Bentley Systems, Incorporated Declares Second Quarter 2023 Dividend Press Release May 26, 2023 EXTON, Pa. – 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 second quarter of 2023. The cash dividend is payable on June 20, 2023 to all stockholders of record of Class A and Class B common stock as of the close of business on June 8, 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 $1 billion in 194 countries. For more information, visit www.bentley.com.  This press release contains statements that are not historical

Bentley Systems Announces Operating Results for the First Quarter of 2023 Press Release May 9, 2023 EXTON, Pa.  Bentley Systems, Incorporated (Nasdaq: BSY) (Bentley Systems or the Company), the infrastructure engineering software company, today announced operating results for its first quarter ended March 31, 2023.This press release features multimedia. View the full release here. First Quarter 2023 Financial Results Total revenues were $314.4 million, up 14.1% or 17.1% on a constant currency basis, year-over-year; Subscriptions revenues were $277.8 million, up 15.2% or 18.0% on a constant currency basis, year-overyear; Annualized Recurring Revenues (ARR) was $1,071.0 million as of March 31, 2023, representing a constant currency ARR growth rate of 13% from March 31, 2022; Last twelve-month recurring revenues dollar-based net retention rate was 110%, compared to 108% for the same period last year; Operating income margin was 20.9%, compared to 20.5% for the same period last year; Adjusted operating income inclusive of stock-based compensation expense (Adjusted OI w/SBC) margin was 28.8%, compared to 28.4% for the same period last year; Net income per diluted share was $0.14, compared to $0.18 for the same period last year; Adjusted net income per diluted share (Adjusted EPS) was $0.25, consistent with the same

Bentley Systems to Announce First Quarter 2023 Operating Results Press Release April 12, 2023 EXTON, Pa. – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, announced today the date for the release of its first quarter 2023 operating results. First Quarter 2023 Operating Results Bentley Systems will release first quarter 2023 operating results, before the market opens, on Tuesday, May 9, 2023. A live Zoom video webinar of the event can be accessed at 8:15 a.m. EDT that same day through a direct registration link. Alternatively, the event can be accessed from the Events & Presentations page on Bentley Systems’ Investor Relations website at https://investors.bentley.com. A replay and transcript will be available after the conclusion of the live event on Bentley Systems’ Investor Relations website. 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

Bentley Systems Announces Infrastructure Projects Achieve Measurable Results with LumenRT for NVIDIA Omniverse, Powered by iTwin Creation of Immersive 3D/4D Experiences Enhances Visualization and Simulation of Infrastructure Digital Twins for Improvements in Communication and Collaboration Press Release The International Thermonuclear Reactor. Image courtesy of Brigantium Engineering. March 21, 2023 EXTON, Pa. – March 21, 2023 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced how infrastructure organizations across industries and around the globe are leveraging the power of LumenRT for NVIDIA Omniverse, powered by iTwin, a solution enabling infrastructure organizations to create compelling visualizations and project deliverables with unprecedented speed and quality, make better-informed decisions, and win more projects. LumenRT for NVIDIA Omniverse is the first engineering software application in the market built on Omniverse, a platform for creating and operating industrial metaverse applications. The integration of NVIDIA Omniverse and Bentley iTwin enables real-time, immersive 3D/4D experiences to enhance the visualization and simulation of infrastructure digital twins. The combined capabilities are delivering new possibilities and incredible results for some of the world’s largest and most complex infrastructure projects. An early adopter of LumenRT for NVIDIA Omniverse is Brigantium Engineering, an engineering and consulting services contractor working

Bentley Systems Announces 22Q4 and 2022 Operating Results, and Its 2023 Financial Outlook Press Release February 28, 2023 EXTON, Pa. – Bentley Systems, Incorporated (Nasdaq: BSY) (“Bentley Systems” or the “Company”), the infrastructure engineering software company, today announced operating results for its fourth quarter and full year ended December 31, 2022, and its financial outlook for 2023. Fourth Quarter 2022 Financial Results Total revenues were $286.9 million, up 7.2% or 12.7% on a constant currency basis, year-over-year; Subscriptions revenues were $251.5 million, up 12.7% or 18.3% on a constant currency basis, year-overyear; Annualized Recurring Revenues (“ARR”) was $1,036.5 million as of December 31, 2022, representing a constant currency ARR growth rate of 15% from December 31, 2021, or 12.5% ARR growth from business performance, excluding acquired ARR from our 22Q1 platform acquisition of Power Line Systems; Last twelve-month recurring revenues dollar-based net retention rate was 110%, consistent with the preceding quarter; Operating income was $40.8 million, compared to $43.3 million for the same period last year; Adjusted operating income was $88.1 million, compared to $83.3 million for the same period last year; Net income was $25.7 million, compared to $38.6 million for the same period last year. Net income per