50.30	$13,737,666	Direct
Jun 16, 2025	BSY BENTLEY SYSTEMS INC	Sale(S)	355,103	$49.96	$17,742,118	Direct
Jun 12, 2025	BSY BENTLEY SYSTEMS INC	Award(A)	1,442	-	-	Direct
Mar 27, 2025	BSY BENTLEY SYSTEMS INC	Award(A)	1,754	-	-	Direct
Dec 12, 2024	BSY BENTLEY SYSTEMS INC	Award(A)	1,396	-	$0	Direct
Sep 26, 2024	BSY BENTLEY SYSTEMS INC	Award(A)	1,328	-	$0	Direct
Sep 6, 2024	BSY BENTLEY SYSTEMS INC	Sale(S)	10	$48.95	$490	Direct
Sep 6, 2024	BSY BENTLEY SYSTEMS INC	Sale(S)	65,486	$48.24	$3,159,202	Direct
Sep 5, 2024	BSY BENTLEY SYSTEMS INC	Sale(S)	83,836	$48.40	$4,057,738	Direct
Sep 5, 2024	BSY BENTLEY SYSTEMS INC	Sale(S)	3,561	$48.75	$173,611	Direct
Sep 4, 2024	BSY BENTLEY SYSTEMS INC	Sale(S)	104,259	$48.51	$5,057,489	Direct
Sep 3, 2024	BSY BENTLEY SYSTEMS INC	Sale(S)	2,670	$51.04	$136,278	Direct

1-25 of 29 transactions

About Bentley Raymond B.

Bentley Raymond B. (SEC CIK 0001825229) files insider reports with the SEC as Director of BENTLEY SYSTEMS INC (BSY).

Signal8 holds 18 ownership filings by Bentley Raymond B., all Form 4s, filed between Sep 3, 2024 and Oct 27, 2026. Those filings report 29 transactions, from Aug 29, 2024 to Oct 26, 2026. Signal8's Form 4 history starts in Sep 2024.

The business address on Bentley Raymond B.'s filings is in EXTON, PA.

Recent filings by Bentley Raymond B.

Oct 26, 2026: Open-market sale of BSY shares (Form 4, code S).
Oct 23, 2026: Open-market sale of BSY shares (Form 4, code S).
Sep 29, 2026: Grant or award of BSY shares (Form 4, code A).
Jun 11, 2026: Grant or award of BSY shares (Form 4, code A).
Mar 19, 2026: Grant or award of BSY shares (Form 4, code A).

Other insiders filing for BENTLEY SYSTEMS INC (BSY)

Trimback Thomas F, Chief Accounting Officer
BENTLEY GREGORY S, Executive Chair & President
Andre Werner, Chief Financial Officer
Rahden Andrew, Chief Revenue Officer
Cumins Nicholas, Chief Executive Officer
Moutte Julien, Chief Technology Officer

How to read Form 4 transaction codes