Senior Product Designer - ShareGate Migrate

Senior Product Designer - Share Gate Migrate 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.
• Share Gate, 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.

So, what will your new role look like?

As a Senior Product Designer on Share Gate 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 Share Gate.

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?

Share Gate is evolving rapidly, and…