Senior Product Designer

Workleap

. Own a whole product area end-to-end, from framing the problem through shipping and monitoring learnings .

Posted 10/9/2026full-timeRemote • CanadaSenior💰 CA$125,000 - CA$160,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in designing complex software solutions with a focus on AI integration, user-centered design, and systems thinking. Capable of leading product areas from conception to launch while effectively collaborating with cross-functional teams.

Highest-signal resume keywords

AI IntegrationSystems ThinkingUser-Centered DesignDesign Rationale ArticulationCustomer Engagement

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Complex Software DesignDesign StandardsPrototypingUser Experience DesignDesign Decision-Making

Soft Skills

JudgmentClear ThinkingCommunication

Tools & Technologies

Microsoft 365Governance Workflows

Industry Keywords

IT DesignSecurity DesignData DesignExpert-User Audiences

About the role

Key responsibilities & impact

Own a whole product area end-to-end, from framing the problem through shipping and monitoring learnings
Design AI-first flows that keep customers in control
Simplify complex situations so users can understand and act confidently
Test bold bets with real customers, measure results, and adapt plans
Use AI to move from questions to testable solutions quickly
Raise design standards through critique, clear thinking, and decision-making
Partner with product and engineering leads from idea through launch
Design solutions for Microsoft 365 migration and governance workflows

Requirements

What you’ll need

6+ years designing complex software for businesses, with shipped work you owned from the first question to the last detail
Systems thinking: design the whole journey and think about what happens next
Judgment to make difficult-to-reverse design decisions
Weekly habit of talking to real customers and using their behavior to guide direction
Ability to articulate and defend design rationale to designers, engineers, and executives
Fluency using AI in your workflow
Ability to refine and polish work directly in the real product and push changes to production
Comfort working without a clear brief and learning in the open
Experience designing for IT, security, data, or expert-user audiences is a bonus

Benefits

Comp & perks

Annual bonus program
LTIP program, share in Workleap's long-term growth
RRSP
Family health insurance
Telemedicine
Annual wellness budget
Flexible vacation policy
Remote work, with access to our Montreal office
In-person gatherings twice a year
Claude access, for everyone