Bentley Systems Sponsors Student Bridge Contest at AASHTO Spring Meeting Middle and High School Students Use Bentley Software to Design Bridge Projects and Present to AASHTO Meeting Audience in Person for First Time in Three Years News Alert 906 Bridge Co. from Michigan accepting the first place prize check for 11th and 12th grades. Image courtesy of Bentley Systems. June 21, 2023 EXTON, Pa. – Bentley Systems, Incorporated(Nasdaq: BSY), the infrastructure engineering software company, was a title sponsor of the American Association of State Highway Transportation Officials (AASHTO) STEM Solutions Bridge Challenge Finals in Seattle, Washington, on May 16. Formerly known as the AASHTO TRAC Contest, the AASHTO Bridge Challenge is a national competition designed to promote an interest in science, technology, engineering, and math (STEM) through hands-on, real-world applications. It also provides a unique opportunity for students to gain confidence in their speaking skills in front of a large audience, which included departments of transportation, engineering consulting firms, AASHTO government officials, parents, teachers, and students. Also sponsoring the event were Michael Baker International, TopoDOT, HDR, HNTB, Headlight, and Houseman & Associates. For the first time in three years since the pandemic, students from around the United States were able

Bentley Systems Announces Upcoming Conference Participation Press Release June 1, 2023 EXTON, Pa. – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced that members of its management team will participate at the following investor conferences: Greg Bentley, Bentley Systems’ chief executive officer, will present at the Baird Global Consumer, Technology & Services Conference in New York, U.S.A. on Tuesday, June 6, 2023 from 2:00 p.m. to 2:30 p.m. (EDT). Greg Bentley, Bentley Systems’ chief executive officer, will present at the Nasdaq Investor Conference in Partnership with Jefferies in London, U.K. on Wednesday, June 14, 2023 at 9:30 a.m. to 10:00 a.m. (BST). Webcasts of the events will be available through Bentley Systems’ Investor Relations website at https://investors.bentley.com. 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

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