Bentley Systems, Incorporated Form 4 Filings

BENTLEY SYSTEMS INC Chief Revenue Officer Brock Ballard had 293 shares of Class B common stock withheld at $37.88 per share to cover taxes due on previously vested equity awards. After this tax-withholding disposition, he directly holds 93,672 shares of Class B common stock.

Bentley Systems Chief Financial Officer Andre Werner reported a routine tax-related share disposition. On March 17, 2026, 1,503 shares of Class B common stock were withheld by the company at $37.88 per share to cover taxes due upon vesting of prior equity awards. After this withholding, Werner directly owned 376,625 shares, indicating he retains a substantial equity stake and that the transaction reflects compensation-related tax obligations rather than an open-market sale.

BENTLEY SYSTEMS INC chief executive officer Nicholas Cumins reported a routine tax-related share disposition. On this Form 4, 2,430 shares of Class B Common Stock were withheld by the company at $37.88 per share to cover taxes due on previously vested awards, rather than being sold in the open market. After this withholding, Cumins continues to hold 531,132 shares directly.

Bentley Systems Chief Executive Officer Nicholas Cumins reported a routine tax-related share disposition. On the vesting of previously granted awards, the company withheld 6,626 shares of Class B common stock at $38.19 per share to cover his tax obligations. After this withholding, Cumins directly holds 533,562 Class B shares, indicating he retains a substantial equity stake in the company.

Bentley Systems Chief Technology Officer Julien Moutte reported a routine tax-related share transaction. On the vesting of previously granted awards, 4,978 shares of Class B common stock were withheld by the company to cover his tax obligations at a price of $38.19 per share. After this tax-withholding disposition, Moutte directly holds 93,431 shares of Bentley Systems stock. This event reflects compensation-related tax settlement rather than an open-market sale or purchase.

Bentley Systems’ Chief Operating Officer James K. Lee reported a routine tax-related share withholding. On the reported date, 747 shares of Class B common stock were withheld by the company to cover taxes due upon vesting of previously granted awards, not sold in the open market. Following this tax-withholding disposition, Lee directly holds 220,573 shares, indicating he retains a substantial equity position in Bentley Systems.

Bentley Systems Chief Legal Officer David R. Shaman reported a routine tax-withholding transaction in Class B Common Stock. On this date, 4,587 shares were withheld by the company at $38.19 per share to cover taxes due upon vesting of prior equity awards.

After this withholding, he directly owned 660,013 Class B shares. He also had indirect holdings reported as 279,308 shares through Grantor Retained Annuity Trusts, 55,527 shares via a spouse as trustee, and 32,635 shares in a 401(k) plan.

Bentley Systems Chief Revenue Officer Brock Ballard reported a routine tax-related share disposition. On the vesting of previously granted awards, 4,147 shares of Class B common stock were withheld by Bentley Systems to cover his tax obligations at a price of $38.19 per share.

After this withholding, Ballard directly holds 93,965 Class B shares, indicating the event reflects compensation-related tax settlement rather than an open-market sale.

Bentley Systems Chief Financial Officer Andre Werner reported a routine tax-related share disposition. On the vesting of previously granted awards, the company withheld 5,096 shares of Class B Common Stock at $38.19 per share to cover his tax obligations, as noted in the footnote. After this withholding, Werner directly holds 378,128 Class B shares, indicating he maintains a substantial equity position in the company. This event reflects tax withholding mechanics rather than an open-market sale.

Bentley Systems Inc Chief Accounting Officer Thomas F. Trimback reported a small share disposition related to taxes, not an open-market trade. On March 13, 2026, 451 shares of Class B Common Stock were withheld by the company at $38.19 per share to cover tax obligations on previously vested awards. After this tax-withholding transaction, Trimback directly holds 19,471 shares of Class B Common Stock, indicating this was a routine compensation-related event rather than a discretionary stock sale.

Bentley Systems Inc director and large shareholder Raymond B. Bentley reported a bona fide gift of 250,000 shares of Class B Common Stock on March 12, 2026, at a stated price of $0.00 per share. After this disposition, he directly holds 14,810,613 Class B shares, with additional indirect holdings of 125,000 shares held by his spouse and 92,654 shares held through a 401(k) plan.

Bentley Systems Executive Chair & President Gregory S. Bentley reported an open-market sale of 100 shares of Class B Common Stock at $40.01 per share. According to the filing, these shares were distributed from the company’s Non-Qualified Deferred Compensation Plan in January 2026 and sold under a pre-arranged Rule 10b5-1 trading plan adopted on December 10, 2024.

After this transaction, he directly holds 7,614,841 Class B shares and has additional indirect holdings of 29,155 shares through his spouse and 92,654 shares through a 401(k) plan.

Lee James K reported acquisition or exercise transactions in this Form 4 filing.

Bentley Systems Chief Operating Officer James K. Lee reported two equity compensation grants of Class B Common Stock. He received 36,297 shares as a time-based restricted stock unit award under the Career Stock Program, vesting on December 15, 2030. He also received 12,607 shares as a time-based restricted stock unit award under the 2020 Omnibus Incentive Plan, vesting over four years with one-quarter vesting on each anniversary of the grant date. These awards are recorded at a price of $0.00 per share, reflecting their nature as compensation rather than open-market purchases.

Moutte Julien reported acquisition or exercise transactions in this Form 4 filing.

Bentley Systems Chief Technology Officer Julien Moutte received a grant of 20,493 shares of Class B common stock in the form of time-based restricted stock units under the company’s 2020 Omnibus Incentive Plan. These units vest over four years, with one-quarter vesting on each anniversary of the grant date, bringing his direct holdings to 98,409 shares.

Cumins Nicholas reported acquisition or exercise transactions in this Form 4 filing.

Bentley Systems Chief Executive Officer Nicholas Cumins received two equity awards of Class B Common Stock as part of his compensation. He was granted 74,839 time-based restricted stock units under the Career Stock Program that vest on December 15, 2030, and 28,107 time-based restricted stock units under the 2020 Omnibus Incentive Plan that vest in four equal annual installments on each grant date anniversary. Following these grants, he directly owns a total of 540,188 shares of Class B Common Stock.

Trimback Thomas F reported acquisition or exercise transactions in this Form 4 filing.

Bentley Systems’ Chief Accounting Officer Thomas F. Trimback received a grant of 3,982 shares of Class B Common Stock on March 6, 2026. The award is a time-based restricted stock unit grant under the 2020 Omnibus Incentive Plan that vests over four years, with one-quarter vesting on each anniversary of the grant date. Following this compensation grant, Trimback directly holds 19,922 shares of Class B Common Stock.

Andre Werner reported acquisition or exercise transactions in this Form 4 filing.

Bentley Systems Chief Financial Officer Andre Werner received an award of 21,706 shares of Class B common stock as a time-based restricted stock unit grant under the company’s 2020 Omnibus Incentive Plan. The award vests over four years, with one-quarter vesting on each anniversary of the grant date.

After this grant, Werner directly holds 383,224 shares of Class B common stock. Because this is a compensation-related grant at no stated purchase price, it reflects equity-based pay rather than an open-market share purchase.

Ballard Brock reported acquisition or exercise transactions in this Form 4 filing.

Bentley Systems reported that Chief Revenue Officer Brock Ballard received a grant of 19,769 shares of Class B common stock as a time-based restricted stock unit award. The award was granted at no cash cost and will vest over four years, with one-quarter vesting on each grant date anniversary. Following this compensation grant, Ballard directly holds 98,112 shares.

Shaman David R. reported acquisition or exercise transactions in this Form 4 filing.

Bentley Systems Chief Legal Officer David R. Shaman received a grant of 18,769 shares of Class B common stock as a time-based restricted stock unit award at a stated price of $0. The award was granted under the company’s 2020 Omnibus Incentive Plan and vests over four years, with one-quarter vesting on each anniversary of the grant date.

Following the grant, Shaman directly holds 664,600 shares of Class B common stock. The filing also reports indirect holdings of Class B shares through grantor retained annuity trusts, a spouse acting as trustee, and a 401(k) plan, reflecting additional beneficial ownership held via these entities.

Bentley Systems Inc executive chair and president Gregory S. Bentley reported two bona fide gifts of 672 shares each of Class B common stock on March 3, 2026, at a reported price of $0.0000 per share. After these gifts, he directly held 7,614,941 Class B shares and had additional indirect holdings of 29,155 shares by spouse and 92,654 shares through a 401(k) plan.

Bentley Systems, Inc. insider tax withholding transaction

Bentley Systems, Inc. Chief Accounting Officer Thomas F. Trimback reported a Form 4 transaction involving company Class B Common Stock. On 01/30/2026, 300 shares were withheld by the issuer at $35.12 per share to cover taxes due upon vesting of previously granted equity awards, leaving Trimback with 15,940 directly held shares.

Bentley Systems, Inc. Executive Chair & President Gregory S. Bentley reported equity compensation activity in Class B common stock. On January 23, 2026, he acquired 36,765 shares at $38.84 per share as the stock portion of compensation under the company’s Bonus Pool Plan. On the same date, 16,081 shares were withheld by the company at $38.84 per share to cover taxes related to this bonus payment.

After these transactions, Gregory Bentley directly beneficially owned 7,616,285 Class B shares. In addition, 29,155 shares were held indirectly by his spouse and 92,654 shares were held indirectly through a 401(k) plan, as reported on the form.

Bentley Systems, Inc. Chief Legal Officer David R. Shaman reported equity-related transactions in Class B common stock. On January 23, 2026, he acquired 18,456 shares at $38.84 per share upon the vesting of previously granted performance-based restricted stock units. On the same date, 5,478 shares at $38.84 per share were withheld by the company to cover taxes tied to that vesting, leaving him with 645,831 Class B shares held directly. He also reports indirect holdings of 279,308 shares through grantor retained annuity trusts, 55,527 shares held with his spouse as trustee, and 32,635 shares through a 401(k) plan.

Bentley Systems Chief Revenue Officer Ballard Brock reported equity award activity in company stock. On January 23, 2026, he acquired 17,343 shares of Class B Common Stock at $38.84 per share upon the vesting of performance-based restricted stock units previously granted to him. On the same date, 4,977 shares of Class B Common Stock at $38.84 per share were withheld by Bentley Systems to cover taxes due on this vesting. After these transactions, Brock directly held 78,343 shares of Bentley Systems Class B Common Stock.

Bentley Systems, Inc. chief accounting officer Thomas F. Trimback reported equity compensation activity in the company’s Class B common stock. On January 23, 2026, he acquired 3,652 shares at $38.84 per share, representing shares delivered upon vesting of performance-based restricted stock units previously granted to him. On the same date, 1,234 shares at $38.84 per share were withheld by the company to cover taxes due on that vesting. After these transactions, Trimback directly owned 16,240 shares of Bentley Systems Class B common stock.

Bentley Systems, Inc. Chief Executive Officer Nicholas Cumins reported routine equity compensation activity involving Class B common stock. On January 23, 2026, he acquired 24,532 shares at $38.84 per share through the vesting of previously granted performance-based restricted stock units. On the same date, 10,402 shares at $38.84 per share were withheld by Bentley Systems to cover taxes due upon this vesting.

After these transactions, Cumins directly beneficially owned 437,242 shares of Bentley Systems Class B common stock. The activity reflects standard executive compensation and tax withholding mechanics rather than an open-market purchase or sale.

Bentley Systems, Inc. (BSY) Chief Financial Officer Andre Werner reported equity award activity involving the company’s Class B Common Stock. On January 23, 2026, he acquired 20,659 shares at $38.84 per share, representing the vesting of previously granted performance-based restricted stock units. On the same date, 6,103 shares at $38.84 per share were withheld by Bentley Systems to cover taxes related to that vesting. Following these transactions, Werner directly beneficially owned 361,518 shares of Class B Common Stock.

Bentley Systems, Inc. Chief Technology Officer Julien Moutte reported equity-related transactions in Class B common stock. On January 23, 2026, he acquired 17,240 shares of Class B common stock at $38.84 per share, representing shares delivered upon the vesting of previously granted performance-based restricted stock units. On the same date, 8,459 shares of Class B common stock at $38.84 per share were withheld by Bentley Systems to cover taxes related to that vesting. Following these transactions, Moutte beneficially owned 77,916 shares of Class B common stock held directly, which includes shares acquired through the company’s Global Employee Stock Purchase Plan for an offering period that ended on December 31, 2025.

Bentley Systems Chief Operating Officer Lee James K reported equity compensation activity involving the company’s Class B common stock. On January 23, 2026, he acquired 12,396 shares at $38.84 per share when performance-based restricted stock units vested. On the same date, 3,270 shares at $38.84 were withheld by Bentley Systems to cover taxes due on this vesting. After these transactions, he directly owned 172,416 Class B shares. These transactions reflect stock-based compensation and tax withholding rather than an open-market purchase or sale.

Bentley Systems director and 10% owner Raymond B. Bentley reported a share withholding related to taxes rather than an open-market trade. On January 15, 2026, the issuer withheld 42,970 shares of Class B Common Stock at $39.07 per share to cover taxes due on a scheduled distribution from the company’s Non-Qualified Deferred Compensation Plan. Following this transaction, he directly held 15,060,613 Class B shares. He also reported indirect holdings of 125,000 shares held by his spouse and 92,654 shares held through a 401(k) plan.

Bentley Systems director and 10% owner Keith A. Bentley reported an insider transaction involving the company’s Class B Common Stock. On January 9, 2026, 94,684 shares of Class B Common Stock were withheld at $40.13 per share to cover taxes due on a scheduled distribution from the issuer’s Non-Qualified Deferred Compensation Plan.

After this tax withholding, he beneficially owned 3,842,326 Class B shares directly, plus 12,696,921 Class B shares indirectly through a Grantor Retained Annuity Trust and 92,654 Class B shares indirectly through a 401(k) plan.

Bentley Systems, Inc. insider who is both a director and 10% owner reported a routine tax-related transaction. On 01/01/2026, the issuer withheld 24,625 shares of Class B common stock to cover taxes due on a scheduled distribution from the company’s Non-Qualified Deferred Compensation Plan, at a volume-weighted average price of $38.155 per share.

After this withholding, the reporting person beneficially owns 3,937,010 Class B shares directly, plus 12,696,921 Class B shares through a Grantor Retained Annuity Trust and 92,654 Class B shares through a 401(k) plan.

Bentley Systems, Inc. reported an insider transaction by its Chief Financial Officer on 12/15/2025. The filing shows that 4,401 shares of Class B common stock were disposed of at $40.25 per share, coded as an "F" transaction. This code indicates the shares were withheld by the company to cover taxes due when previously granted equity awards vested.

After this tax withholding, the reporting person beneficially owned 346,962 shares of Class B common stock, held directly. The transaction was made under standard equity compensation and tax procedures and was filed as a Form 4 for one reporting person.

Bentley Systems Chief Executive Officer and director reported a routine share transaction related to equity award vesting. On 12/15/2025, 17,162 shares of Class B Common Stock were disposed of at $40.25 per share under transaction code "F", which indicates shares withheld to cover taxes. After this tax-withholding transaction, the reporting person beneficially owned 423,112 shares directly. The filing notes that the shares were retained by the company to satisfy tax obligations arising from previously granted awards that vested.

Bentley Systems, Inc. Chief Operating Officer filed a Form 4 reporting a routine share withholding related to equity compensation. On 12/15/2025, 9,166 shares of Class B common stock were disposed of at a price of $40.25 per share, coded "F" to indicate shares withheld by the company to cover taxes due upon vesting of previously granted awards. After this tax withholding, the officer beneficially owns 163,290 shares of Class B common stock directly.

Bentley Systems, Inc. Chief Legal Officer reported several equity transactions involving Class B common stock. On 12/15/2025, the officer had 4,165 shares and 730 shares withheld by the company at a price of $40.25 per share to cover tax obligations tied to previously granted awards and restricted stock units, including awards under the company’s 2020 Omnibus Incentive Plan. The filing also shows a disposition of 2,500 shares at $0.00 coded as a gift. After these transactions, the officer directly owned 632,755 Class B shares, with additional indirect holdings of 279,308 shares through grantor retained annuity trusts, 55,527 shares via a spouse trustee, and 32,635 shares in a 401(k) plan.

Bentley Systems, Inc. reported a routine insider equity transaction by its Chief Financial Officer. On 12/11/2025, the CFO acquired 157 shares of Class B common stock at a reported price of $0.00.

These shares represent dividend equivalent rights that accrued in connection with a dividend paid on previously granted awards and will vest on the same terms as those underlying awards. Following this transaction, the CFO directly beneficially owns 351,363 shares of Class B common stock.

Bentley Systems reported an insider transaction by its Chief Accounting Officer, who filed a Form 4 showing the acquisition of 16 shares of Class B Common Stock on 12/11/2025. These shares were received at a price of $0.00 as dividend equivalent rights that accrued in connection with a dividend paid on previously granted awards and will vest on the same terms as those awards.

Following this transaction, the officer beneficially owns 13,822 shares of Bentley Systems Class B Common Stock, held as a direct ownership position.

A director and 10% owner of Bentley Systems, Inc. reported receiving 1,730 shares of Class B common stock on December 11, 2025. These shares represent dividend equivalent rights that accrued in connection with a dividend paid on previously granted awards and will vest on the same terms as those original awards.

Following this accrual, the reporting person beneficially owns 15,103,583 Class B common shares directly, with additional indirect holdings reported through a spouse and a 401(k) plan. The transaction was recorded at a price of $0.00 per share, reflecting that it was a dividend-based credit rather than an open-market purchase.

Bentley Systems, Inc. director and 10% owner reported acquiring 1,284 shares of Class B common stock on December 11, 2025 at a price of $0.00 per share.

These shares represent dividend equivalent rights that accrued in connection with a dividend on previously granted awards and will vest on the same terms as the related awards. After this transaction, the reporting person beneficially owns 3,961,635 Class B shares directly, 12,696,921 shares through a Grantor Retained Annuity Trust, and 92,654 shares through a 401(k) plan.

Bentley Systems, Inc. reported that its Chief Executive Officer, who is also a director, acquired 485 shares of Class B common stock on 12/11/2025 at a price of $0.00 per share. These shares are dividend equivalent rights that accrued in connection with a dividend paid on previously granted awards and will vest on the same terms as those underlying awards. After this transaction, the officer beneficially owns 440,274 shares of Class B common stock directly.

Bentley Systems disclosed that one of its directors received additional Class B common stock through routine dividend-related adjustments. On December 11, 2025, the director acquired 85 shares of Class B common stock at a price of $0.00 per share.

These shares represent dividend equivalent rights that accrued when the company paid a dividend on previously granted awards and will vest on the same terms as those awards. After this transaction, the director beneficially owns 461,212 Class B shares, held directly, reflecting a small increase tied to existing equity awards rather than an open-market trade.

Bentley Systems, Inc. reported that its Chief Technology Officer acquired 72 shares of Class B common stock on 12/11/2025. The transaction was coded as an acquisition at a reported price of $0.00 per share, bringing the officer’s directly owned stake to 68,975 shares after the transaction.

The filing explains that these shares represent dividend equivalent rights that accrued in connection with a dividend paid on previously granted awards, and they will vest on the same terms as the awards to which they relate.

Bentley Systems, Incorporated disclosed an insider transaction by a director and 10% owner involving its Class B common stock. On 12/11/2025, the reporting person acquired 5 additional Class B shares at a price of $0.00 through dividend equivalent rights tied to previously granted awards.

After this transaction, the insider beneficially owned 11,838,258 Class B shares directly and 92,654 shares indirectly through a 401(k) plan. The dividend equivalent rights accrued in connection with a dividend paid by Bentley Systems and will vest on the same terms as the underlying awards.

Bentley Systems reported that its Chief Operating Officer acquired 264 shares of Class B common stock on 12/11/2025 at a price of $0.00 per share.

The shares represent dividend equivalent rights that accrued in connection with a dividend paid on previously granted awards and will vest on the same terms as those awards. After this transaction, the officer beneficially owns 172,456 shares of Bentley Systems Class B common stock held directly.

Bentley Systems disclosed an insider stock acquisition by its Executive Chair and President, who is also a director and 10% owner. On 12/11/2025, this insider acquired 3,958 shares of Class B Common Stock at a price of $0.00 per share, recorded as an "A" transaction tied to previously granted awards.

The filing explains that these shares represent dividend equivalent rights that accrued when the company paid a dividend, and they will vest on the same terms as the underlying awards. Following this transaction, the insider directly beneficially owns 7,595,601 Class B shares, with additional indirect holdings of 29,155 shares through a spouse and 92,654 shares through a 401(k) plan.

Bentley Systems’ Chief Legal Officer reported acquiring additional Class B common stock through dividend-related awards. On 12/11/2025, the officer received 460 Class B shares at $0.00, described as dividend equivalent rights that accrued in connection with a dividend paid on previously granted equity awards and that vest on the same terms as those awards.

After this transaction, the officer beneficially owned 640,150 Class B shares directly, plus indirect holdings of 279,308 shares through grantor retained annuity trusts, 55,527 shares with a spouse as trustee, and 32,635 shares through a 401(k) plan.

Bentley Systems reported that its Chief Revenue Officer acquired 78 shares of Class B common stock on 12/11/2025 at a price of $0.00 per share. After this transaction, the executive directly beneficially owns 68,192 shares.

The shares represent dividend equivalent rights that accrued in connection with a dividend paid on previously granted awards and will vest on the same terms as the related awards, making this a routine, non-cash adjustment to the officer’s equity stake.

Bentley Systems, Inc. director and 10% owner reported transferring 121,951 shares of Class B common stock at a stated price of $0.00 on December 10, 2025. After this transaction, the insider beneficially owned 15,101,853 Class B shares directly, 125,000 shares indirectly through a spouse, and 92,654 shares through a 401(K) plan.