BSY

SEC source: 0001104659-22-100836 · tm2225081-9_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 169,762

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: 0001104659-22-100835 · tm2225081-8_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 864,547

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: 0001104659-22-100834 · tm2225081-7_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: 8,636,152

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: 0001104659-22-100833 · tm2225081-6_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 701,196

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: 0001104659-22-100832 · tm2225081-5_4seq1.xml · nonDerivative · entry 2

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,997,891

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: 0001104659-22-100830 · tm2225081-4_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,344,727

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: 0001104659-22-100108 · tm2225081-3_4seq1.xml · nonDerivative · entry 4

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,633,585

SEC source: 0001104659-22-100108 · tm2225081-3_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: 8,640,085

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.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on September 13, 2022 at prices ranging from $35.665 to $36.64. 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: 0001104659-22-099642 · tm2225081-2_4seq1.xml · nonDerivative · entry 4

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,344,171

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on September 12, 2022 at prices ranging from $38.50 to $38.61. 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: 0001104659-22-099642 · tm2225081-2_4seq1.xml · nonDerivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,345,222

F2 · kind: The sales reported in this Form 4 were effected pursuant to a Rule 10b5-1 trading plan.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on September 12, 2022 at prices ranging from $37.50 to $38.48. 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: 0001104659-22-100108 · tm2225081-3_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: 8,731,799

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 September 12, 2022 at prices ranging from $38.42 to $38.54. 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: 0001104659-22-100108 · tm2225081-3_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: 8,734,701

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 September 12, 2022 at prices ranging from $37.42 to $38.41. 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: 0001104659-22-099642 · tm2225081-2_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,383,457

F2 · 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 September 9, 2022 at prices ranging from $38.19 to $39.095. 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: 0001104659-22-099642 · tm2225081-2_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,544,171

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: 0001104659-22-100832 · tm2225081-5_4seq1.xml · nonDerivative · entry 1

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,996,282

SEC source: 0001104659-22-097521 · tm2225081-1_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 864,110

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: 0001104659-22-090067 · tm2223320-1_4seq1.xml · nonDerivative · entry 1

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,105,519

F1 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on August 10, 2022 at prices ranging from $41.00 to $41.37. 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: 0001104659-22-081990 · tm2220872-6_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 177,223

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 June 30, 2022 for which the Reporting Person's enrollment and contribution elections were made in December 2021.

SEC source: 0001104659-22-081593 · tm2220872-5_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: 8,808,390

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

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.

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.

SEC source: 0001104659-22-081591 · tm2220872-4_4seq1.xml · nonDerivative · entry 1

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,305,519

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.

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 June 30, 2022 for which the Reporting Person's enrollment and contribution elections were made in December 2021.

SEC source: 0001104659-22-079162 · tm2220872-1_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 895,825

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 · price: Reflects a weighted average price calculated in accordance with the terms of the Bentley Systems, Incorporated 2015 Equity Incentive Plan, as amended and restated effective as of May 29, 2018.

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 June 30, 2022 for which the Reporting Person's enrollment and contribution elections were made in December 2021.

SEC source: 0001104659-22-079164 · tm2220872-2_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 862,742

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 · price: Reflects a weighted average price calculated in accordance with the terms of the Bentley Systems, Incorporated 2015 Equity Incentive Plan, as amended and restated effective as of May 29, 2018.

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 June 30, 2022 for which the Reporting Person's enrollment and contribution elections were made in December 2021.

SEC source: 0001104659-22-074782 · tm2219427-10_4seq1.xml · nonDerivative · entry 1

Andre Werner · CIK 0001825257 · Chief Financial Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 177,561

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: 0001104659-22-074781 · tm2219427-9_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,334,753

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: 0001104659-22-074780 · tm2219427-8_4seq1.xml · nonDerivative · entry 1

Cumins Nicholas · CIK 0001896877 · Chief Operating Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 169,670

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: 0001104659-22-074777 · 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.

SEC source: 0001104659-22-074779 · tm2219427-7_4seq1.xml · nonDerivative · entry 1

Griswold Kirk B. · CIK 0001825243 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 537,073

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: 0001104659-22-074775 · tm2219427-4_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: 8,731,215

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: 0001104659-22-074771 · tm2219427-2_4seq1.xml · nonDerivative · entry 2

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,273,909

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: 0001104659-22-074776 · tm2219427-5_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 864,075

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: 0001104659-22-074772 · tm2219427-3_4seq1.xml · nonDerivative · entry 1

Shaman David R. · CIK 0001825193 · Chief Legal Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 897,067

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: 0001104659-22-074769 · tm2219427-1_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,869,042

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: 0001104659-22-067647 · tm2217558-1_4seq1.xml · nonDerivative · entry 1

Bergsma Gus · CIK 0001896873 · Chief Revenue Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 863,628

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: 0001104659-22-065979 · tm2217137-3_4seq1.xml · nonDerivative · entry 1

Griswold Kirk B. · CIK 0001825243 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 537,002

F1 · kind: Represents director compensation paid to Mr. Griswold pursuant to the Issuer's Non-Employee Director Compensation Policy upon his reelection to the Issuer's Board of Directors.

SEC source: 0001104659-22-065973 · tm2217137-2_4seq1.xml · nonDerivative · entry 1

HAUGEN JANET BRUTSCHEA · CIK 0001185136 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 16,242

F1 · kind: Represents director compensation paid to Ms. Haugen pursuant to the Issuer's Non-Employee Director Compensation Policy upon her reelection to the Issuer's Board of Directors.

SEC source: 0001104659-22-065968 · tm2217137-1_4seq1.xml · nonDerivative · entry 1

Hughes Brian F. · CIK 0001825326 · Director

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,544

F1 · kind: Represents director compensation paid to Mr. Hughes pursuant to the Issuer's Non-Employee Director Compensation Policy upon his reelection to the Issuer's Board of Directors.

SEC source: 0001104659-22-074771 · tm2219427-2_4seq1.xml · nonDerivative · entry 1

Hollister David J. · CIK 0001825456 · Chief Investment Officer

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,272,291

SEC source: 0001104659-22-052614 · tm2213180-10_4seq1.xml · nonDerivative · entry 6

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,333,785

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 March 14, 2022.

F7 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 28, 2022 at prices ranging from $42.61 to $42.63. 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.

SEC source: 0001104659-22-052614 · tm2213180-10_4seq1.xml · nonDerivative · entry 5

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,340,009

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 March 14, 2022.

F6 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 28, 2022 at prices ranging from $41.61 to $42.605. 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: 0001104659-22-052614 · tm2213180-10_4seq1.xml · nonDerivative · entry 4

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,386,870

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 March 14, 2022.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 27, 2022 at prices ranging from $41.935 to $42.41. 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: 0001104659-22-052614 · tm2213180-10_4seq1.xml · nonDerivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,422,071

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 March 14, 2022.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 27, 2022 at prices ranging from $40.935 to $41.93. 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: 0001104659-22-052614 · tm2213180-10_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,516,906

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 March 14, 2022.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 26, 2022 at prices ranging from $42.385 to $42.99. 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: 0001104659-22-052614 · tm2213180-10_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,523,759

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 March 14, 2022.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 26, 2022 at prices ranging from $41.385 to $42.36. 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: 0001104659-22-050378 · tm2213180-9_4seq1.xml · nonDerivative · entry 5

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,647,285

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 March 14, 2022.

F6 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 25, 2022 at prices ranging from $43.3600 to $43.4000. 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: 0001104659-22-050378 · tm2213180-9_4seq1.xml · nonDerivative · entry 4

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,651,426

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 March 14, 2022.

F5 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 25, 2022 at prices ranging from $42.3600 to $43.3500. 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: 0001104659-22-050378 · tm2213180-9_4seq1.xml · nonDerivative · entry 3

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,786,276

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 March 14, 2022.

F4 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 25, 2022 at prices ranging from $41.3600 to $42.3550. 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: 0001104659-22-050378 · tm2213180-9_4seq1.xml · nonDerivative · entry 2

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,860,832

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 March 14, 2022.

F3 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 22, 2022 at prices ranging from $43.0100 to $43.9600. 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: 0001104659-22-050378 · tm2213180-9_4seq1.xml · nonDerivative · entry 1

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

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 17,886,145

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 March 14, 2022.

F2 · price: The price reported in Column 4 is a weighted average price. These shares were sold in multiple transactions on April 22, 2022 at prices ranging from $42.0100 to $43.0000. 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.