Head Digital

Location: Exton, PA, US Philadelphia, PA, US

Locations: US (East Coast Timezone)

Bentley Systems seeks a visionary leader with a blend of technical expertise, strategic acumen,and team-building skills to drive digital transformation and business valueto guide our digital application strategyacrossour portfolio of enterprise platforms.

The Head of Digital Application swill 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.

Lead and define the strategic direction for Bentley’s enterprise platforms, shaping and communicating a clear long-term vision for digital applications frominceptionthrough 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.

15+ years of experience leading enterprise platforms, cloud modernization initiatives, and large-scale digital transformations within global organizations.

Prior experience and demonstratedability to lead multi-platform environments including Salesforce, Workday, and custom enterprise systemsis 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 withpriorexperience of creating and executing long-term roadmaps in collaboration with business stakeholders

Strongexpertisein 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.

An exciting career as an integral part of a world-leading software company providing solutions for architecture, engineering, and construction - watch thisshort 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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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…