Bentley Systems, Incorporated Declares Fourth Quarter 2025 Dividend, Announces Extension of Stock Repurchase Program Press Release November 21, 2025 EXTON, Pa.–(BUSINESS WIRE) Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced that its Board of Directors (the “Board”) declared a $0.07 per share dividend for the fourth quarter of 2025. The cash dividend is payable on December 11, 2025, to all stockholders of record of Class A and Class B common stock as of the close of business on December 4, 2025. The Company also announced that the Board extended the BSY Stock Repurchase Program, authorizing the Company to repurchase up to $500 million of BSY Class B common stock and convertible notes from November 21, 2025, through December 31, 2028. This updated authorization supersedes the Company’s current authorization, which was set to expire on June 30, 2026. The securities proposed to be acquired in the BSY Stock Repurchase Program may be repurchased from time to time in open market transactions, through privately negotiated transactions, or by other means in accordance with federal securities laws. The Company intends to fund repurchases from available working capital and cash provided by operating activities. The timing, as well as the

Bentley Systems Announces Third Quarter 2025 Results Press Release November 5, 2025 EXTON, Pa.- Bentley Systems, Incorporated (Nasdaq: BSY),the infrastructure engineering software company, today announced results for the quarter ended September 30, 2025. Third Quarter 2025 Results Total revenues were $375.5 million, up 12.0% or 10.6% on a constant currency basis, year-over-year; Subscriptions revenues were $344.3 million, up 13.5% or 12.1% on a constant currency basis, year-over-year; Annualized Recurring Revenues (“ARR”) were $1,405.2 million as of September 30, 2025, compared to $1,270.7 million as of September 30, 2024, representing a constant currency ARR growth rate of 10.5%; Last twelve-month recurring revenues dollar-based net retention rate was 109%, consistent with the same period last year; Operating income margin was 22.5%, compared to 20.5% for the same period last year; Adjusted operating income less stock-based compensation expense (“AOI less SBC”) margin was 27.7%, compared to 26.7% for the same period last year; Net income per diluted share was $0.18, compared to $0.13 for the same period last year; Adjusted net income per diluted share (“Adjusted EPS”) was $0.27, compared to $0.24 for the same period last year; Cash flows from operations was $116.4 million, compared to $86.1 million for the same period last year; and Free cash flow was $110.7 million, compared to $84.3 million

Bentley Systems and EARTHBRAIN Form Strategic Partnership to Advance Smart Construction Press Release November 3, 2025 EXTON, Pa – November 3, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, and EARTHBRAIN Co., Ltd., a joint venture between Komatsu Ltd., NTT DOCOMO BUSINESS, Inc., Sony Semiconductor Solutions Corporation, and Nomura Research Institute, Ltd., today announced a strategic partnership to accelerate digital construction. This collaboration builds on the existing partnership established in 2019 between Komatsu and Cesium, the 3D geospatial visualization leader acquired by Bentley in 2024. Cesium’s platform integrates and visualizes geospatial information within EARTHBRAIN’s Smart Construction product suite. Through the new partnership, Smart Construction will incorporate Bentley Systems’ open, AI-powered digital twin technology and applications to enable seamless, interconnected workflows that span the construction lifecycle, from design through pre-construction, earthworks, and beyond. By linking the entire construction process, the partnership will create a new digital experience to enhance safety, productivity, and sustainability at construction sites. These new capabilities in Smart Construction will be initially available in Japan with the opportunity to expand globally. EARTHBRAIN Inc. President Akinori Onodera, commented, “This strategic partnership marks a major milestone in accelerating the digital transformation of the construction industry from

Bentley Systems Announces Winners of its 2025 Partner Excellence Awards Press Release Bentley Systems announced the winners of its 2025 Partner Excellence Awards for product sales, services, and training on October 30, 2025. (Image courtesy of Bentley Systems) October 30, 2025 BERLIN – October 30, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced the winners of its 2025 Partner Excellence Awards for product sales, services, and training. This year’s winners were selected from a highly competitive pool of Bentley partners from around the world across the five partner award categories. The awards event took place during Bentley’s 2025 Sales Partner Summit, held October 28–30 in Berlin, Germany. “This year, we received outstanding submissions for the Partner Excellence Awards, showcasing innovation, strategic thinking, and exceptional business results,” said Allan Murphy, senior vice president for Product Sales at Bentley Systems. “We are proud to honor our winners for their achievements in driving operational excellence, enhancing user experience, and delivering impactful solutions in their markets. Their work underscores a strong commitment to innovation and advancing the world’s most critical infrastructure.” 2025 Bentley Partner Excellence Award Winners: PARTNER OF THE YEAR: CAD Journey Recognized for rapid growth and

Bentley Systems Announces Winners of the 2025 Going Digital Awards Company also recognizes key projects with Founders’ Honors, the Bentley-Envision winner for infrastructure sustainability, and the 2025 Bentley Educator of the Year Press Release Bentley Systems announced the winners of the 2025 Going Digital Awards on October 16, 2025. (Image courtesy of Bentley Systems) October 17, 2025 AMSTERDAM – (Bentley Systems’ Year in Infrastructure 2025) – October 17, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced the winners of the 2025 Going Digital Awards. The annual awards honor the extraordinary work of infrastructure professionals and their innovative use of Bentley software to improve the way infrastructure is designed, built, and operated. This year, nearly 250 projects were nominated by organizations in 47 countries. Winners were selected across 12 categories by a panel of independent judges during Bentley’s Year in Infrastructure conference, held October 15-16 in Amsterdam. “Congratulations to this year’s Going Digital Award winners,” said Chris Bradshaw, chief sustainability and education officer, Bentley Systems. “These groundbreaking projects demonstrate how leading infrastructure engineering and construction companies, together with innovative owner-operators, are harnessing digital advancements—from connected data to AI—to transform project delivery and elevate asset performance.

Bentley Systems Bolsters Cesium with Reality Modeling Capabilities, Brings Geospatial Context to Infrastructure Engineering Bentley advances its open platform for the built and natural environment Press Release Bentley announced the availability of reality modeling services in Cesium, advancing its open platform for the built and natural environment. (Image courtesy of Bentley Systems) October 15, 2025 AMSTERDAM – (Bentley Systems’ Year in Infrastructure 2025) – October 15, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced the availability of reality modeling services in Cesium, advancing its open platform for the built and natural environment. It also unveiled geospatial capabilities for project delivery and asset performance and a new immersive engagement application for infrastructure teams and stakeholders, all powered by Cesium. Since acquiring Cesium a year ago, Bentley has made significant progress in integrating technologies from both companies, powering its own products and empowering developers to build applications that visualize infrastructure data in real time and in full geospatial context. “Our vision for infrastructure engineering is built on openness,” said Patrick Cozzi, Bentley’s chief platform officer. “With the integration of iTwin and Cesium capabilities, we are creating the open platform for the built and natural environment—providing all

Bentley Systems Announces Bentley Infrastructure Cloud Connect Provides a trusted foundation to connect data and people across the infrastructure lifecycle and value chain Press Release Bentley Systems announced Bentley Infrastructure Cloud Connect, providing a trusted foundation to connect data and people across the infrastructure lifecycle and value chain. (Image courtesy of Bentley Systems) October 15, 2025 AMSTERDAM – (Bentley Systems’ Year in Infrastructure 2025) – October 15, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced Bentley Infrastructure Cloud Connect, the new foundational layer of Bentley Infrastructure Cloud. Connect provides a connected data environment and unified experience for infrastructure professionals interacting with project and asset data, improving collaboration across the infrastructure lifecycle and value chain. “Infrastructure data lives everywhere—in models, PDFs, inspection forms, photos, IoT sensors, and more—and it’s rarely connected,” said Julien Moutte, chief technology officer, Bentley Systems. “That changes with Bentley Infrastructure Cloud Connect. Infrastructure professionals can access and manage all project and asset data in one place—fully contextualized and connected—from design through construction to operations.” Connect enables users to explore a big-picture view of their entire portfolio in full geospatial context, dive deep into project and asset details, and collaborate, track progress, and

Bentley Systems Advances Infrastructure AI with New Applications and Industry Collaboration 

Bentley Systems Welcomes Cate Lochead as Chief Marketing Officer Brings marketing leadership in AI innovation and enterprise software Press Release Cate Lochead joins Bentley Systems as Chief Marketing Officer. (Image courtesy of Bentley Systems) October 8, 2025 EXTON, Pa – October 8, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced the appointment of Cate Lochead as Chief Marketing Officer. She brings marketing leadership in AI innovation and more than 20 years of experience in enterprise software to Bentley. Most recently, Lochead served as Chief Marketing Officer for high-growth software companies in AI, data, and security. Previously, she led marketing organizations at global technology leaders, including Oracle and Intuit. She has deep expertise in positioning transformative technologies for market visibility and adoption. Nicholas Cumins, Bentley CEO, said, “AI is transforming how infrastructure is designed, built, and operated. Appointing Cate as CMO strengthens our leadership at this pivotal moment; her experience will help infrastructure professionals connect AI innovation to measurable outcomes—where efficiency, quality, and reliability matter most.” About Bentley Systems Around the world, infrastructure professionals rely on software from Bentley Systems to help them design, build, and operate better and more resilient infrastructure for transportation, water,

Bentley Systems to Announce Third Quarter 2025 Results on November 5, 2025 Press Release October 1, 2025 EXTON, Pa.–(BUSINESS WIRE) Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, will release its third quarter 2025 results before the market opens on Wednesday, November 5, 2025. Senior management will host a webcast to discuss the company’s results at 8:15 a.m. ET. The results press release and link to the webcast will be available prior to the start of the webcast on the company’s investor relations website at https://investors.bentley.com Webcast and Registration Information When: Wednesday, November 5, 2025, 8:15 a.m. ETWebcast: Registration link Replay: Available later that day via https://investors.bentley.com About Bentley Systems Around the world, infrastructure professionals rely on software from Bentley Systems to help them design, build, and operate better and more resilient infrastructure for transportation, water, energy, cities, and more. Founded in 1984 by engineers for engineers, Bentley is the partner of choice for engineering firms and owner-operators worldwide, with software that spans engineering disciplines, industry sectors, and all phases of the infrastructure lifecycle. Through our digital twin solutions, we help infrastructure professionals unlock the value of their data to transform project delivery and asset performance. Contacts:Investor relations:

Bentley Systems Signs MoUs with Anna University, Kumaraguru College of Technology, and Sri Ramakrishna Engineering College to Advance Digital Infrastructure Skills in India Collaboration is designed to strengthen India’s future workforce in the areas of sustainable design, digital construction, and AI-powered infrastructure asset lifecycle management Press Release Team members from Bentley Systems and Anna University sign MOU to equip students with the skills needed to excel in today’s fast-changing engineering environment. (Image courtesy of Bentley Systems) September 19, 2025 CHENNAI and COIMBATORE – September 19, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, announced today it has signed Memoranda of Understanding (MoUs) with Anna University, Kumaraguru College of Technology (KCT), and Sri Ramakrishna Engineering College (SREC). These partnerships mark a significant step forward in strengthening academia–industry collaboration in India and equipping students with the skills and technologies necessary for the future of infrastructure engineering. Through its partnerships with the institutions, Bentley will provide students and faculty with free access to its industry-leading digital twin and infrastructure engineering software, including software such as MicroStation, OpenRoads, and OpenFlows, which are widely used in designing and managing complex infrastructure projects. Bentley will also provide industry-relevant training through its Bentley

Bentley Systems, Incorporated Declares Third Quarter 2025 Dividend Press Release September 12, 2025 EXTON, Pa.–(BUSINESS WIRE) Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced that its Board of Directors declared a $0.07 per share dividend for the third quarter of 2025. The cash dividend is payable on September 30, 2025, to all stockholders of record of Class A and Class B common stock as of the close of business on September 23, 2025. About Bentley Systems Around the world, infrastructure professionals rely on software from Bentley Systems to help them design, build, and operate better and more resilient infrastructure for transportation, water, energy, cities, and more. Founded in 1984 by engineers for engineers, Bentley is the partner of choice for engineering firms and owner-operators worldwide, with software that spans engineering disciplines, industry sectors, and all phases of the infrastructure lifecycle. Through our digital twin solutions, we help infrastructure professionals unlock the value of their data to transform project delivery and asset performance. For more information, contact:Bentley Investors: Eric Boyer, [email protected] This press release contains statements that are not historical in nature and that are intended to be, and are hereby identified as, “forward looking statements” as

Bentley Systems Honored as Innovation Partner of the Year 2025 by Afcons Infrastructure Limited Press Release Bentley Systems team receives Afcons Infrastructure Limited’s Innovation Partner of the Year 2025 during Afcons’ Innovation Partners 2025 Felicitation Ceremony in Mumbai, India. (Image courtesy of Bentley Systems) September 11, 2025 MUMBAI, India – September 11, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced it has been recognized by Afcons Infrastructure Limited, one of India’s leading infrastructure construction companies, as its Innovation Partner of the Year 2025. The award was presented during Afcons’ Innovation Partners 2025 Felicitation Ceremony in Mumbai. Bentley received the honor for its invaluable contribution to Afcons’ engineering digitalization journey through an enterprise agreement that provided Afcons’ teams with access to over 250 Bentley engineering software tools. This strategic adoption enables Afcons to accelerate project delivery, standardize digital workflows, and strengthen innovation across its infrastructure portfolio. A key innovation included the deployment of ProjectWise, part of Bentley Infrastructure Cloud, as a Common Data Environment (CDE) in alignment with ISO 19650 standards, improving collaboration, data management, and compliance across both current and legacy projects. Additionally, Bentley’s SYNCHRO 4D software was leveraged in a pilot program to

Bentley Systems, Enactus Announce Winner of the 2025 iTwin4Good Challenge Press Release iTwin4Good winners, SiTESalvage (Enactus UK & Ireland), are pictured left to right: Harry Sharp (University of Huddersfield), Laura Fleming (University College Dublin), and Steph Sullivan (University of Manchester). (Image courtesy of Bentley Systems and Enactus) September 9, 2025 EXTON, Pa – September 9, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company and Enactus, a global nonprofit advancing student innovation and entrepreneurship, today announced the winning teams of the 2025 iTwin4Good Challenge. The international competition brought university student participants together from the U.S., Germany, Canada, the UK and Ireland (competing jointly), and Brazil to apply digital twin technology to solve real-world challenges, bridging the gap between academic learning and impactful infrastructure innovation. This year’s iTwin4Good competitors sought to harness the power of digital innovation to address critical sustainability challenges. From tackling waste and renewable energy to reimagining resource use, the projects demonstrated how the next generation of leaders is combining entrepreneurial thinking with cutting-edge technology to drive meaningful global impact. Following a highly competitive showcase, the winning teams include: The Winner, SiTESalvage from the UK & Ireland, addressed one of the largest sources of global

Bentley Systems Signs Pledge to Support Advancing Artificial Intelligence Education for American Youth Company commits to making AI education accessible to K-12 students across the United States, encouraging today’s youth to become active learners and users of AI technology Press Release September 4, 2025 EXTON, Pa – September 4, 2025 – Bentley Systems, Incorporated (Nasdaq: BSY), the infrastructure engineering software company, today announced it signed the White House’s Pledge to America’s Youth: Investing in Artificial Intelligence (AI) Education. As part of its support, Bentley will equip today’s youth with AI tools and training needed to empower the next generation of American innovators. As the leading provider of software for the engineers that design, build, and operate America’s roads, bridges, power grids, water systems, and other critical infrastructure, Bentley believes AI represents a paradigm shift for the industry, with advancements such as AI-powered digital twins transforming engineering productivity and enhancing the resilience and sustainability of infrastructure assets. Bentley has a longstanding commitment to advancing STEM and engineering education and is extending this leadership to support the White House’s AI initiative. Through no-cost software, AI-focused curriculum, hands-on learning with real-world use cases, teacher training, and student competitions, Bentley will equip learners and

Bentley Systems Announces Second Quarter 2025 Results Press Release August 6, 2025 EXTON, Pa.- Bentley Systems, Incorporated (Nasdaq: BSY),the infrastructure engineering software company, today announced results for the quarter ended June 30, 2025. Second Quarter 2025 Results Total revenues were $364.1 million, up 10.2% or 9.2% on a constant currency basis, year-over-year; Subscriptions revenues were $333.5 million, up 12.1% or 11.2% on a constant currency basis, year-over-year; Annualized Recurring Revenues (“ARR”) were $1,379.2 million as of June 30, 2025, compared to $1,215.9 million as of June 30, 2024, representing a constant currency ARR growth rate of 11.5%; Last twelve-month recurring revenues dollar-based net retention rate was 109%, compared to 108% for the same period last year; Operating income margin was 23.2%, compared to 24.3% for the same period last year; Adjusted operating income less stock-based compensation expense (“AOI less SBC”) margin was 28.9%, compared to 28.8% for the same period last year; Net income per diluted share was $0.22, consistent with the same period last year; Adjusted net income per diluted share (“Adjusted EPS”) was $0.32, compared to $0.31 for the same period last year; Cash flows from operations was $61.1 million, compared to $62.6 million for the same period last year;