Senior Product Designer - 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 at Workleap, you’ll partner closely with a product manager and tech lead in a tight-knit trio to shape the product vision, influence the roadmap, and define, ship, and iterate high-impact features, fast. This is a strategic and executional role where you’ll be expected to lead with initiative, simplify complexity, and move with urgency.

You thrive in ambiguity, make clear decisions with imperfect data, and bring strong customer instincts to every product conversation. You don’t just “use” AI, you design with it. You’ll be joining a fast-moving, remote-first team that values curiosity, ownership, and intentional collaboration. 

Responsibilities:

• Own end-to-end design process in a cross-functional team; 
• Translate ambiguous problems into intuitive, valuable user experiences; 
• Design flows, interfaces, and interactions that balance craft and speed; 
• Contribute to design system quality and evolution; 
• Collaborate with PMs, engineers, and other stakeholders to shape strategy; 
• Prototype and test ideas quickly to learn and iterate; 
• Advocate relentlessly for users and drive alignment around their needs; 
• Design with AI as a core material, not just a feature.

A Typical Week?

A typical week as a Senior Product Designer blends strategic thinking, hands-on design, and close collaboration with your product trio (PM, Eng, Design). You’ll spend time:

• Shaping product ideas and collaborating on strategy during weekly trio planning or syncs
• Translating customer insights and product opportunities into user flows, wireframes, and prototypes
• Collaborating with engineers to scope features and ensure design quality through development
• Sharing early concepts and in-progress work to gather feedback from peers and stakeholders
• Reviewing product metrics, feedback, and user behaviors to inform decisions and improve features
• Participating in design critiques, async feedback threads, or jam sessions with other designers
• Documenting decisions and presenting your work clearly, both in meetings and async updates

We move quickly, so you’ll have a high degree of ownership, balanced by intentional support, thoughtful process, and a collaborative team environment.

What does your future team look like?   

You’ll be part of a growing, multidisciplinary product team where designers are strategic partners from day one. We care deeply about user outcomes, design quality, and cross-functional collaboration. We move quickly, give and receive feedback openly, and help each other grow.

What are the next challenges awaiting your team?   

We’re shaping new AI-native experiences and need designers who can think beyond screens, people who treat AI as a creative constraint, not a gimmick. We’re also investing in our design system and scaling our product across more teams and markets.

Qualifications

• 5+ years of experience designing SaaS products in cross-functional teams; 
• Strong user instincts, especially in ambiguous problem spaces; 
• Skilled across the design spectrum: strategy, flows, UI, polish; 
• Comfortable balancing speed and craft in a high-velocity environment; 
• Experience designing or working with AI-powered features is a plus; 
• Excellent communicator; 
• Strong attention to detail and execution quality.

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

We are looking forward to getting to know you! 

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