Location: Office-based/Hybrid - Toronto, Canada
Team Size: 5+ Designers
Focus: Buying experience
Bentley Systems is the infrastructure engineering software company, advancing the worlds infrastructure – sustaining both the global economy and the environment. Within Bentley, the Design organization shapes meaningful experiences – from brand to in-product interactions – with clarity, coherence, and craft.
Youll be part of the Digital Design team — a group of designers and problem-solvers focused on transforming Bentleys digital experience. In this role, youll lead design across Bentleys buying experience — working closely with Marketing, Digital, Sales, and Engineering to shape how users discover, evaluate, and purchase our products – from first touchpoint through to checkout.
This is a leadership role for someone who is equally invested in their people, their craft, and their impact. Youll develop a high-performing team, drive a more coherent buying experience, and ensure the work you ship moves the needle for Bentleys growth.
Lead and develop the team: Coach and develop your Designers through regular 1:1s, honest feedback, and genuine investment in their careers. Create the conditions for great work — shared clarity on priorities, the safety to experiment, and high standards for craft. Contribute to hiring, onboarding, and supporting performance across the portfolio.
Drive experience transformation: Lead the Design work to consolidate and reimagine Bentleys buying experiences — bringing fragmented journeys together into something coherent, considered, and conversion-focused. Use design thinking and facilitation to align teams and turn that alignment into experiences that are clear, trustworthy, and effective at every touchpoint.
Drive outcomes, not just outputs: Work cross-functionally to define what good looks like — conversion, engagement, drop-off, user confidence — and connect your teams design decisions directly to those metrics. Draw on data and user insight to understand where experiences are underperforming and why. Make outcome-thinking part of how the team works every day.
Own discovery and delivery: Hold both ends of the process with equal rigour. Discovery means deeply understanding the problem before designing the solution — through research, usability evaluation, and talking to real users. Delivery means shipping work that performs, iterating based on evidence, and maintaining quality under pressure. Your laser focused on building a team that does both well.
Raise the bar for design quality: Set high expectations across UX, UI, interaction design, IA, accessibility, and content clarity. Coach designers to think about the person on the other side — their psychology, their hesitations, the moments where trust is won or lost. Contribute to the design system as a foundation for consistency and scale.
Build a culture of experimentation: Make testing and learning a normal part of how the team works — not an exception. Create space for fast, low-cost experiments and use what you find to make better decisions faster.
Be a strong collaborative voice across disciplines: Communicate decisions, trade-offs, and rationale clearly — in commercial rooms and design rooms alike. Bring the user perspective into every shared conversation and help the wider team make better decisions because design is at the table.
Help define design in an AI-augmented world: Help your team explore and integrate AI tools in ways that genuinely improve the work — faster exploration, sharper synthesis, less time on repetitive production. And be the person leading the charge on where AI helps, and where human judgment needs to lead.
This is a full-time role, working 40 hours per week and Requires sitting or standing at will while performing work on a computer (or any other physical requirements). Some flexibility may be needed for global collaboration. Infrequent travel to Bentley offices may be required.
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.
Bentley is proud to be an equal opportunity employer and considers for employment all qualified applicants without regard to race, color, gender/gender identity, sexual orientation, disability, marital status, religion/belief, national origin, caste, age, or any other characteristic protected by local law or unrelated to job qualifications.