Own design of complex and ambiguous product areas across audit, financial reporting, and data analytics from problem framing through implementation Design AI-native interaction patterns, including agentic-driven and conversational UI, intelligent defaults, and predictive interfaces Design human oversight moments in agentic workflows to keep auditors in control Shape whole auditor journeys and how AI capabilities change audit work Produce working prototypes for engineering using AI-assisted tools Decide research questions and lead studies addressing strategic uncertainty Shape roadmap and sequencing discussions with Product and Engineering Turn high-level requirements into actionable team work Lead cross-team design initiatives and build agreement without formal authority Contribute to Caseware’s design system and uphold component and accessibility standards Mentor designers at all experience levels Participate in design critiques and follow developments in UX practice, AI tooling, and accounting software Requirements

Eight or more years of experience in user experience or related fields Portfolio demonstrating complex product problems, design decisions under ambiguity, and direction others built on Track record of designing at the journey level in complex, regulated, or data-heavy domains Enthusiasm for working at the intersection of design craft and AI-assisted making Familiarity with AI-assisted design tools and processes Experience with or willingness to work with Figma Make, Claude Code, and Replit Experience designing AI-native interaction patterns,



such as conversational or predictive interfaces, or a transparent point of view on transparency, accountability, and user trust Experience owning the research agenda for a product area and leading studies Proficiency with Figma Experience contributing to a component-based design system Command of accessibility standards sufficient to evaluate AI-generated components Confidence setting design direction with Product and Engineering leadership Track record of mentoring experienced designers Knowledge of accounting, audit, or financial services industries is a bonus Prior experience designing AI-powered or conversational product features is a bonus Core Competencies

Demonstrates expertise in designing complex product areas with a focus on AI-native interaction patterns and user experience. Proficient in leading design initiatives, mentoring designers, and contributing to design systems while ensuring adherence to accessibility standards. Highest-signal resume keywords

User Experience Design AI-Native Interaction Patterns Figma Proficiency Mentoring Designers Component-Based Design System ATS Optimization Keywords

Hard Skills

User Experience Design Prototyping Research Agenda Ownership Design Decision Making Accessibility Standards Evaluation Soft Skills

Leadership Without Authority Collaboration Problem Framing Industry Keywords

Audit Financial Reporting Data Analytics Accounting Financial Services Tools & Technologies

Figma AI-Assisted Design Tools Claude Code Replit

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📌 Staff UX Designer (Winnipeg)
🏢 Jobtailor
📍 Winnipeg