Upshop is the market leader in Total Store Operations solutions for the Grocery and C-Store markets. We offer an AI-powered, SaaS platform connecting Fresh, Center, eCommerce, and DSD department operations to deliver a simplified, smarter, more connected store experience. Customers running Upshop realize significant improvements in sales, shrink, food safety and sustainability across the entire store. 450+ retail chain accounts trust our software in over 55k+ stores, 35 countries, and 3 continents.Role SummaryAs a Principal UX Designer at Upshop, you will own the evolution of our Design Platform and Design System while acting as both a senior craft practitioner and mentor to the design organization. In this role, you will have the opportunity to be a platform-minded design leader, partnering with other PMs to shape and operationalize Upshop360 platform across all product suites. You will shape direction through hands-on contribution and thoughtful influence, helping the team make decisions confidently in ambiguity and complexity.You are a player-coach: a strategic thinker who leads by doing, builds with your hands, and elevates others’ work through mentorship and example. You will help define the future of Upshop’s design ecosystem — from foundational components to interaction patterns and scalable UX paradigms — ensuring consistency, coherence, and quality across products.This role requires a strong blend of senior UX craft, systems thinking, advanced prototyping, cross-functional influence, and coaching experience.What You’ll DoOwn and evolve the Upshop Design Platform and System: components, guidelines, interaction language, motion principles, and shared patterns.Partner with engineering to ensure consistency, scalability, performance, and technical feasibility at platform scale.Define and document standards for how design is expressed across products — from tokens to complex state behaviors.Advocate for accessibility, performance,



and inclusive design across the system.Hands-On UX & Interaction CraftCreate and iterate high-fidelity prototypes, interaction models, and design artifacts that clarify intent and drive alignment.Use prototypes as a primary language for exploration, communication, and decision-making.Translate research insights, user data, and business goals into elegant, scalable solutions.Serve as a mentor and coach: provide regular design critique, career guidance, and hands-on support for more junior designers.Lead and facilitate cross-disciplinary workshops to solve complex UX challenges collaborativelyElevate team craft through shared best practices, tooling improvements, and patterns for reuse.Cross-Functional CollaborationPartner deeply with Product, Engineering, and Brand teams to shape outcomes that balance user needs with business strategy.Influence product direction through strategic reasoning and exceptional design judgmentRepresent design decisions to senior leadership and stakeholders with clarity and confidence.Working in Ambiguity & Evolving PracticeThrive in exploratory environments where problems are undefined and outcomes are emerging.Define and refine processes that help teams navigate ambiguity while maintaining velocity and quality.QualificationsExperience7+ years of UX / product design experience with a strong portfolio of work that demonstrates both strategic depth and craft excellence.Experience creating and scaling design systems or shared UX platforms in complex multi-product portfolios across different medium (web, tablet,



mobile)Proven track record of mentoring designers and elevating team quality.Skills & ExpertiseHands-on design fluency:end-to-end interaction design, advanced prototyping (Figma), motion where applicable.Deep systems thinking:ability to decompose and organize design patterns that scale across products and teams.Excellent communication:ability to articulate decisions to both technical and non-technical audiences.Comfort working with engineering on implementation patterns, constraints, and performance realities.Strong understanding of user-centered design, accessibility, and usability best practices.Experience contributing code to UI component libraries: React, Tailwind, Design Tokens, shadcn, CSS-in-JS; able to meaningfully engage on component structure and implementation quality.Familiarity with analytics data used to inform design decisionsExperience in high-growth SaaS or platform organizationsWhat Makes You Successful HereYou set direction through clarity of thought and strength of craft, not hierarchy.You enjoy making complexity feel straightforward for others - both in product and in how design works.You are motivated by empowering others, sharing craft expertise, and defining scalable design strategies.You embrace ambiguity and drive forward with both curiosity and discipline.An online portfolio is required and should highlight:Design system thinking and platform-level impactHigh-fidelity prototypes and interaction workExamples of coaching, mentoring, or elevating team outcomesThe estimated pay ranges for this role are as follows:$120,000 - 170,000 CADThe successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.Create a Job AlertInterested in building your career at Upshop? Get future opportunities sent straight to your email.Accepted file types: pdf, doc, docx, txt, rtfEnter manuallyAccepted file types: pdf, doc, docx, txt, rtf#J-18808-Ljbffr

📌 Principal Ux Designer - C$120,000 - C$170,000 A Year (Winnipeg)
🏢 Upshop
📍 Winnipeg