Bentley Systems, Incorporated Declares Fourth Quarter 2023 Dividend Press Release November 17, 2023 EXTON, Pa.–(BUSINESS WIRE) Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced that its Board of Directors declared a $0.05 per share dividend for the fourth quarter of 2023. The cash dividend is payable on December 14, 2023 to all stockholders of record of Class A and Class B common stock as of the close of business on December 4, 2023. About Bentley Systems Bentley Systems (Nasdaq: BSY) is the infrastructure engineering software company. We provide innovative software to advance the world’s infrastructure – sustaining both the global economy and environment. Our industry-leading software solutions are used by professionals, and organizations of every size, for the design, construction, and operations of roads and bridges, rail and transit, water and wastewater, public works and utilities, buildings and campuses, mining, and industrial facilities. Our offerings, powered by the iTwin Platform for infrastructure digital twins, include MicroStation and Bentley Open applications for modeling and simulation, Seequent’s software for geoprofessionals, and Bentley Infrastructure Cloud encompassing ProjectWise for project delivery, SYNCHRO for construction management, and AssetWise for asset operations. Bentley Systems’ 5,000 colleagues generate annual revenues of more than

Bentley Systems Announces Operating Results for the Third Quarter of 2023 Press Release November 7, 2023 EXTON, Pa.–(BUSINESS WIRE) Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced operating results for its third quarter and nine months ended September 30, 2023. Third Quarter 2023 Operating Results Total revenues were $306.6 million, up 14.3% or 11.0% on a constant currency basis, year-over-year; Subscriptions revenues were $270.8 million, up 15.1% or 11.7% on a constant currency basis, year-over-year; Annualized Recurring Revenues (“ARR”) was $1,124.8 million as of September 30, 2023, compared to $983.7 million as of September 30, 2022, representing a constant currency ARR growth rate of 12.5%; Last twelve-month recurring revenues dollar-based net retention rate was 110%, consistent with the same period last year; Operating income margin was 24.0%, compared to 20.7% for the same period last year; Adjusted operating income inclusive of stock-based compensation expense (“Adjusted OI w/SBC”) margin was 28.2%, compared to 24.9% for the same period last year; Net income per diluted share was $0.16, compared to $0.12 for the same period last year; Adjusted net income per diluted share (“Adjusted EPS”) was $0.22, compared to $0.19 for the same period last year; and Cash

Bentley Systems today announced that bp has selected Bentley’s AssetWise Asset Lifecycle Information Management (ALIM) and AssetWise Reliability (AR), part of Bentley Infrastructure Cloud, to manage engineering information for projects and operations to help assure global asset integrity management.

Bentley Systems to Announce Third Quarter 2023 Operating Results Press Release Oct. 18, 2023 EXTON, Pa. – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, announced today the date for the release of its third quarter 2023 operating results. Third Quarter 2023 Operating Results Bentley Systems will release third quarter 2023 operating results, before the market opens, on Tuesday, November 7, 2023. A live Zoom video webinar of the event can be accessed at 8:15 a.m. EST that same day through a direct registration link. About Bentley Systems Bentley Systems (Nasdaq: BSY) is the infrastructure engineering software company. We provide innovative software to advance the world’s infrastructure – sustaining both the global economy and environment. Our industry-leading software solutions are used by professionals, and organizations of every size, for the design, construction, and operations of roads and bridges, rail and transit, water and wastewater, public works and utilities, buildings and campuses, mining, and industrial facilities. Our offerings, powered by the iTwin Platform for infrastructure digital twins, include MicroStation and Bentley Open applications for modeling and simulation, Seequent’s software for geoprofessionals, and Bentley Infrastructure Cloud encompassing ProjectWise for project delivery, SYNCHRO for construction management, and AssetWise for asset operations. Bentley Systems’ 5,000 colleagues generate annual revenues of more than $1 billion in 194 countries. Press contact: [email protected]

At its annual Year in Infrastructure conference, Bentley Systems described 2023 as a “groundbreaking year” for infrastructure intelligence

Bentley, Infotech, and AASHTO Unite to Support Digital Delivery Initiatives for Departments of Transportation To Eliminate Disjointed Manual Processes by Automating Digital Workflows between Design and Construction Press Release October 3, 2023 Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, Infotech®, a leader in infrastructure construction software solutions, and the American Association of State Highway and Transportation Officials (AASHTO), a nonprofit, nonpartisan association representing transportation departments in 50 states, the District of Columbia, and Puerto Rico, today announced an initiative to support digital delivery for departments of transportation. Their work together will provide increased value and tools to modernize project delivery processes for better project outcomes, including streamlined design to construction processes, better quality of data, and improved communication of design intent. To validate the approach, parties are working together with MnDOT, the lead state DOT on this effort, on a digital delivery proof of concept that should improve the digital collaboration across design and construction. By integrating and extending design and construction contract systems of record, Bentley, Infotech, and AASHTO will advance industry best practices for data federation, with data captured once and then seamlessly accessible across project delivery workflows. Bentley applications will be enabled to optimize

Bentley Systems Announces Operating Results for the Second Quarter of 2023 Press Release August 8, 2023 EXTON, Pa. – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced operating results for its second quarter and six months ended June 30, 2023. Second Quarter 2023 Operating Results Total revenues were $296.7 million, up 10.6% or 10.1% on a constant currency basis, year-over-year; Subscriptions revenues were $259.2 million, up 11.7% or 10.9% on a constant currency basis, year-overyear; Annualized Recurring Revenues (“ARR”) was $1,105.9 million as of June 30, 2023, compared to $971.9 million as of June 30, 2022, representing a constant currency ARR growth rate of 13%; Last twelve-month recurring revenues dollar-based net retention rate was 110%, compared to 109% for the same period last year; Operating income margin was 18.0%, compared to 20.8% for the same period last year; Adjusted operating income inclusive of stock-based compensation expense (“Adjusted OI w/SBC”) margin was 24.7%, compared to 24.0% for the same period last year; Net income per diluted share was $0.15, compared to $0.17 for the same period last year; Adjusted net income per diluted share (“Adjusted EPS”) was $0.24, compared to $0.23 for the same period last year;