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Bentley Keith A.

Disclosed activity across 1 company

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38304
SEC CIK
0001825187

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
BENTLEY SYSTEMS INCBSY · Entity 438Director · 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-derivativeDirect3,845,254 Reported balance After 2026-09-29 transaction · row 1
1 source row

Row 1 · 2026-09-29 · Grant · Acquired 1,033 · Balance 3,845,254

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 Grantor Retained Annuity Trusts12,696,921 Reported balance Holding disclosure · report date 2026-09-29 · row 2 Holding and transaction disclosures are not merged.
1 source row

Row 2 · Balance 12,696,921

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
April 27, 2023 Filed May 1, 2023 20:24 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 790 $42.18 $33,322.20
Disclosure

SEC source: 0001104659-23-054392 · tm2314141-2_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,334,095

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of the plan and the Reporting Person's plan election.

Read SEC document
March 07, 2023 Filed Mar 9, 2023 21:36 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,975 $0.00 $0.00
Disclosure

SEC source: 0001104659-23-030619 · tm238296-8_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,333,305

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
January 24, 2023 Filed Jan 26, 2023 21:47 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 24,256 $38.32 $929,489.92
Disclosure

SEC source: 0001104659-23-007043 · tm231633-13_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,329,330

F3 · 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 24, 2023 Filed Jan 26, 2023 21:47 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 54,893 $38.32 $2,103,499.76
Disclosure

SEC source: 0001104659-23-007043 · tm231633-13_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,353,586

F2 · 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
January 24, 2023 Filed Jan 26, 2023 21:47 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 13,151 $38.32 $503,946.32
Disclosure

SEC source: 0001104659-23-007043 · tm231633-13_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,298,693

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of the plan and the Reporting Person's plan election.

Read SEC document
January 03, 2023 Filed Jan 5, 2023 21:55 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 23,752 $36.84 $875,023.68
Disclosure

SEC source: 0001104659-23-001479 · tm231633-4_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,285,542

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
December 08, 2022 Filed Dec 12, 2022 21:36 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,463 $0.00 $0.00
Disclosure

SEC source: 0001104659-22-126303 · tm2232398-7_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,309,294

F2 · 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 07, 2022 Filed Dec 12, 2022 21:36 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 250,000 $0.00 $0.00
Disclosure

SEC source: 0001104659-22-126303 · tm2232398-7_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,306,831

Read SEC document
November 17, 2022 Filed Dec 12, 2022 21:36 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 788,525 $0.00 $0.00
Disclosure

SEC source: 0001104659-22-126303 · tm2232398-7_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,556,831

F1 · kind: Represents a distribution of shares from a grantor retained annuity trust. The Reporting Person has disclaimed beneficial ownership of all shares held by such trust.

Read SEC document
October 27, 2022 Filed Oct 31, 2022 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 61,392 $35.08 $2,153,631.36
Disclosure

SEC source: 0001104659-22-112967 · tm2229121-3_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,768,306

F2 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan.

Read SEC document
October 27, 2022 Filed Oct 31, 2022 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 14,204 $35.08 $498,276.32
Disclosure

SEC source: 0001104659-22-112967 · tm2229121-3_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,706,914

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of porting Person's plan election.

Read SEC document
September 14, 2022 Filed Sep 16, 2022 20:24 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,738 $0.00 $0.00
Disclosure

SEC source: 0001104659-22-100839 · tm2225081-12_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,692,710

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
July 19, 2022 Filed Jul 21, 2022 20:19 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 48,020 $35.28 $1,694,145.60
Disclosure

SEC source: 0001104659-22-081590 · tm2220872-3_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,689,972

F2 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan.

Read SEC document
July 19, 2022 Filed Jul 21, 2022 20:19 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 11,455 $35.28 $404,132.40
Disclosure

SEC source: 0001104659-22-081590 · tm2220872-3_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,641,952

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of the plan and the Reporting Person's plan election.

Read SEC document
June 23, 2022 Filed Jun 27, 2022 20:31 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,791 $0.00 $0.00
Disclosure

SEC source: 0001104659-22-074777 · tm2219427-6_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,630,497

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 19, 2022 Filed Apr 21, 2022 20:32 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 26,069 $44.38 $1,156,942.22
Disclosure

SEC source: 0001104659-22-048421 · tm2213180-5_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,627,706

F3 · 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 19, 2022 Filed Apr 21, 2022 20:32 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 59,612 $44.38 $2,645,580.56
Disclosure

SEC source: 0001104659-22-048421 · tm2213180-5_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,653,775

F2 · 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
April 19, 2022 Filed Apr 21, 2022 20:32 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 14,336 $44.38 $636,231.68
Disclosure

SEC source: 0001104659-22-048421 · tm2213180-5_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,594,163

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of the plan and the Reporting Person's plan election.

Read SEC document
March 15, 2022 Filed Mar 17, 2022 21:32 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,700 $0.00 $0.00
Disclosure

SEC source: 0001104659-22-035136 · tm229604-6_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,579,827

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
January 19, 2022 Filed Jan 21, 2022 21:55 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 21,774 $38.88 $846,573.12
Disclosure

SEC source: 0001104659-22-006510 · tm221723-7_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,577,127

F3 · 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 19, 2022 Filed Jan 21, 2022 21:55 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 49,286 $38.88 $1,916,239.68
Disclosure

SEC source: 0001104659-22-006510 · tm221723-7_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,598,901

F2 · 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
January 19, 2022 Filed Jan 21, 2022 21:55 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 14,460 $38.88 $562,204.80
Disclosure

SEC source: 0001104659-22-006510 · tm221723-7_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,549,615

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of the plan and the Reporting Person's plan election.

Read SEC document
January 03, 2022 Filed Jan 5, 2022 21:51 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 24,725 $48.48 $1,198,668.00
Disclosure

SEC source: 0001104659-22-001531 · tm221723-2_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,535,155

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.

F2 · price: Represents the volume weighted average price of the Issuer's Class B Common Stock as calculated pursuant to the Issuer's Non-Qualified Deferred Compensation Plan.

Read SEC document
December 16, 2021 Filed Dec 20, 2021 21:48 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 2,066 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-151747 · tm2135906-6_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,559,880

F2 · 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 08, 2021 Filed Dec 20, 2021 21:48 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 497,130 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-151747 · tm2135906-6_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,557,814

F1 · kind: Represents a distribution of shares from a grantor retained annuity trust. The Reporting Person has disclaimed beneficial ownership of all shares held by such trust.

Read SEC document
December 07, 2021 Filed Dec 20, 2021 21:48 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 1,200 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-151747 · tm2135906-6_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,060,684

Read SEC document
October 19, 2021 Filed Oct 21, 2021 22:56 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 14,309 $57.89 $828,348.01
Disclosure

SEC source: 0001104659-21-128574 · tm2130747-2_4seq1.xml · nonDerivative · entry 4

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,061,884

F3 · 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 19, 2021 Filed Oct 21, 2021 22:56 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 32,722 $57.89 $1,894,276.58
Disclosure

SEC source: 0001104659-21-128574 · tm2130747-2_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,076,193

F2 · 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
October 19, 2021 Filed Oct 21, 2021 22:56 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 8,886 $57.89 $514,410.54
Disclosure

SEC source: 0001104659-21-128574 · tm2130747-2_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,043,471

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of the plan and the Reporting Person's plan election.

Read SEC document
October 05, 2021 Filed Oct 21, 2021 22:56 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 500 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-128574 · tm2130747-2_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,034,585

Read SEC document
September 09, 2021 Filed Sep 13, 2021 20:41 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 1,399 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-115122 · tm2127458-5_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,035,085

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 04, 2021 Filed Aug 5, 2021 20:11 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 80,530 $61.48 $4,950,855.55
Disclosure

SEC source: 0001104659-21-100757 · tm2123836-5_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,033,686

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 June 10, 2021.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on August 4, 2021 at prices ranging from $61.12 to $61.63. 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
August 03, 2021 Filed Aug 4, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 92,851 $61.19 $5,681,534.12
Disclosure

SEC source: 0001104659-21-100077 · tm2123836-4_4seq1.xml · nonDerivative · entry 4

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,114,216

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 June 10, 2021.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on August 3, 2021 at prices ranging from $61.05 to $61.35. 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
August 03, 2021 Filed Aug 4, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 7,761 $60.62 $470,506.74
Disclosure

SEC source: 0001104659-21-100077 · tm2123836-4_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,207,067

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 June 10, 2021.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on August 3, 2021 at prices ranging from $60.05 to $61.04. 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
August 02, 2021 Filed Aug 4, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 2,123 $61.36 $130,275.56
Disclosure

SEC source: 0001104659-21-100077 · tm2123836-4_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,214,828

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 June 10, 2021.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on August 2, 2021 at prices ranging from $61.335 to $61.415. 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
August 02, 2021 Filed Aug 4, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 80,164 $61.05 $4,894,324.84
Disclosure

SEC source: 0001104659-21-100077 · tm2123836-4_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,216,951

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 June 10, 2021.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on August 2, 2021 at prices ranging from $60.335 to $61.32. 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
July 30, 2021 Filed Aug 2, 2021 20:11 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 61,084 $60.86 $3,717,847.12
Disclosure

SEC source: 0001104659-21-098865 · tm2123836-1_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,297,115

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 June 10, 2021.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 30, 2021 at prices ranging from $60.43 to $61.23. 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.

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July 29, 2021 Filed Aug 2, 2021 20:11 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 31,602 $61.35 $1,938,659.45
Disclosure

SEC source: 0001104659-21-098865 · tm2123836-1_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,358,199

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 June 10, 2021.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 29, 2021 at prices ranging from $61.06 to $61.88. 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.

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July 29, 2021 Filed Aug 2, 2021 20:11 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 18,167 $60.92 $1,106,644.62
Disclosure

SEC source: 0001104659-21-098865 · tm2123836-1_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,389,801

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 June 10, 2021.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 29, 2021 at prices ranging from $60.06 to $61.05. 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

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July 28, 2021 Filed Jul 29, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 290,478 $60.12 $17,462,375.45
Disclosure

SEC source: 0001104659-21-097577 · tm2121736-10_4seq1.xml · nonDerivative · entry 4

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,407,968

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 June 10, 2021.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 28, 2021 at prices ranging from $59.74 to $60.32. 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.

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July 27, 2021 Filed Jul 29, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 2,471 $61.08 $150,935.85
Disclosure

SEC source: 0001104659-21-097577 · tm2121736-10_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,698,446

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 June 10, 2021.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 27, 2021 at prices ranging from $60.92 to $61.33. 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.

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July 27, 2021 Filed Jul 29, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 35,192 $60.18 $2,117,689.16
Disclosure

SEC source: 0001104659-21-097577 · tm2121736-10_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,700,917

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 June 10, 2021.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 27, 2021 at prices ranging from $59.91 to $60.89. 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.

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July 27, 2021 Filed Jul 29, 2021 20:12 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 47,577 $59.57 $2,834,223.74
Disclosure

SEC source: 0001104659-21-097577 · tm2121736-10_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,736,109

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 June 10, 2021.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 27, 2021 at prices ranging from $58.91 to $59.90. 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.

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July 19, 2021 Filed Jul 21, 2021 20:08 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 12,240 $58.83 $720,079.20
Disclosure

SEC source: 0001104659-21-094412 · tm2121736-7_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,783,686

F3 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

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July 19, 2021 Filed Jul 21, 2021 20:08 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 27,989 $58.83 $1,646,592.87
Disclosure

SEC source: 0001104659-21-094412 · tm2121736-7_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,795,926

F2 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Issuer's Bonus Pool Plan (the "Bonus Pool Payment").

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July 19, 2021 Filed Jul 21, 2021 20:08 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 7,523 $58.83 $442,578.09
Disclosure

SEC source: 0001104659-21-094412 · tm2121736-7_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,767,937

F1 · kind: Represents compensation paid to the Reporting Person and deferred into the Issuer's non-qualified deferred compensation plan and invested in fully-vested phantom shares that are distributable to the Reporting Person as shares of Class B Common Stock at a future date in accordance with the terms of the plan and the Reporting Person's plan election.

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June 15, 2021 Filed Jun 17, 2021 20:45 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 1,499 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-082658 · tm2119958-4_4seq1.xml · nonDerivative · entry 2

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,760,414

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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June 09, 2021 Filed Jun 17, 2021 20:45 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GiftClass B Common Stock 300,000 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-082658 · tm2119958-4_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,758,915

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May 13, 2021 Filed May 17, 2021 21:25 UTC BENTLEY SYSTEMS INC BSY · Entity 438 OtherClass B Common Stock 161,060 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-068320 · tm2116716-2_4seq1.xml · nonDerivative · entry 1

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,058,915

F1 · kind: Represents a distribution of Class B common stock from a trust to the Reporting Person.

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April 19, 2021 Filed Apr 21, 2021 20:48 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 20,657 $49.93 $1,031,404.01
Disclosure

SEC source: 0001104659-21-053206 · tm2113666-3_4seq1.xml · nonDerivative · entry 3

Bentley Keith A. · CIK 0001825187 · Director · Chief Technology Officer · 10% owner

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,897,855

F3 · kind: Represents shares withheld by the Issuer to cover taxes owed by the Reporting Person in respect of the Bonus Pool Payment.

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