Senior Product Designer - ShareGate (Canada)

Overview Workleap is a Montreal-based tech company, founded in 2006. We’re builders at heart, we make simple products that actually matter to the people who use them. We have two product lines: the Workleap Agent, our agentic HR platform that helps managers become better leaders, and ShareGate, the world’s leading solution for Microsoft 365 migration and governance. More than 15,000 companies worldwide trust us to do exactly that. We’re intentional about who joins us. If you’re the kind of person who gets excited by a hard problem and wants to help shape what comes next, there’s a place for you here. As a Senior Product Designer on ShareGate Migrate, you’ll work in a close product trio (PM, Tech Lead, Designer) to shape the experience of a product used in high-impact, operationally sensitive projects. You will design solutions that help IT administrators navigate complex migration scenarios with clarity and confidence. The work spans strategy and execution: defining problem spaces, shaping flows and interactions, refining UI details, and iterating quickly based on learning. You’ll thoughtfully explore where AI can enhance the experience and whether it’s simplifying planning, surfacing insights, or guiding teams through technical decisions. This is an opportunity to work on meaningful challenges that have a real impact on how organizations evolve their digital workplaces. You’ll thrive if you enjoy complexity, collaborate naturally with engineers and PMs, and care about delivering dependable, thoughtful user experiences that scale. Responsibilities - Lead end-to-end design within your product team, from framing problems to refining final interactions; - Turn ambiguous or technical workflows into intuitive, purposeful experiences for IT professionals; - Design flows, interfaces, and interactions that simplify Microsoft 365 and cloud-migration scenarios; - Collaborate closely with PMs, engineers, and subject-matter experts to clarify scope and align on strategy; - Prototype, test, and iterate quickly to validate assumptions and strengthen solutions; - Use data, customer feedback, and product insights to guide decisions and improve outcomes; - Explore AI-driven opportunities that make migration and governance workflows more efficient, predictive, and reliable; - Contribute to improving the design workflow with new tools, innovation, and new methodologies; - Contribute to the evolution of our design system and help ensure consistency across ShareGate. Your Typical Week You’ll move fluidly between strategic exploration, hands-on design, and close collaboration. Expect to: - Shape product direction during trio planning and discovery activities; - Translate customer needs and business opportunities into clear flows, wireframes, and prototypes; - Partner with engineering to refine scope, understand constraints, and uphold design quality throughout development; - Present in-progress work to teams and stakeholders for feedback during critiques and async reviews; - Review migration data, support trends, and user behavior patterns to inform decisions; - Refine interaction details and ensure thoughtful, cohesive hand-offs; - Document rationale and communicate decisions effectively across teams; - Utilize AI tools that increase your effectiveness in understanding our customers; - Prototype with AI prototyping tools regularly to communicate, test, and validate solutions. Team and Collaboration You’ll join a multidisciplinary team where designers are involved early, shape direction, and partner closely with engineering and product management. We care about clarity, rigor, and delivering experiences that genuinely help technical users succeed. Design here is collaborative, feedback-rich, and committed to raising the bar both in process and craft. Qualifications - 6+ years designing B2B SaaS products within cross-functional teams; - Solid user instincts and confidence navigating ambiguous, technically complex problem spaces; - Proven ability to work across strategy, UX flows, UI design, and polished interaction details; - Ability to balance speed, technical constraints, and high-quality execution; - Experience designing for technical audiences (IT, admin tools, platforms) is a plus; - Experience designing or contributing to AI-powered experiences; - Clear communicator with robust storytelling skills, comfortable influencing product and engineering partners; - High attention to detail and a deep commitment to craft. Salary Salary range: $120–$145k CAD. This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions. About Workleap We’re a team of curious minds and bold builders, brought together by a shared drive to make work simpler and better for everyone. Challenges fuel our creativity, fast-paced environments keep us sharp, and pushing boundaries is part of how we operate. Since 2006, we’ve been rethinking the way teams work, blending creativity and tech to solve real problems in IT and HR. We move quickly, we learn constantly, and we always keep our customers at the center of what we do. Apply on Kit Job: kitjob.ca/job/2pimlo