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person · Reporting owner

BENTLEY GREGORY S

Disclosed activity across 1 company

Tapewire entity
18474
SEC CIK
0001214661

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
BENTLEY SYSTEMS INCBSY · Entity 438Director · Executive Chair & President · 10% ownerSeptember 29, 2026October 02, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

BENTLEY SYSTEMS INC

Report date September 29, 2026 · Filed October 02, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Class B Common StockSEC Table I · non-derivativeDirect7,680,362 Reported balance After 2026-09-29 transaction · row 1
1 source row

Row 1 · 2026-09-29 · Grant · Acquired 3,691 · Balance 7,680,362

F1: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Class B Common StockSEC Table I · non-derivativeIndirectBy spouse29,155 Reported balance Holding disclosure · report date 2026-09-29 · row 2 Holding and transaction disclosures are not merged.
1 source row

Row 2 · Balance 29,155

Class B Common StockSEC Table I · non-derivativeIndirectBy 401(K) Plan92,654 Reported balance Holding disclosure · report date 2026-09-29 · row 3 Holding and transaction disclosures are not merged.
1 source row

Row 3 · Balance 92,654

Filing footnotes · ownership attribution and instrument terms

F1: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
September 29, 2026 Filed Oct 2, 2026 00:43 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,691 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-112859 · tm2625908-2_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,680,362

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
August 27, 2026 Filed Aug 31, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 13,192 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-103884 · tm2623155-2_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,676,671

Read SEC document
August 12, 2026 Filed Aug 14, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 281 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-097163 · tm2623155-1_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,689,863

Read SEC document
August 12, 2026 Filed Aug 14, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 703 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-097163 · tm2623155-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,690,144

Read SEC document
July 23, 2026 Filed Jul 27, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 26,698 $30.12 $804,143.76
Disclosure

SEC source: 0001104659-26-087097 · tm2621093-1_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,690,847

F2 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

Read SEC document
July 23, 2026 Filed Jul 27, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 61,037 $30.12 $1,838,434.44
Disclosure

SEC source: 0001104659-26-087097 · tm2621093-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,717,545

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan (the "Bonus Pool Payment").

Read SEC document
June 11, 2026 Filed Jun 15, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,749 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-074037 · tm2614939-5_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,656,508

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
April 23, 2026 Filed Apr 27, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 27,133 $32.65 $885,892.45
Disclosure

SEC source: 0001104659-26-049443 · tm2612221-1_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,652,759

F2 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

Read SEC document
April 23, 2026 Filed Apr 27, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 62,032 $32.65 $2,025,344.80
Disclosure

SEC source: 0001104659-26-049443 · tm2612221-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,679,892

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan (the "Bonus Pool Payment").

Read SEC document
March 19, 2026 Filed Mar 23, 2026 20:17 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,019 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-033326 · tm268358-26_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,617,860

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
March 10, 2026 Filed Mar 12, 2026 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 100 $40.01 $4,001.00
Disclosure

SEC source: 0001104659-26-027073 · tm268358-8_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 7,614,841

F1 · kind: The sales reported in this Form 4 were of shares distributed from the Issuer's Non-Qualified Deferred Compensation Plan in January 2026 and were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on December 10, 2024.

Read SEC document
March 03, 2026 Filed Mar 5, 2026 21:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 672 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-024119 · tm267149-1_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,614,941

Read SEC document
March 03, 2026 Filed Mar 5, 2026 21:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 672 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-024119 · tm267149-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,615,613

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:20 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 16,081 $38.84 $624,586.04
Disclosure

SEC source: 0001104659-26-006995 · tm264126-8_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,616,285

F2 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:20 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 36,765 $38.84 $1,427,952.60
Disclosure

SEC source: 0001104659-26-006995 · tm264126-8_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,632,366

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan (the "Bonus Pool Payment").

Read SEC document
December 11, 2025 Filed Dec 15, 2025 21:17 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,958 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-121148 · tm2532204-5_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,595,601

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
December 01, 2025 Filed Dec 3, 2025 23:52 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 8,932 $41.85 $373,804.20
Disclosure

SEC source: 0001104659-25-118205 · tm2532204-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,591,643

F1 · kind: Represents shares of Class B Common Stock withheld by the Issuer to cover taxes due by the Reporting Person upon a scheduled distribution of Class B Common Stock from the Issuer's Non-Qualified Deferred Compensation Plan.

Read SEC document
October 22, 2025 Filed Oct 24, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 13,181 $52.01 $685,543.81
Disclosure

SEC source: 0001104659-25-102140 · tm2526753-13_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,600,575

F2 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

Read SEC document
October 22, 2025 Filed Oct 24, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 30,135 $52.01 $1,567,321.35
Disclosure

SEC source: 0001104659-25-102140 · tm2526753-13_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,613,756

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan (the "Bonus Pool Payment").

Read SEC document
September 30, 2025 Filed Oct 2, 2025 20:18 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,185 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-096078 · tm2526753-4_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,583,621

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
September 02, 2025 Filed Sep 4, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 37,160 $54.83 $2,037,575.70
Disclosure

SEC source: 0001104659-25-087470 · tm2524179-5_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,580,436

F1 · kind: Private sale to a family trust in satisfaction of a prior obligation.

Read SEC document
August 27, 2025 Filed Aug 29, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 351 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-085674 · tm2524179-3_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,617,596

Read SEC document
August 21, 2025 Filed Aug 25, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 9,349 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-082530 · tm2524179d1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,617,947

Read SEC document
July 24, 2025 Filed Jul 28, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 13,445 $58.35 $784,515.75
Disclosure

SEC source: 0001104659-25-071161 · tm2521377-1_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,627,296

F2 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

Read SEC document
July 24, 2025 Filed Jul 28, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 30,737 $58.35 $1,793,503.95
Disclosure

SEC source: 0001104659-25-071161 · tm2521377-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,640,741

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan (the "Bonus Pool Payment").

Read SEC document
June 12, 2025 Filed Jun 16, 2025 20:18 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 137,512 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-059881 · tm2515831-9_4seq1.xml · nonDerivative · entry 3

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Indirect · By spouse

Disclosed balance after: 29,155

Read SEC document
June 12, 2025 Filed Jun 16, 2025 20:18 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 148,000 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-059881 · tm2515831-9_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,610,004

Read SEC document
June 12, 2025 Filed Jun 16, 2025 20:18 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,330 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-059881 · tm2515831-9_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,758,004

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
June 06, 2025 Filed Jun 9, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 506 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-057838 · tm2515831-5_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,754,674

Read SEC document
June 02, 2025 Filed Jun 4, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 29,155 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-056398 · tm2515831-4_4seq1.xml · nonDerivative · entry 3

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Indirect · By spouse

Disclosed balance after: 166,667

F1 · kind: Represents a transfer by the Reporting Person of 29,155 shares of Class B Common to the Reporting Person's spouse. After giving effect to this transfer, the shares are reflected on this Form 4 as being owned indirectly by the Reporting Person through his spouse.

Read SEC document
June 02, 2025 Filed Jun 4, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 29,155 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-056398 · tm2515831-4_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,755,180

F1 · kind: Represents a transfer by the Reporting Person of 29,155 shares of Class B Common to the Reporting Person's spouse. After giving effect to this transfer, the shares are reflected on this Form 4 as being owned indirectly by the Reporting Person through his spouse.

Read SEC document
June 02, 2025 Filed Jun 4, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 671 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-056398 · tm2515831-4_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,784,335

Read SEC document
April 23, 2025 Filed Apr 25, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 20,779 $43.42 $902,224.18
Disclosure

SEC source: 0001104659-25-039434 · tm2512769-6_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,785,006

F2 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

Read SEC document
April 23, 2025 Filed Apr 25, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 47,506 $43.42 $2,062,710.52
Disclosure

SEC source: 0001104659-25-039434 · tm2512769-6_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,805,785

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan (the "Bonus Pool Payment").

Read SEC document
March 27, 2025 Filed Mar 31, 2025 20:17 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 4,050 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-029880 · tm259640-8_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,758,279

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
March 12, 2025 Filed Mar 14, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 605 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-023964 · tm256909-2_4seq1.xml · nonDerivative · entry 3

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 7,754,229

Read SEC document
March 12, 2025 Filed Mar 14, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 605 $0.00 $0.00
Disclosure

SEC source: 0001104659-25-023964 · tm256909-2_4seq1.xml · nonDerivative · entry 2

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 7,754,834

Read SEC document
March 12, 2025 Filed Mar 14, 2025 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 53,968 $41.04 $2,214,803.55
Disclosure

SEC source: 0001104659-25-023964 · tm256909-2_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 7,755,439

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on December 10, 2024.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on March 12, 2025 at prices ranging from $40.70 to $41.695. The Reporting Person undertakes to provide to Bentley Systems, Incorporated, any security holder of Bentley Systems, Incorporated, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the ranges set forth in this footnote.

Read SEC document
January 22, 2025 Filed Jan 24, 2025 21:16 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 22,818 $46.56 $1,062,406.08
Disclosure

SEC source: 0001104659-25-006000 · tm254119-5_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,809,407

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan.

Read SEC document
December 12, 2024 Filed Dec 16, 2024 21:17 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,914 $0.00 $0.00
Disclosure

SEC source: 0001104659-24-128911 · tm2431080-4_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,786,589

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

Read SEC document
December 03, 2024 Filed Dec 5, 2024 21:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 4,041 $0.00 $0.00
Disclosure

SEC source: 0001104659-24-125904 · tm2430202-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,783,675

Read SEC document
October 30, 2024 Filed Nov 1, 2024 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 25,753 $49.61 $1,277,606.33
Disclosure

SEC source: 0001104659-24-113495 · tm2427245-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,787,716

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan.

Read SEC document
September 26, 2024 Filed Sep 30, 2024 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,798 $0.00 $0.00
Disclosure

SEC source: 0001104659-24-104292 · tm2425147-4_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,761,963

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

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August 07, 2024 Filed Aug 9, 2024 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 10,493 $0.00 $0.00
Disclosure

SEC source: 0001104659-24-087796 · tm2421251-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,759,165

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July 24, 2024 Filed Jul 26, 2024 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 88,296 $48.51 $4,283,238.96
Disclosure

SEC source: 0001104659-24-083022 · tm2420212-1_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Executive Chair & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,769,658

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan.

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June 13, 2024 Filed Jun 17, 2024 20:24 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,806 $0.00 $0.00
Disclosure

SEC source: 0001104659-24-072288 · tm2417202-4_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Chairman, CEO & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,681,362

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

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April 25, 2024 Filed Apr 29, 2024 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 102,352 $54.37 $5,564,878.24
Disclosure

SEC source: 0001104659-24-054039 · tm2412382-6_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Chairman, CEO & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,678,556

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan.

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March 28, 2024 Filed Apr 1, 2024 21:35 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,707 $0.00 $0.00
Disclosure

SEC source: 0001104659-24-041988 · tm247953-25_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Chairman, CEO & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,576,204

F1 · kind: Represents dividend equivalent rights that accrued to the Reporting Person in connection with a dividend paid by the Issuer on awards previously granted and vest on the same terms as the awards to which they relate.

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March 08, 2024 Filed Mar 12, 2024 20:15 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 2,007 $0.00 $0.00
Disclosure

SEC source: 0001104659-24-033470 · tm247953-5_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Chairman, CEO & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,573,497

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January 23, 2024 Filed Jan 25, 2024 21:25 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 64,787 $50.81 $3,291,827.47
Disclosure

SEC source: 0001104659-24-006698 · tm244045-3_4seq1.xml · nonDerivative · entry 1

BENTLEY GREGORY S · CIK 0001214661 · Director · Chairman, CEO & President · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 7,575,504

F1 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.