BSY

SEC source: 0001104659-23-007044 · tm231633-14_4seq1.xml · nonDerivative · entry 1

Campbell Michael M · CIK 0001963451 · Chief Product Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 84,127

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

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.

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").

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.

SEC source: 0001104659-23-007042 · tm231633-12_4seq1.xml · nonDerivative · entry 2

Bergsma Gus · CIK 0001896873 · See remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 874,899

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.

SEC source: 0001104659-23-007042 · tm231633-12_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · See remarks

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 879,948

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

SEC source: 0001104659-23-007041 · tm231633-11_4seq1.xml · nonDerivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,297,842

F3 · kind: As previously disclosed by Bentley Systems, Incorporated (the "Company"), during the second quarter of 2022 the Company began to exercise its right to require that certain awardees of equity compensation and recipients of distributions from the Company's nonqualified deferred compensation plan receive vested awards and distributions (as applicable) in the form of gross quantities of Company Class B Common Stock (the "Common Stock") and to require such awardees and recipients to promptly reimburse the Company for their tax withholding amounts in cash. Prior to that election, all such vesting and distributions were made on a net basis, with the Company withholding shares of Common Stock in consideration of remitting withholding taxes on behalf of recipients.

F4 · kind: Due to a 1,000 character limit, Footnote 4 is a continuation of Footnote 3: Accordingly, in light of this change in practice, the Reporting Person entered into a 10b5-1 trading plan (the "Plan") to sell previously-owned shares of Common Stock for the primary purpose of meeting his current and future tax withholding obligations. All sales reflected on this Form 4 were made pursuant to the Plan.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on January 24, 2023 at prices ranging from $38.21 to $38.665. The Reporting Person undertakes to provide to the Company, any security holder of the Company, 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.

SEC source: 0001104659-23-007041 · tm231633-11_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,347,952

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

SEC source: 0001104659-23-007041 · tm231633-11_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,387,006

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

SEC source: 0001104659-23-007040 · tm231633-10_4seq1.xml · nonDerivative · entry 2

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 709,532

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.

SEC source: 0001104659-23-007040 · tm231633-10_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 713,181

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

SEC source: 0001104659-23-007039 · tm231633-9_4seq1.xml · nonDerivative · entry 1

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,062,231

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 Reporting Person's plan election.

SEC source: 0001104659-23-007037 · tm231633-8_4seq1.xml · nonDerivative · entry 1

Ballard Brock · CIK 0001963448 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 45,104

F1 · kind: Represents a time-based restricted stock award granted pursuant to the Issuer's 2020 Omnibus Incentive Plan which vests in one-quarter increments on each of January 1, 2024, 2025, 2026 and 2027.

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.

SEC source: 0001104659-23-001483 · tm231633-5_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,298,785

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.

SEC source: 0001104659-23-001478 · tm231633-3_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 864,027

F1 · kind: Reflects shares withheld from restricted stock unit awards to cover tax obligations for colleagues eligible for retirement vesting under the terms of the Company's 2020 Omnibus Incentive Plan.

SEC source: 0001104659-23-001476 · tm231633-2_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 701,025

F1 · kind: Reflects shares withheld from restricted stock unit awards to cover tax obligations for colleagues eligible for retirement vesting under the terms of the Company's 2020 Omnibus Incentive Plan.

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, 2022 for which the Reporting Person's enrollment and contribution elections were made in June 2022.

SEC source: 0001104659-23-001475 · tm231633-1_4seq1.xml · nonDerivative · entry 2

Griswold Kirk B. · CIK 0001825243 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 502,204

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on January 3, 2023 at prices ranging from $37.53 to $38.5299. 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.

SEC source: 0001104659-23-001475 · tm231633-1_4seq1.xml · nonDerivative · entry 1

Griswold Kirk B. · CIK 0001825243 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 503,412

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on January 3, 2023 at prices ranging from $36.43 to $37.4299. 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.

SEC source: 0001104659-22-127348 · tm2232398-12_4seq1.xml · nonDerivative · entry 1

Hughes Brian F. · CIK 0001825326 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 21,544

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on December 13, 2022 at prices ranging from $40.17 to $40.26. 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.

SEC source: 0001104659-22-126316 · tm2232398-6_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 701,528

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.

SEC source: 0001104659-22-126315 · tm2232398-5_4seq1.xml · nonDerivative · entry 1

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,037,916

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.

SEC source: 0001104659-22-126309 · tm2232398-11_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 177,286

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.

SEC source: 0001104659-22-126312 · tm2232398-4_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,795,225

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.

SEC source: 0001104659-22-126308 · tm2232398-3_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 864,939

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.

SEC source: 0001104659-22-126307 · tm2232398-10_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,184,156

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.

SEC source: 0001104659-22-126306 · tm2232398-9_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 163,043

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.

SEC source: 0001104659-22-126305 · tm2232398-8_4seq1.xml · nonDerivative · entry 1

Griswold Kirk B. · CIK 0001825243 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 537,204

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.

SEC source: 0001104659-22-126304 · tm2232398-2_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,566,363

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.

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.

SEC source: 0001104659-22-126312 · tm2232398-4_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,794,727

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

SEC source: 0001104659-22-126307 · tm2232398-10_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,183,309

SEC source: 0001104659-22-126304 · tm2232398-2_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,564,064

SEC source: 0001104659-22-124558 · tm2231863-1_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,044,727

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on December 1, 2022 at prices ranging from $40.00 to $40.115. 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.

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.

SEC source: 0001104659-22-119874 · tm2230154-3_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,281,509

F1 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

SEC source: 0001104659-22-118516 · tm2230154-2_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,566,154

F1 · kind: As previously disclosed by Bentley Systems, Incorporated (the "Company"), during the second quarter of 2022 the Company began to exercise its right to require that certain awardees of equity compensation and recipients of distributions from the Company's nonqualified deferred compensation plan receive vested awards and distributions (as applicable) in the form of gross quantities of Company Class B Common Stock (the "Common Stock") and to require such awardees and recipients to promptly reimburse the Company for their tax withholding amounts in cash. Prior to that election, all such vesting and distributions were made on a net basis, with the Company withholding shares of Common Stock in consideration of remitting withholding taxes on behalf of recipients.

F2 · kind: Due to a 1,000 character limit, Footnote 2 is a continuation of Footnote 1: Accordingly, in light of this change in practice, the Reporting Person entered into a 10b5-1 trading plan (the "Plan") to sell previously-owned shares of Common Stock for the primary purpose of meeting his current and future tax withholding obligations. All sales reflected on this Form 4 were made pursuant to the Plan.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on November 10, 2022 at prices ranging from $36.975 to $37.165. 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.

SEC source: 0001104659-22-117165 · tm2230154-1_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,592,671

F1 · kind: As previously disclosed by Bentley Systems, Incorporated (the "Company"), during the second quarter of 2022 the Company began to exercise its right to require that certain awardees of equity compensation and recipients of distributions from the Company's nonqualified deferred compensation plan receive vested awards and distributions (as applicable) in the form of gross quantities of Company Class B Common Stock (the "Common Stock") and to require such awardees and recipients to promptly reimburse the Company for their tax withholding amounts in cash. Prior to that election, all such vesting and distributions were made on a net basis, with the Company withholding shares of Common Stock in consideration of remitting withholding taxes on behalf of recipients.

F2 · kind: Due to a 1,000 character limit, Footnote 2 is a continuation of Footnote 1: Accordingly, in light of this change in practice, the Reporting Person entered into a 10b5-1 trading plan (the "Plan") to sell previously-owned shares of Common Stock for the primary purpose of meeting his current and future tax withholding obligations. All sales reflected on this Form 4 were made pursuant to the Plan.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on November 8, 2022 at prices ranging from $36.00 to $36.32. 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.

SEC source: 0001104659-22-112502 · tm2229121-1_4seq1.xml · nonDerivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,680,202

F1 · kind: As previously disclosed by Bentley Systems, Incorporated ( the "Company"), during the second quarter of 2022 the Company began to exercise its right to require that certain awardees of equity compensation and recipients of distributions from the Company's nonqualified deferred compensation plan receive vested awards and distributions (as applicable) in the form of gross quantities of Company Class B Common Stock (the "Common Stock") and to require such awardees and recipients to promptly reimburse the Company for their tax withholding amounts in cash. Prior to that election, all such vesting and distributions were made on a net basis, with the Company withholding shares of Common Stock in consideration of remitting withholding taxes on behalf of recipients.

F2 · kind: Due to a 1,000 character limit, Footnote 2 is a continuation of Footnote 1: Accordingly, in light of this change in practice, the Reporting Person entered into a 10b5-1 trading plan (the "Plan") to sell previously-owned shares of Common Stock for the primary purpose of meeting his current and future tax withholding obligations. All sales reflected on this Form 4 were made pursuant to the Plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on October 27, 2022 at prices ranging from $36.00 to $36.11. 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.

SEC source: 0001104659-22-112502 · tm2229121-1_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,733,150

F3 · kind: Represents the stock portion of compensation paid to the Reporting Person pursuant to the Company's Bonus Pool Plan.

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.

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.

SEC source: 0001104659-22-112963 · tm2229121-2_4seq1.xml · nonDerivative · entry 1

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,036,446

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.

SEC source: 0001104659-22-112502 · tm2229121-1_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,634,484

F1 · kind: As previously disclosed by Bentley Systems, Incorporated ( the "Company"), during the second quarter of 2022 the Company began to exercise its right to require that certain awardees of equity compensation and recipients of distributions from the Company's nonqualified deferred compensation plan receive vested awards and distributions (as applicable) in the form of gross quantities of Company Class B Common Stock (the "Common Stock") and to require such awardees and recipients to promptly reimburse the Company for their tax withholding amounts in cash. Prior to that election, all such vesting and distributions were made on a net basis, with the Company withholding shares of Common Stock in consideration of remitting withholding taxes on behalf of recipients.

F2 · kind: Due to a 1,000 character limit, Footnote 2 is a continuation of Footnote 1: Accordingly, in light of this change in practice, the Reporting Person entered into a 10b5-1 trading plan (the "Plan") to sell previously-owned shares of Common Stock for the primary purpose of meeting his current and future tax withholding obligations. All sales reflected on this Form 4 were made pursuant to the Plan.

SEC source: 0001104659-22-105878 · tm2227359-1_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 162,960

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.

SEC source: 0001104659-22-100840 · tm2225081-13_4seq1.xml · nonDerivative · entry 1

Griswold Kirk B. · CIK 0001825243 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 537,142

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.

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.

SEC source: 0001104659-22-100838 · tm2225081-11_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,335,699

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.

SEC source: 0001104659-22-100837 · tm2225081-10_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 177,256

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.