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 (Ontario)
🏢 Jobtailor
📍 Ontario