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 Staff Product Designer, you’ll be a strategic leader and exemplar of craft excellence and cross-functional collaboration. You’ll drive our highest-impact initiatives and set standards for ShareGate. You’ll influence our long-term product vision, role-model customer obsession, align design initiatives closely with strategic business goals, and mentor peers.
Responsibilities:
- Strategic Leadership: Lead complex initiatives across multiple product areas, shaping scalable roadmaps by identifying strategic opportunities and translating them into actionable design solutions.
- Customer Obsession: Guide teams to uncover user needs using rapid insights, behavioral data, and MVP-driven experiments; embed customer-centric practices into scalable design systems.
- Experimentation & Innovation: Promote hypothesis-driven approaches, rapidly validating disruptive ideas through prototypes and experiments; mentor teams in lightweight methods for fast learning.
- Craft Excellence: Set design standards by balancing innovation, clarity, and scalability; use prototyping to communicate ideas clearly and push interaction boundaries through emerging technologies.
- Cross-Functional Collaboration: Partner closely with Product, Engineering, and other teams to balance user needs with business priorities, guiding teams through strategic trade-offs.
- Impact & Execution: Identify and drive high-impact initiatives, encourage rapid experimentation and feedback, and represent design leadership both internally and externally.
- System Thinking: Evolve design systems and patterns to support rapid iteration, maintain cohesion across products, and collaborate to improve content integration and usability.
- Mentorship & Influence: Mentor peers, address systemic challenges, and ensure alignment with strategic goals, establishing processes that improve quality, collaboration, and delivery speed.
A typical week?
- Connect with your product trio and design team to align on priorities;
- Gather and summarize first-hand insights from customers, leading research, and interviews;
- Lead workshop with PMs and Devs to align on hypotheses and actionable next steps;
- Prototype and test with users;
- Collaborate across multiple teams to align and prioritize across initiatives;
- Design reviews with the design team, trio, and product leadership;
- Contribute to team rituals;
- Operate on a dual horizon, delivering for the short-term needs while considering the implications of the long-term vision in partnership with Product & Engineering;
- Role-model high bar for quality, strategic acumen, and operational rigour.
What does your future team look like?
You’ll be the design lead for our ShareGate platform experience and new products. You’ll be part of a product trio and the ShareGate design team. You’ll work closely with product designers, content strategists, and leaders across ShareGate.
What are the next challenges awaiting your team?
- Crafting a bold vision for what the ShareGate platform experience will be for our partners and end-users that is AI-forward, visually compelling, and as always, simple to use.
- Ensuring a smooth end-to-end user experience between the platform, external customer-facing experiences, and our Product ecosystem, so it’s intuitive and cohesive.
- Drive business growth through platform optimization opportunities and rigorous experimentation.
Qualifications
- Extensive experience designing experiences for business and enterprise customers in B2B SaaS fast-paced start-up environments with a proven track record of strategic impact;
- High level of expertise in interaction design, visual design, accessibility, and inclusive UI patterns;
- Strong design POV and strong collaboration with engineers, with a focus on systems that work in the real world;
- A passion for empowering others, simplifying complexity, and improving quality at scale;
- Experience mentoring, leading by example, and being a strong design partner;
- A curiosity for emerging UX patterns, especially in AI-driven and adaptive experiences;
- Fluency in design tools like Figma, and comfort shaping documentation and tooling;
- Excellent communication skills — you make ideas, decisions, and systems feel clear and approachable.
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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