Senior Product Designer - ShareGate Migrate at Workleap

Company Description Workleap is a Montreal-based tech company on a mission to make work simpler. Since 2006, we’ve been building game-changing products that tackle HR and IT’s biggest challenges. Workleap operates two distinct product lines: • The Workleap Platform, an AI-powered HR solution designed to drive team performance and boost employee engagement. • ShareGate, the leading Microsoft 365 migration and governance solution, trusted by IT professionals worldwide for its unmatched simplicity. Today, more than 20,000 companies rely on Workleap products to grow, lead, and operate with confidence. We’re builders at heart, with a clear purpose: to craft the simplest products that deliver exceptional value for our customers. Period. Job Description So, what will your new role look like? 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 here 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. A 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. You’ll have autonomy, ownership, and a team that values thoughtful execution and continuous learning. What does your future team look like?   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. What are the next challenges awaiting your team?   ShareGate is evolving rapidly, and the design problems ahead require both creativity and structured thinking. You’ll help tackle: • Enterprise-scale migration scenarios that push for clarity, predictability, and efficient execution; • Modernization of core experiences across ShareGate Migrate and our broader ecosystem; • A growing design system that supports new patterns, accessibility, and multi-product cohesion; • AI-native planning and guidance to help IT teams anticipate risks and make informed decisions. This is a role where you can influence not only how the product works today, but also how it evolves over the next several years. Qualifications • 6+ years designing B2B SaaS products within cross-functional teams; • Strong 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 strong storytelling skills, comfortable influencing product and engineering partners; • High attention to detail and a deep commitment to craft. 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. Who we are 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 just part of how we operate. We believe the best ideas come from experimentation, rapid learning, and even the occasional discomfort - that’s where growth happens. 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. If you're a proactive thinker who takes ownership, loves to collaborate, and isn’t afraid to leap into the unknown - you’ll fit right in. Additional Information At Workleap, we build together, we trust each other, and we support each other in success or failure. You will be able to express yourself, evolve and develop your creativity in an environment that will adapt to your daily life and your needs. We strive to create a healthy and inclusive work environment. This is everyone’s business. Our Candidate Experience Flow at Workleap: Phone Screen - Virtual Interview using Microsoft Teams - Work Sample - Job Offer As a tech-forward company, we leverage AI tools to enhance our recruitment process, while ensuring all hiring decisions remain human-led. We are looking forward to getting to know you! By applying to this job, you are confirming that you have read and agree to the terms of our privacy policy. #LI-Remote