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person · Reporting owner

Shaman David R.

Disclosed activity across 1 company

Tapewire entity
439
SEC CIK
0001825193

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Reported relationships

Latest disclosed role at each company.

CompanyLast reported asReport datePublished
BENTLEY SYSTEMS INCBSY · Entity 438Chief Legal OfficerSeptember 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-derivativeDirect622,995 Reported balance After 2026-09-29 transaction · row 1 Account or security details depend on footnotes; rows are not merged.
1 source row

Row 1 · 2026-09-29 · Grant · Acquired 469 · Balance 622,995

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.

F2: Total has been adjusted to account for dividend equivalent rights incorrectly included in prior reports.

Class B Common StockSEC Table I · non-derivativeIndirectBy Grantor Retained Annuity Trusts279,308 Reported balance Holding disclosure · report date 2026-09-29 · row 2 Holding and transaction disclosures are not merged.
1 source row

Row 2 · Balance 279,308

Class B Common StockSEC Table I · non-derivativeIndirectBy Spouse Trustee80,000 Reported balance Holding disclosure · report date 2026-09-29 · row 3 Holding and transaction disclosures are not merged.
1 source row

Row 3 · Balance 80,000

Class B Common StockSEC Table I · non-derivativeIndirectBy 401(K) Plan32,635 Reported balance Holding disclosure · report date 2026-09-29 · row 4 Holding and transaction disclosures are not merged.
1 source row

Row 4 · Balance 32,635

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.

F2: Total has been adjusted to account for dividend equivalent rights incorrectly included in prior reports.

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
July 01, 2021 Filed Jul 6, 2021 20:03 UTC BENTLEY SYSTEMS INC BSY · Entity 438 SaleClass B Common Stock 70,038 $62.76 $4,395,837.02
Disclosure

SEC source: 0001104659-21-089390 · tm2121491-1_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,037,527

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 1, 2021.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on July 1, 2021 at prices ranging from $62.22 to $63.21. 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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June 15, 2021 Filed Jun 17, 2021 20:47 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 293 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-082666 · tm2119958-8_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,107,565

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 29, 2021 Filed May 3, 2021 20:14 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Exercise / conversionStock Options (Right to Buy) · Derivative 51,418 $3.73 Strike: $3.73 $191,789.14
Disclosure

SEC source: 0001104659-21-060217 · tm2114922d1_4.xml · derivative · entry 4

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 51,418 shares

Expires 2021-05-10

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: These options were fully vested and have been exercised in full.

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April 29, 2021 Filed May 3, 2021 20:14 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 3,712 $51.67 $191,799.04
Disclosure

SEC source: 0001104659-21-060217 · tm2114922d1_4.xml · nonDerivative · entry 2

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,107,272

F1 · kind: Represents the number of shares of Class B Common Stock owned by the Reporting Person and relinquished to the Issuer to cover the exercise price of the options exercised via a stock swap exercise method.

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April 29, 2021 Filed May 3, 2021 20:14 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Exercise / conversionClass B Common Stock 51,418 $3.73 $191,789.14
Disclosure

SEC source: 0001104659-21-060217 · tm2114922d1_4.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,110,984

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
April 19, 2021 Filed Apr 21, 2021 20:47 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 8,171 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-053204 · tm2113666-1_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,059,566

F1 · kind: Represents a time-based restricted stock award granted pursuant to the Issuer's 2020 Omnibus Incentive Plan, which vests over four years with one-quarter of such award vesting on each grant date anniversary.

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April 01, 2021 Filed Apr 5, 2021 20:13 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 15,720 $47.94 $753,616.80
Disclosure

SEC source: 0001104659-21-046574 · tm2112132-2_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,051,395

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.

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March 24, 2021 Filed Mar 26, 2021 20:17 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 464 $0.00 $0.00
Disclosure

SEC source: 0001104659-21-042451 · tm2111006-1_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,067,115

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 08, 2021 Filed Mar 10, 2021 21:31 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Exercise / conversionStock Options (Right to Buy) · Derivative 41,985 $3.73 Strike: $3.73 $156,604.05
Disclosure

SEC source: 0001104659-21-034487 · tm219324-1_4seq1.xml · derivative · entry 4

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 0

Underlying: Class B Common Stock · 41,985 shares

Expires 2021-05-10

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: These options were fully vested and have been exercised in full.

Read SEC document
March 08, 2021 Filed Mar 10, 2021 21:31 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 20,109 $47.17 $948,541.53
Disclosure

SEC source: 0001104659-21-034487 · tm219324-1_4seq1.xml · nonDerivative · entry 2

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,066,651

F1 · kind: Represents shares withheld by the Issuer to cover the exercise price and taxes in connection with a cashless exercise of stock options by the Reporting Person.

Read SEC document
March 08, 2021 Filed Mar 10, 2021 21:31 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Exercise / conversionClass B Common Stock 41,985 $3.73 $156,604.05
Disclosure

SEC source: 0001104659-21-034487 · tm219324-1_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,086,760

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
February 25, 2021 Filed Mar 1, 2021 21:22 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 533 $46.73 $24,907.09
Disclosure

SEC source: 0001104659-21-030004 · tm218290-1_4seq1.xml · nonDerivative · entry 2

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,044,775

F2 · kind: Represents shares withheld by the Issuer to cover taxes upon the vesting of performance-based restricted stock awards previously granted to the Reporting Person.

Read SEC document
February 25, 2021 Filed Mar 1, 2021 21:22 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 1,869 $46.73 $87,338.37
Disclosure

SEC source: 0001104659-21-030004 · tm218290-1_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,045,308

F1 · kind: Represents shares acquired upon the vesting of performance-based restricted stock awards previously granted to the Reporting Person.

Read SEC document
December 24, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Exercise / conversionStock Options (Right to Buy) · Derivative 12,597 $3.73 Strike: $3.73 $46,986.81
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · derivative · entry 10

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 41,985

Underlying: Class B Common Stock · 12,597 shares

Expires 2021-05-10

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F6 · derivative.exercise_date: These options are fully vested.

Read SEC document
December 24, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Tax withholdingClass B Common Stock 6,143 $39.48 $242,525.64
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 8

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,043,439

F5 · kind: Represents shares withheld by the Issuer to cover the exercise price and taxes in connection with a cashless exercise of stock options by the Reporting Person.

Read SEC document
December 24, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 Exercise / conversionClass B Common Stock 12,597 $3.73 $46,986.81
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 7

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,049,582

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

Read SEC document
December 22, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 508 $0.00 $0.00
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 6

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,036,985

F4 · 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 03, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 1,160 $0.00 $0.00
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 5

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,036,477

F4 · 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, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 58,034 $0.00 $0.00
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 4

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,035,317

F4 · 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 07, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 3,738 $0.00 $0.00
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 3

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 977,283

F3 · kind: Represents shares acquired upon vesting of performance-based restricted stock awards previously granted to the Reporting Person.

Read SEC document
July 10, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 14,952 $0.00 $0.00
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 2

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 973,545

F2 · kind: Represents a grant of restricted stock that vests in four annual increments begining on July 10, 2021.

Read SEC document
July 10, 2020 Filed Dec 28, 2020 21:30 UTC BENTLEY SYSTEMS INC BSY · Entity 438 GrantClass B Common Stock 1,574 $0.00 $0.00
Disclosure

SEC source: 0001104659-20-139781 · tm2039300-3_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 958,593

F1 · kind: Represents a grant of restricted stock that vested upon the consummation of the Issuer's initial public offering.

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.