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Principal Product Designer

Remote · Canada Full-time

Who you are What we'll ask to see - Case studies showing: An onboarding or product adoption experience you designed from scratch or significantly reshaped—especially one that established a pattern other teams now use How you navigated complexity across multiple surfaces or interaction modes (web + mobile, or setup + guided workflows + human handoff) Evidence of organizational influence: how other teams or designers adopted or built on your approach or patterns you defined Research or testing that informed a key design decision or shifted how the company thought about onboarding Work that felt cohesive despite touching multiple products or handoff moments Founder's mentality: You own outcomes, not just outputs. You care deeply about whether your designs actually work for support agents and restaurant operators You lift others up: You make the designers around you better through example, feedback, and generosity with your process You drive action through influence: You build trusted relationships across product, engineering, and customer service teams. You can shift a room's perspective without authority You build strong perspectives: You make decisions quickly and collaboratively, informed by both data and intuition. You know when to push back You raise the bar: You're constantly learning—new interaction patterns, new AI capabilities, new tooling. You bring that learning into your work and share it with your team What the job involves Onboarding flow expertise: You've shipped end-to-end onboarding or product adoption experiences, setup flows, guided workflows, feature tours, or progressive disclosure patterns. You understand how to sequence information, create aha moments, and reduce friction for new users Hands-on systems thinking: Design cohesive experiences across multiple surfaces and interaction modes. You see how one flow connects to another and design for the seams, especially transitions between self-service setup and human-in-the-loop support AI-guided experience design: You've designed with AI as a core part of the experience, whether that's guided workflows, intelligent suggestions, or contextual assistance. You understand how to make AI feel like a helpful partner, not a replacement or afterthought UI/UX rigor: Strong visual design skills demonstrated through a real portfolio. You can prototype interactions, spec components, and push Figma work that sets a high bar. Your work is both functional and thoughtfully crafted Organizational influence at principal level: You build conviction within product, engineering, and cross-functional leadership teams. You define new patterns and drive adoption of them beyond your immediate team Pragmatic product thinking: You understand the business context behind onboarding, activation rates, time-to-value, feature discovery, customer success outcomes. You design with outcomes in mind Research-driven approach: You design with data by conducting user research, usability testing, and pulling insights from onboarding metrics and customer feedback. You know when to prototype before committing to direction Familiarity with AI design tooling: You're comfortable working with Claude, V0, Replit, and similar tools

Benefits

Peer and company recognition programs Unlimited Vacation Sabbatical opportunity after five years Professional Development Reimbursement Program Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend Various peer and company recognition programs 401(k) and matching Medical, Dental, & Vision Coverage Mental Health Benefits Subsidized backup childcare

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