Intermediate UX Designer

📍 Job Overview

Job Title: Intermediate UX Designer Company: Caseware Location: Toronto, ON, Canada Job Type: Full Time - Permanent Category: Product Design & User Experience Date Posted: 2026-05-04 Experience Level: Intermediate (2-5 years) Remote Status: Hybrid

🚀 Role Summary

• Design user experiences for Caseware's cloud-based audit, financial reporting, and data analytics products, integrating modern AI tools into the design workflow.
• Drive innovation by leveraging AI-assisted design tools such as Figma Make, Claude Code, and Replit to accelerate ideation, prototype generation, and solution exploration.
• Conduct user research and usability testing to ensure AI-generated designs are user-centered, accessible, and meet customer needs.
• Collaborate closely with Product Management and Engineering to translate AI-assisted design concepts into implementable solutions.
• Contribute to the evolution of team practices, establishing standards for AI tool integration, prompting, and output review within the design and development lifecycle.

📝 Enhancement Note: This role is positioned at the intersection of traditional UX design and emerging AI technologies, requiring a candidate who can critically evaluate and refine AI-generated output while maintaining a user-centric approach. The emphasis on "AI-assisted making" and "agentic capabilities" suggests a forward-thinking design team actively shaping the future of design workflows.

📈 Primary Responsibilities

• Develop intuitive and user-centered designs for Caseware's suite of financial and audit software, utilizing a blended approach of traditional UX methodologies and cutting-edge AI tools (Figma Make, Claude Code, Replit).
• Critically assess and iterate on AI-generated design outputs, ensuring that efficiency gains do not compromise usability, accessibility, or the integrity of the design.
• Plan, execute, and analyze user research and usability testing to gather actionable insights that inform both direct design decisions and the refinement of AI design assistance.
• Partner effectively with Product Managers and Engineers throughout the product development lifecycle, ensuring clear communication and alignment on AI-assisted design artifacts and their implementation.
• Actively participate in shaping and documenting team best practices for AI tool utilization, including prompt engineering, output validation, and integration into existing design and development workflows.
• Champion the holistic auditor journey, exploring how AI and agentic capabilities can enhance the planning, execution, and delivery phases of audit work.
• Contribute to the maintenance and evolution of the company's design system, establishing guidelines for the evaluation, adaptation, and integration of AI-generated components.
• Engage in constructive design critiques and maintain a proactive curiosity about advancements in UX practice, AI tooling, and the accounting software industry.

📝 Enhancement Note: The responsibilities highlight a proactive role in not only designing but also in shaping the future of design processes within Caseware, particularly concerning AI integration. Candidates are expected to be both skilled designers and thought leaders in adopting new technologies.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a background or demonstrable understanding of Human-Computer Interaction (HCI), Design, Computer Science, or a related field is highly beneficial.

Experience: Approximately 2 to 3 years of professional UX design experience.

Required Skills:

• Demonstrated enthusiasm for AI-assisted design and the ability to critically evaluate AI outputs for user-centered outcomes.
• A strong portfolio showcasing problem-solving skills, design decision-making processes, and a range of UX design projects.
• Proven experience using AI-assisted design tools such as Figma Make, Claude Code, or Replit, with a clear understanding of effective prompting and output refinement.
• Proficiency in contributing to and working within component-based design systems.
• Experience in planning and conducting user research and usability testing, with a track record of translating findings into design improvements.
• Solid understanding of accessibility standards (e.g., WCAG) and the ability to apply them to AI-generated designs.
• Excellent communication and presentation skills, with the ability to articulate design rationale to cross-functional teams and stakeholders.
• Adaptability and comfort with ambiguity in a rapidly evolving team environment.
• Understanding of responsive design principles and experience designing for multiple platforms.
• Knowledge of responsible AI principles, including bias, transparency, and building user trust.

Preferred Skills:

• Familiarity with the accounting, audit, or financial services industries.
• Prior experience designing for AI-powered features or conversational interfaces.
• Experience with Angular components for implementation references.
• Proficiency with user research and testing platforms.

📝 Enhancement Note: The emphasis on "AI-assisted making" and specific tools like Figma Make, Claude Code, and Replit suggests that hands-on experience with these technologies is crucial. The requirement for a portfolio that "shows not just what you designed but how you think through problems and make decisions" indicates a need for candidates who can articulate their process and strategic thinking.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase a minimum of 2-3 distinct UX design projects demonstrating your problem-solving approach, design process, and decision-making rationale.
• Include examples of how you have used AI-assisted tools in your workflow, explaining the prompts used, the outputs generated, and how you refined them.
• Present case studies that clearly articulate user needs, design challenges, your proposed solutions, and measurable outcomes or learnings.
• Demonstrate your understanding and application of design systems, including how you've contributed to or worked within them.
• Highlight projects that address accessibility considerations and how you ensured inclusive design practices.

Process Documentation:

• Be prepared to discuss your typical UX design process, from initial research and ideation through to prototyping, testing, and handoff.
• Articulate how you integrate user feedback and research findings into iterative design cycles.
• Explain your approach to collaborating with product managers and engineers to ensure successful implementation of designs.
• Describe your experience with design critique sessions and how you incorporate feedback.

📝 Enhancement Note: The portfolio is a critical component for this role, especially given the emphasis on AI integration. Candidates should be ready to present specific examples of how they've leveraged AI tools and critically evaluated their output, not just the final designs.

💵 Compensation & Benefits

Salary Range: $90,000 - $108,000 CAD per year.

Benefits:

• Discretionary Bonus and/or Commission eligibility.
• Comprehensive health insurance.
• Retirement plans.
• Flexible work options.
• Generous time-off policies.
• Recognition programs.
• Opportunities for career growth and development.

Working Hours: Standard full-time hours, likely around 40 hours per week, with flexibility offered. The hybrid model requires 3 days per week in the Toronto office.

📝 Enhancement Note: The salary range is provided and is competitive for an Intermediate UX Designer role in Toronto. The benefits package is comprehensive, highlighting a commitment to employee well-being and professional development. The hybrid arrangement requires a balance between in-office collaboration and remote work flexibility.

🎯 Team & Company Context

🏢 Company Culture

Industry: Fintech, Software (Audit & Accounting Software). Caseware is a leader in providing cloud-based audit, financial reporting, and data analytics solutions to accounting professionals globally. Company Size: Mid-to-Large (implied by 500,000+ users across 130 countries and a significant investment from Hg Capital). Founded: Over 30 years ago, indicating a stable, established company with a long history of innovation in the Fintech space.

Team Structure:

• The UX Design Team is actively involved in transforming design workflows, integrating cutting-edge AI tools.
• Collaboration is expected with Product Management, Engineering, and other Design Team members.
• The team culture values innovation, collaboration, knowledge sharing, and a "Many Voices, One Team" approach.

Methodology:

• Embraces AI-assisted making, integrating tools like Figma Make, Claude Code, and Replit into daily practice.
• Focuses on user-centered design, driven by user research and usability testing.
• Emphasizes iterative design cycles and continuous improvement.
• Values a proactive approach to shaping team practices and workflows.

Company Website: caseware.com

📝 Enhancement Note: Caseware's long history in Fintech, combined with recent investment and a focus on AI, suggests a company that values both stability and forward-thinking innovation. The "Many Voices, One Team" value indicates a collaborative and inclusive environment.

📈 Career & Growth Analysis

Operations Career Level: Intermediate UX Designer, indicating a role with significant individual contribution and potential for growth into senior or specialized design positions. This role involves more than just execution; it requires critical thinking and contribution to team methodology.

Reporting Structure: The role likely reports to a Design Lead or Manager, working closely with Product Managers and Engineering Leads. The emphasis on shaping team practices suggests a degree of autonomy and influence.

Operations Impact: The UX Designer's work directly impacts over 500,000 accounting and audit professionals worldwide. By designing intuitive and intelligent solutions, they enable users to work more efficiently, gain deeper insights, and improve financial processes. The integration of AI aims to further enhance this impact by accelerating design and development.

Growth Opportunities:

• Skill Specialization: Deepen expertise in AI-assisted design, user research, or design systems.
• Leadership Development: Opportunities to mentor junior designers, lead design initiatives, or contribute to strategic product decisions.
• Industry Exposure: Gain in-depth knowledge of the accounting and financial reporting software industry and the evolving landscape of AI in design.
• Process Innovation: Play a key role in defining and refining the team's AI-driven design workflows.

📝 Enhancement Note: This role offers a unique opportunity to be at the forefront of AI integration in UX design within a well-established Fintech company. Growth potential lies in both technical design skills and influencing team processes.

🌐 Work Environment

Office Type: Hybrid. The company requires 3 days per week in their Toronto office. This suggests a blend of focused individual work and collaborative team interaction.

Office Location(s): 351 King St E, Toronto, ON. This is a central downtown Toronto location, suggesting accessibility via public transit and proximity to amenities.

Workspace Context:

• Collaborative: The hybrid model and emphasis on team practices indicate a need for in-person collaboration for brainstorming, critiques, and team alignment.
• Tech-Enabled: Expect access to modern design tools and technologies, including AI platforms, as integral to the workday.
• Cross-Functional Interaction: Regular interaction with product managers, engineers, and fellow designers is a core aspect of the role.

Work Schedule: Full-time, with flexibility. The hybrid nature allows for structured in-office days for collaboration and remote days for focused work.

📝 Enhancement Note: The hybrid model is designed to balance the benefits of in-person collaboration and team cohesion with the flexibility and focus that remote work can offer. Candidates should be comfortable with this structure and the need to be present in the office for specific team activities.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Review of resume and portfolio to assess experience, skills, and alignment with the role's AI focus.
• Design Challenge/Case Study: Likely a practical exercise evaluating problem-solving skills, design thinking, and potentially the ability to incorporate AI tools. This could involve designing a feature or iterating on an existing one.
• Portfolio Review & Discussion: In-depth discussion of past projects, focusing on design decisions, process, collaboration, and experience with AI tools. Expect questions about how you approach ambiguity and contribute to team methodology.
• Team/Hiring Manager Interviews: Assessment of cultural fit, communication skills, and alignment with Caseware's values and collaborative approach.

Portfolio Review Tips:

• Showcase AI Integration: Clearly present projects where you've used AI tools, detailing your prompts, the AI's output, and your critical evaluation and refinement process.
• Emphasize Process: Detail your problem-solving methodology, user research insights, and iterative design approach. Explain why you made certain design decisions.
• Quantify Impact: Where possible, include metrics or qualitative feedback that demonstrates the success of your designs.
• Tell a Story: Structure your case studies to narrate a clear problem, your approach, and the solution, highlighting your contributions.
• Accessibility Focus: Ensure your portfolio demonstrates a strong understanding and application of accessibility principles.

Challenge Preparation:

• Be prepared for challenges that may involve hypothetical scenarios related to designing for complex financial data or integrating AI features.
• Practice articulating your thought process clearly and concisely, especially when explaining how you would approach a problem or leverage AI tools.
• Consider how you would ensure user-centricity and accessibility in any AI-assisted design output.

📝 Enhancement Note: Given the unique focus on AI, expect interview questions to heavily probe your experience and critical perspective on using AI in design. The portfolio review will be a key opportunity to demonstrate this.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Core tool for UI/UX design and prototyping. Proficiency is essential.
• Figma Make: Specifically mentioned for AI-assisted design generation.
• Claude Code: AI tool for code generation, likely used in conjunction with design artifacts for implementation.
• Replit: Online IDE and collaboration platform, potentially used for prototyping or for engineers to work with AI-generated code.

Analytics & Reporting: While not explicitly listed for UX, understanding user behavior analytics is beneficial. Expect integration with product analytics tools.

CRM & Automation: Not directly applicable to UX design tasks, but understanding how designs fit into broader product workflows is key.

Design Systems: Experience working within and contributing to component-based design systems is required. Collaboration Tools: Microsoft Teams, Jira, Confluence are standard for team communication and project management. Development References: Angular components are mentioned for implementation references, indicating a need for designers to understand how their work translates to front-end code.

📝 Enhancement Note: The emphasis on Figma, Figma Make, Claude Code, and Replit highlights Caseware's commitment to integrating AI into their design workflow. Candidates should be prepared to discuss their practical experience with these specific tools.

👥 Team Culture & Values

Operations Values:

• Innovation: A core value, evident in the adoption of cutting-edge AI technology.
• Collaboration: "Many Voices, One Team" emphasizes inclusive teamwork and shared contributions.
• User-Centricity: Designing for what users "actually need" is paramount, even with AI assistance.
• Impactful Work: Contributing to solutions that help clients manage financial processes and drive success.
• Continuous Learning: Staying curious about industry trends and evolving practices.

Collaboration Style:

• Cross-functional Integration: Close collaboration with Product and Engineering is essential for translating designs into implementable features.
• Open Feedback: Participation in design critiques suggests a culture where constructive feedback is welcomed and utilized.
• Knowledge Sharing: Encouraged within the team, particularly around new methodologies like AI-assisted design.
• Evolving Practices: The team is actively shaping its workflows, indicating an environment that embraces change and experimentation.

📝 Enhancement Note: The culture appears to be a dynamic blend of established professionalism (30+ years in business) and forward-thinking innovation (AI integration). Candidates who thrive in collaborative, learning-oriented environments that embrace new technologies will be a good fit.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating AI Ambiguity: Working in a team that is actively defining its AI-assisted design playbook requires comfort with evolving processes and potential unknowns.
• Balancing Speed and Quality: Ensuring that AI-driven efficiency does not compromise user experience, accessibility, or thoughtful design.
• Integrating AI Critically: Effectively evaluating and refining AI-generated output to meet high design standards and company-specific needs.
• Evolving Design Practices: Contributing to the development and documentation of new team workflows and best practices for AI integration.

Learning & Development Opportunities:

• AI in Design Specialization: Become an expert in leveraging AI tools for UX design, including prompt engineering and output evaluation.
• Product Domain Expertise: Develop deep understanding of audit, financial reporting, and data analytics for accounting professionals.
• Design System Advancement: Contribute to the growth and maintenance of a robust design system.
• Cross-functional Collaboration: Enhance skills in working with product management and engineering on complex software solutions.

📝 Enhancement Note: The primary challenge and growth opportunity lie in pioneering the use of AI in UX design within the accounting software domain. This role offers a chance to shape future design practices.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you used an AI tool to assist in your design process. What was the challenge, what tool did you use, what was the output, and how did you refine it?"
• "How do you ensure user-centricity and accessibility when working with AI-generated design elements?"
• "Imagine we need to design a new AI-powered feature for our audit software. How would you approach this, and what role would AI tools play in your process?"
• "How would you contribute to developing best practices for AI tool usage within a design team?"

Company & Culture Questions:

• "What interests you about Caseware and our mission in the Fintech/audit software space?"
• "How do you align with our 'Many Voices, One Team' value and our focus on collaboration?"
• "Describe your experience working in a hybrid environment and how you maintain productivity and team connection."
• "How do you stay curious and keep up with advancements in UX and AI technology?"

Portfolio Presentation Strategy:

• Highlight AI Projects: Dedicate specific slides or sections to projects where you've used AI tools. Be ready to demonstrate your prompts and refinement process.
• Show, Don't Just Tell: Use visuals to illustrate your design process and the evolution of your work, especially how AI factored in.
• Focus on Decision-Making: Be prepared to explain the rationale behind your design choices, including why you chose specific AI tools or rejected certain AI outputs.
• Quantify Impact: Present any data or user feedback that demonstrates the positive outcomes of your design work.
• Be Prepared for Technical Questions: Understand how your designs translate to code (e.g., Angular components) and how AI-generated code might be integrated.

📝 Enhancement Note: Interviewers will be keen to understand your practical experience with AI design tools, your critical thinking about their application, and your ability to integrate them effectively into a user-centered design process.

📌 Application Steps

To apply for this Intermediate UX Designer position:

• Submit your application through the provided link on jobs.lever.co.
• Tailor your Resume: Highlight experience with AI-assisted design tools (Figma Make, Claude Code, Replit), user research, usability testing, design systems, and accessibility standards. Use keywords from the job description.
• Curate Your Portfolio: Ensure it clearly showcases 2-3 strong UX projects, with a specific emphasis on any AI integration, your design process, and problem-solving approach. Prepare to walk through these projects in detail.
• Prepare for AI-Focused Questions: Anticipate questions about your experience with AI in design, your critical evaluation of AI outputs, and how you ensure user-centricity.
• Research Caseware: Understand their products, their position in the Fintech/audit software market, and their company values, particularly "Many Voices, One Team."

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

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