Gregory S. Bentley is the CEO of Bentley Systems, Incorporated, where he has served since August 2000. He has a Bachelor's degree in Civil Engineering from the University of Pennsylvania. Before leading Bentley, Gregory co-founded and managed Devon Systems International, a financial trading software company, showcasing his early entrepreneurial spirit. Under his leadership, Bentley Systems has focused on creating innovative infrastructure software that empowers users to tackle engineering challenges. He is also deeply committed to promoting diversity and inclusion within the tech industry, launching initiatives aimed at increasing representation from underrepresented groups and neurodiverse candidates. Bentley Systems' recent efforts include partnerships with Historically Black Colleges and Universities to mentor future engineers. In 2023, Gregory's total compensation was about $19.3 million, which mainly came from a robust bonus plan tied to company performance. This reflects his dedication to aligning management incentives with shareholder interests. Gregory’s journey from a Civil Engineering background to leading a prominent tech company illustrates how diverse experiences can shape effective leadership in the technology sector.

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Gregory S. Bentley

Founder and Ex-CEO of Bentley Systems, Incorporated

Education

Bachelor's degree in Civil Engineering from the University of Pennsylvania.

Field of Expertise

Technology & Engineering - Engineering

Sector of Economy

Technology

Born

May 1, 1967 - 58 years ago

CEO of Bentley Systems, Incorporated for

3 years 9 months (Sep 2020 - Jul 2024)

Previous Experience

Various roles within Bentley Systems since its founding, including Chief Technology Officer and other executive positions.

Rivals

Competitors/colleagues of Gregory S. Bentley

Howard Fu

CEO of Procore Technologies

2023 Compensation

Stock

$4.15M

Salary

$400.00K

Bonus

$242.76K

Other

$0.00

Total Holdings

$10.18M

Andrew Anagnost

CEO of Autodesk

2023 Compensation

Stock

$0.00

Salary

$1.05M

Bonus

$1.51M

Other

$153.26K

Total Holdings

$37.20M

Tooey Courtemanche

Founder and CEO of Procore Technologies

2023 Compensation

Stock

$17.51M

Salary

$545.00K

Bonus

$541.87K

Other

$24.42K

Total Holdings

$229.85M

Paul E. Lyandres

CEO of Procore Technologies

2023 Compensation

Stock

$800.00K

Salary

$450.00K

Bonus

$100.00K

Other

$50.00K

Total Holdings

$34.50M

Ajei S. Gopal

CEO of Ansys

2023 Compensation

Stock

$0.00

Salary

$850.00K

Bonus

$2.40M

Other

$0.00

Total Holdings

$94.82M

Yamini Rangan

CEO of HubSpot

2023 Compensation

Stock

$0.00

Salary

$80.00K

Bonus

$0.00

Other

$145.17K

Total Holdings

$44.99M

Holdings

See how much did Gregory S. Bentley make over time.

Gregory S. Bentley holds a substantial amount of Bentley Systems, Incorporated Class B common stock. His wealth has seen interesting fluctuations, ranging from $297.02 million in September 2020, increasing steadily, peaking at about $597.37 million in September 2021. Since then, his stock value has fluctuated but has remained significantly high, reflecting his strong belief in the company's potential. In the latest reports, his holdings were around $399 million, highlighting consistent engagement with company growth despite market variations. Bentley's stock strategy effectively showcases his confidence in Bentley Systems’ long-term vision. The continuity in his stock ownership illustrates a strong alignment with the company’s future success and resilience.

Total Stock Sold

$78.45M

BSY

$78.45M

1,724,791 BSY shares

What if they kept their stock?

If Gregory S. Bentley didn't sell their stock, today they would have:
Extra BSY1,724,791 shares worth $57.76M.
This is -26.37% and $20.69M less than what they got when they sold the stock.

Charitable Transactions

BSY

326,263 shares

BSY

Recent Charitable Transactions

BSY

3,630 shares

BSY

Mar 12, 2025

Charity

BSY

4,041 shares

BSY

Dec 3, 2024

Charity

BSY

10,493 shares

BSY

Aug 7, 2024

Charity

BSY

2,007 shares

BSY

Mar 8, 2024

Charity

BSY

20,261 shares

BSY

Sep 11, 2023

Charity

BSY

11,057 shares

BSY

May 10, 2023

Charity

Insider Trading

See recent insider trades of Gregory S. Bentley.

BSY

$6.64M

BSY at $41.04/share

Mar 12, 2025

Sale

BSY

3,630 shares

BSY

Mar 12, 2025

Charity

BSY

$1.06M

BSY at $46.56/share

Jan 22, 2025

Received

BSY

2,914 shares

BSY

Dec 12, 2024

Received

BSY

4,041 shares

BSY

Dec 3, 2024

Charity

BSY

$1.28M

BSY at $49.61/share

Oct 30, 2024

Received

BSY

2,798 shares

BSY

Sep 26, 2024

Received

BSY

10,493 shares

BSY

Aug 7, 2024

Charity

BSY

$4.28M

BSY at $48.51/share

Jul 24, 2024

Received

BSY

2,806 shares

BSY

Jun 13, 2024

Received

Compensation History

See how much did Gregory S. Bentley make over time.

In 2023, Gregory S. Bentley received a total compensation package worth approximately $19.3 million. His base salary was $200,000, which is typical for executives in his position. However, a substantial part of his earnings came from a bonus of around $4.76 million, reflecting his significant stake in the company's success through the Bonus Pool Plan. This plan aligns payouts with performance metrics, ensuring that the leadership is motivated to drive growth and profitability. Additionally, he had $14.3 million in vested stocks, emphasizing the value of long-term investment in the company. The way his compensation is structured not only incentivizes performance but also ties directly to the overall success of Bentley Systems, showcasing a philosophy that rewards results and aligns with shareholder interests. Overall, Bentley’s compensation strategy signifies a strong commitment to achieving business success while maintaining accountability to shareholders.

Year

2023

Total Compensation

$19.30M

Salary

$200.00K

Board Justification

The compensation philosophy emphasizes pay for performance and market-based compensation to attract, motivate, and retain a skilled management team aligned with stockholder interests.

Bonus

$4.76M

Board Justification

Gregory S. Bentley participates in the Bonus Pool Plan, which is based on the company's adjusted internal Management Report Operating Income (MROI). For fiscal year 2023, he was allocated a 36.4% interest from the bonus pool, which is paid in cash or shares of fully vested Class B common stock.

Other

$39.57K

Board Justification

Other compensation includes matching contributions to the Company’s 401(k) plan and allowances for health and fitness memberships.

Restricted Stock

$14.30M(298.44K Class B common stock)

Board Justification

The stock awarded to Gregory S. Bentley represents fully vested shares of Class B common stock issued in settlement of amounts payable under the Bonus Pool Plan for the fiscal year 2023.

Performance Metrics

The performance metrics for determining Gregory S. Bentley's compensation include adjusted operating income with stock-based compensation margin and new business growth.

Other Bentley Systems, Incorporated CEOs

Here are other CEOs of Bentley Systems, Incorporated

Nicholas H. Cumins

CEO of Bentley Systems, Incorporated

July 2024 - Present