Locations: US (East Coast Timezone)

Position Summary

Bentley Systems seeks a visionary leader with a blend of technical expertise, strategic acumen, and team-building skills to drive digital transformation and business value to guide our digital application strategy across our portfolio of enterprise platforms. The Head of Digital Applications will steer the evolution of our application landscape, transitioning our teams to a product-led model that fosters innovation and partnership.

This role is not just about managing platforms; it’s about inspiring a cultural shift towards an iterative, product-centric mindset. The Head of Digital Applications will guide Bentley’s enterprise application transformation by integrating Salesforce, Workday, and legacy systems into one cohesive, compliant, and high-performing environment. This role sets the strategic direction for platform interoperability that supports global Sales, Marketing, Quote-to-Cash, Revenue Operations, and Finance and Accounting.

Responsibilities

Lead and define the strategic direction for Bentley’s enterprise platforms, shaping and communicating a clear long-term vision for digital applications from inception through execution.
Drive the transition to a modern, agile, and product-led organization.
Provide hands-on technical leadership and guidance on our core enterprise platforms.
Ensure the reliability, scalability, and security of our application ecosystem.
Oversee all financial business processes from Lead to Cash within the platform.
Provide leadership and foster a supportive, high-performing team culture for engineers, product managers, and analysts.
Champion a product model and iterative delivery mindset, focusing on continuous improvement and value delivery.
Serve as a strategic partner by aligning stakeholder relationships and business requirements with scalable technology solutions to drive organisational success.

Qualifications

15+ years of experience leading enterprise platforms, cloud modernization initiatives, and large-scale digital transformations within global organizations.
Prior experience and demonstrated ability to lead multi-platform environments including Salesforce, Workday, and custom enterprise systems is essential, with emphasis on interoperability, governance, and operational excellence.
Deep understanding of B2B SaaS business models including consumption and subscription.
Experience in transitioning teams to a product-led operating model.
A strategic mindset with prior experience of creating and executing long-term roadmaps in collaboration with business stakeholders
Strong expertise in platform integration, API strategy, event-driven architectures, and scalable enterprise workflows supporting Quote-to-Cash and financial operations.
Proven experience in system performance engineering, including reliability engineering, observability tooling, telemetry-driven monitoring, and optimization of API throughput and transaction latency.

What We Offer

A great Team and culture – please see our colleague video.
An exciting career as an integral part of a world-leading software company providing solutions for architecture, engineering, and construction - watch this short documentary about how we got our start.
An attractive salary and benefits package.
A commitment to inclusion, belonging and colleague wellbeing through global initiatives and resource groups.
A company committed to making a real difference by advancing the world’s infrastructure for better quality of life, where your contributions help build a more sustainable, connected, and resilient world. Discover our latest user success stories for an insight into our global impact.

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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. www.bentley.com

Equal Opportunity Employer

Bentley is an equal opportunity employer and considers all qualified applicants for employment without regard to race, color, sex, sexual orientation, gender identity, disability, pregnancy, protected veteran status, religion, national origin, age, genetic information or any other protected characteristic. This commitment extends to all aspects of employment, including, but not limited to, hiring, placement, promotion, compensation, and training. Know Your Rights as an applicant under the law.

Bentley Policy on EEO, Affirmative Action and Pay Transparency Non-Discrimination

Bentley participates in e-Verify / Bentley participate in e-Verify / Right to Work Notice

Request an Accommodation

As an Equal Opportunity Employer, Bentley is committed to providing reasonable accommodations to applicants with disabilities. We encourage you to request a reasonable accommodation if you are not able to fully use or access our online application system. You can make an accommodation request by calling 610-458-5000 or sending us an email at disabilityrequest@bentley.com

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