Senior Product Designer - ShareGate

Responsibilities

• Own end-to-end design within your trio - from problem framing through shipped interaction - with minimal direction;
• Ship AI-powered features that materially change how IT teams plan, validate, and execute their most consequential projects. Not concepts. Shipped product;
• Turn ambiguous, technically complex workflows into experiences that hold up at enterprise scale;
• Partner with PM and engineering as equals - surface constraints early, hold the experience bar through development, and fix what drifted after release;
• Validate with prototypes, session recordings, support data, and usage signal - not opinion;
• Contribute to and evolve the design system: maintain existing patterns and create new ones as the product grows;
• Own the coherence of the user journey across your surface area, including the seams between your work and adjacent teams'.
• A typical week?
• Your weeks blend structured collaboration with focused design time. Here's what that looks like:
• Review session recordings, support trends, or usage data to proactively identify problems and patterns before they become bigger ones;
• Prototype multiple directions for a complex flow or edge case, then pressure-test them with your Tech Lead before committing;
• Present in-progress work at design critique - take the feedback somewhere useful, and push back where you disagree, with reasons;
• Sync with engineering to validate how your design holds up against real data shapes and technical constraints;
• Ship something - a refined interaction, a validated prototype, a clearly documented decision - then move to the next challenge.
• You'll have autonomy, ownership, and a team that values a bias to action. The pace is real, and so is the support.
• What does your future team look like?
• What are the next challenges awaiting your team?
• Helping IT teams move business-critical data and access between systems without disruption - even at enterprise scale;
• AI-native planning and guidance that helps teams anticipate risk before they hit it;
• Modernizing the core Migrate experience without breaking the trust we've built with the IT community;
• Evolving the design system to support new patterns, accessibility, and multi-product cohesion across ShareGate.

Requirements

• Senior-level evidence: shipped enterprise B2B SaaS products, owned outcomes end-to-end, and visibly raised the bar on a team;
• Experience designing for technical audiences - IT admins, platform tools, infrastructure, or enterprise workflows (required, not a nice-to-have);
• Shipped AI-powered features in a real product - not prototypes, not explorations, production users;
• Active AI tooling fluency embedded in your daily workflow (v0, Cursor, Lovable, Claude, or equivalent);
• Systems thinking: you reason from first principles, anticipate ripple effects, and design for empty, loading, erro

Additional Information

ShareGate is the leading Microsoft 365 migration and governance platform, trusted by over 100,000 IT pros for its unmatched simplicity. It offers the simplest, most reliable, and most affordable way to move business data to Microsoft 365. Whether migrating from Google Workspace, file shares, Exchange Online, SharePoint On-Premises, or tenant-to-tenant, ShareGate gets the job done, without surprises. From cloud transformation to M&A integration, it keeps things just damn simple. ShareGate also helps organizations stay in control once their data is migrated. Its powerful governance features let users assess environments, uncover issues, and apply fixes on the spot, so everything stays clean, secure, and optimized. It lays the groundwork for safe Microsoft Copilot deployment within organizations. ShareGate is developed by Workleap Technologies, a Montréal‑based software company. Job Description So, what will your new role look like? ShareGate Migrate helps IT teams move data, users, and configurations between Microsoft 365 environments during mergers, acquisitions, and restructures. The decisions are high-consequence, the timelines are tight, and the teams running these projects need software that gives them confidence and control - not just visibility into the problem. You'll join a product trio (PM, Tech Lead, Designer) to own the experience end-to-end: framing the problem, shaping the flow, refining the interaction, and owning what actually ships. You'll use AI tools daily to prototype, validate, and explore - and you'll ship AI features into the product that help IT teams plan, assess risk, and make confident decisions. We're looking for a senior designer who combines systems thinking, technical fluency, and high craft standards with a real bias to action.

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