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BENTLEY SYSTEMS INC

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438
SEC CIK
0001031308
Parsed reports
660

Last 12 months

Inside the activity.

0 purchase rows · 2 sale rows

Disclosed non-derivative P/S rows, by transaction month. Includes amendments and private transactions.
Monthly counts
MonthPurchasesSales
Nov 202501
Dec 202500
Jan 202600
Feb 202600
Mar 202601
Apr 202600
May 202600
Jun 202600
Jul 202600
Aug 202600
Sep 202600
Oct 202600

Latest available

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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 dateOwner / reported roleActivity / securityShares / unitsReported priceReported valueDetails
March 19, 2026 Filed Mar 23, 2026 20:15 UTC
Bentley Barry J.Director · 10% owner
GrantClass B Common Stock 3 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-033318 · tm268358-23_4seq1.xml · nonDerivative · entry 1

Bentley Barry J. · CIK 0001825188 · Director · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,837,890

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 19, 2026 Filed Mar 23, 2026 20:15 UTC
Ballard BrockChief Revenue Officer
GrantClass B Common Stock 163 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-033315 · tm268358-22_4seq1.xml · nonDerivative · entry 1

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 93,835

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 17, 2026 Filed Mar 19, 2026 20:20 UTC
Moutte JulienChief Technology Officer
Tax withholdingClass B Common Stock 431 $37.88 $16,326.28
Disclosure

SEC source: 0001104659-26-032101 · tm268358-21_4seq1.xml · nonDerivative · entry 1

Moutte Julien · CIK 0002062214 · Chief Technology Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 93,000

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 20:18 UTC
Shaman David R.Chief Legal Officer
Tax withholdingClass B Common Stock 984 $37.88 $37,273.92
Disclosure

SEC source: 0001104659-26-032099 · tm268358-20_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 659,029

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 20:17 UTC
Ballard BrockChief Revenue Officer
Tax withholdingClass B Common Stock 293 $37.88 $11,098.84
Disclosure

SEC source: 0001104659-26-032095 · tm268358-19_4seq1.xml · nonDerivative · entry 1

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 93,672

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 20:16 UTC
Andre WernerChief Financial Officer
Tax withholdingClass B Common Stock 1,503 $37.88 $56,933.64
Disclosure

SEC source: 0001104659-26-032091 · tm268358-18_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 376,625

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 17, 2026 Filed Mar 19, 2026 20:15 UTC
Cumins NicholasDirector · Chief Executive Officer
Tax withholdingClass B Common Stock 2,430 $37.88 $92,048.40
Disclosure

SEC source: 0001104659-26-032087 · tm268358-17_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 531,132

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 13, 2026 Filed Mar 17, 2026 20:19 UTC
Cumins NicholasDirector · Chief Executive Officer
Tax withholdingClass B Common Stock 6,626 $38.19 $253,046.94
Disclosure

SEC source: 0001104659-26-029486 · tm268358-16_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 533,562

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 13, 2026 Filed Mar 17, 2026 20:18 UTC
Moutte JulienChief Technology Officer
Tax withholdingClass B Common Stock 4,978 $38.19 $190,109.82
Disclosure

SEC source: 0001104659-26-029485 · tm268358-15_4seq1.xml · nonDerivative · entry 1

Moutte Julien · CIK 0002062214 · Chief Technology Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 93,431

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 13, 2026 Filed Mar 17, 2026 20:17 UTC
Lee James KChief Operating Officer
Tax withholdingClass B Common Stock 747 $38.19 $28,527.93
Disclosure

SEC source: 0001104659-26-029484 · tm268358-14_4seq1.xml · nonDerivative · entry 1

Lee James K · CIK 0002052647 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 220,573

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 13, 2026 Filed Mar 17, 2026 20:17 UTC
Shaman David R.Chief Legal Officer
Tax withholdingClass B Common Stock 4,587 $38.19 $175,177.53
Disclosure

SEC source: 0001104659-26-029481 · tm268358-13_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 660,013

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 13, 2026 Filed Mar 17, 2026 20:16 UTC
Ballard BrockChief Revenue Officer
Tax withholdingClass B Common Stock 4,147 $38.19 $158,373.93
Disclosure

SEC source: 0001104659-26-029478 · tm268358-12_4seq1.xml · nonDerivative · entry 1

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 93,965

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 13, 2026 Filed Mar 17, 2026 20:15 UTC
Andre WernerChief Financial Officer
Tax withholdingClass B Common Stock 5,096 $38.19 $194,616.24
Disclosure

SEC source: 0001104659-26-029475 · tm268358-11_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 378,128

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 13, 2026 Filed Mar 17, 2026 20:15 UTC
Trimback Thomas FChief Accounting Officer
Tax withholdingClass B Common Stock 451 $38.19 $17,223.69
Disclosure

SEC source: 0001104659-26-029470 · tm268358-10_4seq1.xml · nonDerivative · entry 1

Trimback Thomas F · CIK 0002015992 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,471

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
March 12, 2026 Filed Mar 16, 2026 20:15 UTC
Bentley Raymond B.Director · 10% owner
GiftClass B Common Stock 250,000 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-028471 · tm268358-9_4seq1.xml · nonDerivative · entry 1

Bentley Raymond B. · CIK 0001825229 · Director · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,810,613

Read SEC document
March 10, 2026 Filed Mar 12, 2026 20:15 UTC
BENTLEY GREGORY SDirector · Executive Chair & President · 10% owner
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 06, 2026 Filed Mar 10, 2026 20:19 UTC
Lee James KChief Operating Officer
GrantClass B Common Stock 12,607 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025865 · tm268358-7_4seq1.xml · nonDerivative · entry 2

Lee James K · CIK 0002052647 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 221,320

F2 · kind: Represents a time-based restricted stock unit 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.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:19 UTC
Lee James KChief Operating Officer
GrantClass B Common Stock 36,297 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025865 · tm268358-7_4seq1.xml · nonDerivative · entry 1

Lee James K · CIK 0002052647 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 208,713

F1 · kind: Represents a time-based restricted stock unit award granted pursuant to the Issuer's Career Stock Program which vests on December 15, 2030.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:19 UTC
Moutte JulienChief Technology Officer
GrantClass B Common Stock 20,493 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025864 · tm268358-6_4seq1.xml · nonDerivative · entry 1

Moutte Julien · CIK 0002062214 · Chief Technology Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 98,409

F1 · kind: Represents a time-based restricted stock unit 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.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:18 UTC
Cumins NicholasDirector · Chief Executive Officer
GrantClass B Common Stock 28,107 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025861 · tm268358-5_4seq1.xml · nonDerivative · entry 2

Cumins Nicholas · CIK 0001896877 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 540,188

F2 · kind: Represents a time-based restricted stock unit 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.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:18 UTC
Cumins NicholasDirector · Chief Executive Officer
GrantClass B Common Stock 74,839 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025861 · tm268358-5_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 512,081

F1 · kind: Represents a time-based restricted stock unit award granted pursuant to the Issuer's Career Stock Program which vests on December 15, 2030.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:17 UTC
Trimback Thomas FChief Accounting Officer
GrantClass B Common Stock 3,982 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025857 · tm268358-4_4seq1.xml · nonDerivative · entry 1

Trimback Thomas F · CIK 0002015992 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,922

F1 · kind: Represents a time-based restricted stock unit 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.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:16 UTC
Andre WernerChief Financial Officer
GrantClass B Common Stock 21,706 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025853 · tm268358-3_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 383,224

F1 · kind: Represents a time-based restricted stock unit 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.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:16 UTC
Ballard BrockChief Revenue Officer
GrantClass B Common Stock 19,769 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025851 · tm268358-2_4seq1.xml · nonDerivative · entry 1

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 98,112

F1 · kind: Represents a time-based restricted stock unit 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.

Read SEC document
March 06, 2026 Filed Mar 10, 2026 20:15 UTC
Shaman David R.Chief Legal Officer
GrantClass B Common Stock 18,769 $0.00 $0.00
Disclosure

SEC source: 0001104659-26-025846 · tm268358-1_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 664,600

F1 · kind: Represents a time-based restricted stock unit 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.

Read SEC document
March 03, 2026 Filed Mar 5, 2026 21:15 UTC
BENTLEY GREGORY SDirector · Executive Chair & President · 10% owner
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 GREGORY SDirector · Executive Chair & President · 10% owner
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 30, 2026 Filed Feb 3, 2026 21:15 UTC
Trimback Thomas FChief Accounting Officer
Tax withholdingClass B Common Stock 300 $35.12 $10,536.00
Disclosure

SEC source: 0001104659-26-009732 · tm264126-9_4seq1.xml · nonDerivative · entry 1

Trimback Thomas F · CIK 0002015992 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,940

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:20 UTC
BENTLEY GREGORY SDirector · Executive Chair & President · 10% owner
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 GREGORY SDirector · Executive Chair & President · 10% owner
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
January 23, 2026 Filed Jan 27, 2026 21:19 UTC
Shaman David R.Chief Legal Officer
Tax withholdingClass B Common Stock 5,478 $38.84 $212,765.52
Disclosure

SEC source: 0001104659-26-006994 · tm264126-7_4seq1.xml · nonDerivative · entry 2

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 645,831

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

F3 · balance_after: Includes shares of Class B common stock acquired by the Reporting Person through the Bentley Systems, Incorporated Global Employee Stock Purchase Plan for an offering period ended on December 31, 2025 for which the Reporting Person's enrollment and contribution elections were made in June 2025.

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:19 UTC
Shaman David R.Chief Legal Officer
GrantClass B Common Stock 18,456 $38.84 $716,831.04
Disclosure

SEC source: 0001104659-26-006994 · tm264126-7_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 651,211

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:16 UTC
Andre WernerChief Financial Officer
Tax withholdingClass B Common Stock 6,103 $38.84 $237,040.52
Disclosure

SEC source: 0001104659-26-006990 · tm264126-3_4seq1.xml · nonDerivative · entry 2

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 361,518

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:16 UTC
Andre WernerChief Financial Officer
GrantClass B Common Stock 20,659 $38.84 $802,395.56
Disclosure

SEC source: 0001104659-26-006990 · tm264126-3_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 367,621

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:19 UTC
Ballard BrockChief Revenue Officer
Tax withholdingClass B Common Stock 4,977 $38.84 $193,306.68
Disclosure

SEC source: 0001104659-26-006993 · tm264126-6_4seq1.xml · nonDerivative · entry 2

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 78,343

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:19 UTC
Ballard BrockChief Revenue Officer
GrantClass B Common Stock 17,343 $38.84 $673,602.12
Disclosure

SEC source: 0001104659-26-006993 · tm264126-6_4seq1.xml · nonDerivative · entry 1

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 83,320

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:18 UTC
Trimback Thomas FChief Accounting Officer
Tax withholdingClass B Common Stock 1,234 $38.84 $47,928.56
Disclosure

SEC source: 0001104659-26-006992 · tm264126-5_4seq1.xml · nonDerivative · entry 2

Trimback Thomas F · CIK 0002015992 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,240

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:18 UTC
Trimback Thomas FChief Accounting Officer
GrantClass B Common Stock 3,652 $38.84 $141,843.68
Disclosure

SEC source: 0001104659-26-006992 · tm264126-5_4seq1.xml · nonDerivative · entry 1

Trimback Thomas F · CIK 0002015992 · Chief Accounting Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,474

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:17 UTC
Cumins NicholasDirector · Chief Executive Officer
Tax withholdingClass B Common Stock 10,402 $38.84 $404,013.68
Disclosure

SEC source: 0001104659-26-006991 · tm264126-4_4seq1.xml · nonDerivative · entry 2

Cumins Nicholas · CIK 0001896877 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 437,242

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:17 UTC
Cumins NicholasDirector · Chief Executive Officer
GrantClass B Common Stock 24,532 $38.84 $952,822.88
Disclosure

SEC source: 0001104659-26-006991 · tm264126-4_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 447,644

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:15 UTC
Moutte JulienChief Technology Officer
Tax withholdingClass B Common Stock 8,459 $38.84 $328,547.56
Disclosure

SEC source: 0001104659-26-006989 · tm264126-2_4seq1.xml · nonDerivative · entry 2

Moutte Julien · CIK 0002062214 · Chief Technology Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 77,916

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

F3 · balance_after: Includes shares of Class B common stock acquired by the Reporting Person through the Bentley Systems, Incorporated Global Employee Stock Purchase Plan for an offering period ended on December 31, 2025 for which the Reporting Person's enrollment and contribution elections were made in June 2025.

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:15 UTC
Moutte JulienChief Technology Officer
GrantClass B Common Stock 17,240 $38.84 $669,601.60
Disclosure

SEC source: 0001104659-26-006989 · tm264126-2_4seq1.xml · nonDerivative · entry 1

Moutte Julien · CIK 0002062214 · Chief Technology Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 86,215

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:15 UTC
Lee James KChief Operating Officer
Tax withholdingClass B Common Stock 3,270 $38.84 $127,006.80
Disclosure

SEC source: 0001104659-26-006987 · tm264126-1_4seq1.xml · nonDerivative · entry 2

Lee James K · CIK 0002052647 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 172,416

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

Read SEC document
January 23, 2026 Filed Jan 27, 2026 21:15 UTC
Lee James KChief Operating Officer
GrantClass B Common Stock 12,396 $38.84 $481,460.64
Disclosure

SEC source: 0001104659-26-006987 · tm264126-1_4seq1.xml · nonDerivative · entry 1

Lee James K · CIK 0002052647 · Chief Operating Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 175,686

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

Read SEC document
January 15, 2026 Filed Jan 20, 2026 21:15 UTC
Bentley Raymond B.Director · 10% owner
Tax withholdingClass B Common Stock 42,970 $39.07 $1,678,837.90
Disclosure

SEC source: 0001104659-26-005040 · tm2534084-5_4seq1.xml · nonDerivative · entry 1

Bentley Raymond B. · CIK 0001825229 · Director · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,060,613

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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January 09, 2026 Filed Jan 13, 2026 21:30 UTC
Bentley Keith A.Director · 10% owner
Tax withholdingClass B Common Stock 94,684 $40.13 $3,799,668.92
Disclosure

SEC source: 0001104659-26-003359 · tm2534084-4_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,842,326

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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January 01, 2026 Filed Jan 6, 2026 01:51 UTC
Bentley Keith A.Director · 10% owner
Tax withholdingClass B Common Stock 24,625 $38.16 $939,566.88
Disclosure

SEC source: 0001104659-26-000857 · tm2534084-3_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,937,010

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.

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January 01, 2026 Filed Jan 6, 2026 01:49 UTC
Bentley Barry J.Director · 10% owner
Tax withholdingClass B Common Stock 371 $38.16 $14,155.51
Disclosure

SEC source: 0001104659-26-000856 · tm2534084-2_4seq1.xml · nonDerivative · entry 1

Bentley Barry J. · CIK 0001825188 · Director · 10% owner

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 11,837,887

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.

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January 01, 2026 Filed Jan 5, 2026 21:15 UTC
Ballard BrockChief Revenue Officer
Tax withholdingClass B Common Stock 2,223 $38.17 $84,840.80
Disclosure

SEC source: 0001104659-26-000630 · tm2534084-1_4seq1.xml · nonDerivative · entry 1

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 65,977

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

F2 · balance_after: Includes shares of Class B common stock acquired by the Reporting Person through the Bentley Systems, Incorporated Global Employee Stock Purchase Plan for an offering period ended on December 31, 2025 for which the Reporting Person's enrollment and contribution elections were made in June 2025.

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December 15, 2025 Filed Dec 17, 2025 21:16 UTC
Andre WernerChief Financial Officer
Tax withholdingClass B Common Stock 4,401 $40.25 $177,140.25
Disclosure

SEC source: 0001104659-25-122056 · tm2532204-18_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 346,962

F1 · kind: Represents shares withheld by the Issuer to cover taxes due by the Reporting Person upon the vesting of awards previously granted to the Reporting Person.

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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.