Intermediate UX Designer

📍 Job Overview

Job Title: Intermediate UX Designer

Company: Caseware

Location: Toronto, ON, Canada

Job Type: Full Time - Permanent

Category: Product Design / UX Design

Date Posted: 2026-09-03

Experience Level: Intermediate (2-3 years)

Remote Status: Hybrid (3 days in office)

🚀 Role Summary

• Design user experiences for Caseware's cloud-based audit, financial reporting, and data analytics solutions, leveraging modern AI-assisted design tools alongside traditional UX methodologies.

• Integrate cutting-edge AI tools like Figma Make, Claude Code, and Replit into the daily design workflow to accelerate ideation, prototype generation, and solution exploration.

• Conduct user research and usability testing to ensure AI-assisted designs are grounded in user needs, maintaining high standards of accessibility, usability, and intentional design.

• Collaborate closely with Product Management and Engineering teams to translate AI-generated design artifacts into implementable solutions, contributing to the evolution of team practices for AI integration.

📝 Enhancement Note: This role is positioned within a forward-thinking design team that is actively exploring and integrating AI into its core workflows. The emphasis is on balancing the speed and efficiency gains from AI with fundamental UX principles and user-centricity. The role requires not just design execution but also a proactive contribution to shaping new team processes.

📈 Primary Responsibilities

• Design intuitive and user-centered experiences for Caseware's suite of cloud-based products used by accounting professionals worldwide, with a strong focus on audit, financial reporting, and data analytics.

• Actively utilize and experiment with AI-assisted design tools (e.g., Figma Make, Claude Code, Replit) to enhance the design process, from initial concept generation to detailed prototyping.

• Critically evaluate and refine AI-generated design outputs, ensuring they meet stringent standards for accessibility, usability, performance, and adherence to the company's design system.

• Plan, execute, and analyze user research and usability testing to gather actionable insights, which will then inform both human-led design decisions and AI iteration cycles.

• Collaborate cross-functionally with product managers and engineers to define product requirements, ensure clear communication of design intent, and facilitate the smooth implementation of AI-enhanced designs.

• Contribute to the development and evolution of the team's best practices for AI tool integration, including prompt engineering, output review, and workflow optimization.

• Design cohesive user journeys that leverage AI and agentic capabilities to improve how audit tasks are planned, executed, and delivered.

• Maintain and evolve the company's design system, establishing guidelines for the evaluation, adaptation, and incorporation of AI-generated components.

• Participate actively in design critiques and contribute to discussions about the future of UX practice, AI tooling, and the accounting software industry.

📝 Enhancement Note: The responsibilities highlight a blend of core UX design tasks with a pioneering approach to AI integration. The expectation is for the designer to be both a skilled practitioner and an innovator, contributing to the definition of new design paradigms within the company. The emphasis on "cohesive auditor journeys" suggests a focus on end-to-end user flows and strategic product thinking.

🎓 Skills & Qualifications

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

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

Required Skills:

• Demonstrated proficiency in UX design principles and methodologies, with a portfolio showcasing problem-solving skills and decision-making processes.

• Hands-on experience using AI-assisted design tools such as Figma Make, Claude Code, or Replit within a design workflow.

• Proven ability to prompt AI tools effectively, critically evaluate generated outputs, and refine them to meet design system and accessibility standards.

• Experience in planning and conducting user research and usability testing, with a track record of translating findings into tangible design improvements.

• Proficiency with core design and prototyping tools, specifically Figma.

• Experience working with and contributing to component-based design systems.

• Strong understanding of accessibility standards (e.g., WCAG) and the ability to ensure AI-generated components meet these requirements.

• Excellent communication and presentation skills, with the ability to articulate design decisions and process rationale to cross-functional teams and stakeholders.

• Comfort with ambiguity and rapid iteration in a dynamic team environment that is actively shaping its processes.

• Understanding of responsive design principles and experience designing for multiple platforms.

• Knowledge of responsible AI principles (bias, transparency, trust) as they relate to interaction design. Preferred Skills:

• Prior experience designing for AI-powered features or conversational interfaces.

• Knowledge of the accounting, audit, or financial services industries.

• Experience with Angular components for implementation references.

• Familiarity with collaboration tools like Microsoft Teams, Jira, and Confluence.

📝 Enhancement Note: The experience requirement is specifically tied to a portfolio that demonstrates not just design output but also the candidate's thought process and decision-making, particularly concerning AI integration. The emphasis on "critical evaluation" of AI outputs is a key differentiator.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Your portfolio should clearly articulate your design process, from problem definition to final solution, emphasizing how you approach challenges and make design decisions.

• Include case studies that specifically showcase your experience with AI-assisted design tools, detailing how you leveraged them, what the outputs were, and how you refined them.

• Demonstrate your understanding of user research and usability testing, including how you gathered insights and translated them into design improvements.

• Showcase your contributions to or experience with design systems, highlighting how you ensure consistency and adherence to standards.

• Provide examples of how you have considered and implemented accessibility standards in your designs.

• Quantify the impact of your design work where possible, using metrics or qualitative feedback to illustrate success. Process Documentation:

• Be prepared to discuss your approach to designing user journeys, particularly for complex workflows like audit processes.

• Be ready to explain how you integrate user feedback and research findings into iterative design cycles, especially when working with AI-generated content.

• Articulate your understanding of how design artifacts translate into development implementation, and your role in that collaboration.

📝 Enhancement Note: The portfolio is critical for this role, especially for demonstrating a nuanced understanding of AI integration. Candidates should focus on showcasing their ability to critically assess and refine AI outputs, rather than simply presenting AI-generated work as final. The "how" and "why" behind design decisions, particularly those involving AI, will be heavily scrutinized.

💵 Compensation & Benefits

Salary Range: The annual base salary for this position is between $90,000 CAD and $108,000 CAD per year.

• This range is determined by factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change. Benefits:

• Competitive compensation package including salary, discretionary bonus, and/or commission.

• Comprehensive health insurance.

• Retirement plans.

• Flexible work options.

• Remote opportunities.

• Generous time-off policies.

• Opportunities for career growth and professional development.

• Recognition programs and performance bonuses.

Working Hours: The standard working hours for this full-time, permanent position are assumed to be 40 hours per week, with flexibility offered as part of the company's commitment to work-life balance.

📝 Enhancement Note: The salary range is competitive for an Intermediate UX Designer in Toronto. The mention of "discretionary bonus and/or commission" suggests that performance-based incentives may be part of the overall compensation, which is common in product-focused roles where user adoption and satisfaction directly impact business outcomes. The benefits package is robust, emphasizing work-life balance and professional growth.

🎯 Team & Company Context

🏢 Company Culture

Industry: Fintech / Software (Audit & Accounting)

Caseware is a established leader in the audit and accounting software industry, operating within the Fintech sector. With over 30 years of experience, they provide critical solutions used by over 500,000 professionals globally. Their focus on cloud-based solutions and recent investment from Hg Capital signals a commitment to innovation and growth in a competitive market.

Company Size: While not explicitly stated, Caseware is a significant player in its niche, with a global user base and presence in 130 countries. This suggests a mid-to-large enterprise size, offering stability and opportunities for impact within a well-established organization.

Founded: Caseware was founded over 30 years ago, positioning it as one of Canada's original Fintech companies. This long history implies a deep understanding of its market and a stable foundation, now undergoing a phase of accelerated growth.

Team Structure:

• The UX Design Team is described as actively transforming how design work is done, with a focus on integrating AI tools. This suggests a collaborative, experimental, and forward-thinking team environment.

• The role involves close collaboration with Product Managers and Engineers, indicating a cross-functional and agile development approach.

• Reporting structure is not detailed but is typical for a mid-level designer, likely reporting to a UX Lead or Design Manager. Methodology:

• The team is embracing AI-assisted making, integrating tools like Figma Make, Claude Code, and Replit into their daily practice.

• There's a strong emphasis on user-centered design, with regular user research and usability testing informing design iterations.

• The development of and adherence to a component-based design system is a core part of their workflow.

• Agile development methodologies are implied through collaboration with product and engineering.

Company Website: https://www.caseware.com/

📝 Enhancement Note: Caseware's position as an established Fintech company undergoing growth, coupled with its experimental approach to AI in design, presents a unique opportunity for designers. The culture appears to value innovation, collaboration, and a commitment to user outcomes, while also providing the stability of a long-standing company.

📈 Career & Growth Analysis

Operations Career Level: Intermediate UX Designer

This role is clearly defined as an intermediate position, requiring 2-3 years of professional experience. It signifies a step beyond entry-level responsibilities, expecting the designer to work more autonomously on defined projects, contribute to design system evolution, and actively participate in strategic discussions. The role is crucial for shaping product experiences and influencing design practices, particularly in the nascent area of AI integration.

Reporting Structure: The Intermediate UX Designer will likely report to a Design Lead, UX Manager, or Head of Product Design. They will work closely with Product Managers and Engineers, forming a core product team for specific features or product areas. The collaborative nature of the role suggests strong cross-functional interaction rather than a strictly hierarchical reporting line for day-to-day work.

Operations Impact: The designs created by this role have a direct impact on the efficiency, insights, and overall success of accounting and audit professionals worldwide. By improving user experience through innovative design, including AI integration, the designer contributes to Caseware's mission of helping clients work more intelligently and deliver impactful results. The role also influences the company's technological edge by pioneering new design workflows with AI.

Growth Opportunities:

• Specialization in AI-Assisted Design: This role offers a unique opportunity to become an expert in applying AI tools to UX design, a rapidly evolving field. Growth can lead to senior roles focused on AI product design or design innovation.

• Leadership in Design Systems: Contributing to and evolving the design system can lead to opportunities in design system management or architecture.

• Product Ownership: With experience and demonstrated impact, there's potential to move into more senior UX roles, take ownership of larger product areas, or even transition into Product Management.

• Mentorship: As an intermediate designer, there will be opportunities to mentor junior designers and share expertise, a stepping stone to leadership roles.

• Industry Influence: By actively contributing to new AI design practices, the designer can help shape industry standards and Caseware's reputation as an innovator.

📝 Enhancement Note: The "Intermediate" level suggests a solid foundation in core UX skills coupled with the potential for significant growth, particularly in the niche area of AI-driven design. The company's investment and focus on innovation provide a fertile ground for career advancement.

🌐 Work Environment

Office Type: Hybrid work model. The role requires the successful candidate to work 3 days a week in the Toronto office. This suggests a structured approach to balancing in-office collaboration with remote flexibility.

Office Location(s): The primary office location mentioned is 351 King St E Suite 1100, Toronto, ON. This is a central business district location, likely offering good accessibility via public transport.

Workspace Context:

• The hybrid model implies a collaborative office environment designed for team interaction, brainstorming, and focused work sessions.

• The company's tech stack indicates access to modern design and collaboration tools (Figma, Replit, Claude Code, Microsoft Teams, Jira, Confluence).

• Opportunities for cross-functional collaboration with Product and Engineering teams are central to the role's function.

• The emphasis on "Many Voices, One Team" suggests an inclusive and supportive work environment where diverse perspectives are encouraged.

Work Schedule: Full-time, permanent position. The hybrid arrangement suggests a standard work week with some flexibility, allowing for effective management of design processes and collaboration across different time zones and work preferences.

📝 Enhancement Note: The hybrid model is a common offering that aims to provide the benefits of both in-office collaboration and remote work flexibility. Candidates should expect a professional office environment conducive to design work and team interaction, with technology readily available to support their tasks.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio to assess basic qualifications and alignment with the role's requirements, especially regarding AI integration experience.

• Portfolio Presentation & Discussion: You will likely be asked to present a selection of your work, focusing on case studies that demonstrate your UX process, problem-solving skills, and experience with AI tools. Be prepared to articulate your design decisions, rationale, and the impact of your work.

• Technical/Skills Interview: This may involve discussions about specific design tools, methodologies, accessibility standards, and your approach to user research. Questions about your experience with AI-assisted design and your critical evaluation of AI outputs will be key.

• Cross-functional Collaboration Interview: You may meet with Product Managers and Engineers to assess your collaboration style, communication skills, and ability to work effectively within a cross-functional team.

• Final Interview: This could be with a Design Lead, Manager, or senior stakeholder to discuss overall fit, career aspirations, and cultural alignment.

Portfolio Review Tips:

• Curate Strategically: Select 2-3 projects that best showcase your skills, especially those involving AI-assisted design, complex problem-solving, and user research.

• Tell a Story: For each case study, clearly outline the problem, your role, the process you followed (emphasizing AI integration), your design decisions (and why), and the outcome/impact.

• Highlight AI Nuance: Specifically address how you used AI tools, what prompts you employed, how you evaluated the AI's output, and what refinements you made. This is a critical differentiator for this role.

• Demonstrate Critical Thinking: Show that you don't just accept AI output but critically assess it against user needs, design principles, and accessibility standards.

• Quantify Impact: Whenever possible, use data (user feedback, metrics, A/B test results) to demonstrate the effectiveness of your designs.

• Be Prepared for Whiteboarding/Design Exercises: You might be asked to sketch out a solution to a hypothetical problem or discuss a design challenge on the spot.

Challenge Preparation:

• AI Prompting and Evaluation: Practice articulating how you would approach a design task using AI. Think about the prompts you'd use and how you'd critique the results.

• User Journey Mapping: Be ready to discuss how you would map out an auditor's journey and identify areas where AI could enhance the experience.

• Design System Thinking: Prepare to discuss how you'd integrate new, AI-generated components into an existing design system.

• Accessibility Checks: Be ready to explain your process for ensuring designs, especially those involving AI, are accessible.

📝 Enhancement Note: The interview process will heavily focus on your practical experience with AI in design. Candidates should prepare to discuss their specific workflows, critical evaluation methods, and how they ensure user-centricity and quality when leveraging AI tools. Your portfolio is your primary tool for demonstrating this.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The core tool for UI/UX design and prototyping. Proficiency is essential.

• Figma Make: Expected to be used for AI-assisted design workflows.

• Replit: Likely used for prototyping, coding assistance, or exploring AI-generated code snippets related to UI.

• Claude Code: An AI assistant for code generation and potentially design-related tasks.

Analytics & Reporting:

• While not explicitly listed as design tools, experience with user research and testing platforms is required. This could include tools like UserTesting.com, Maze, Hotjar, or internal analytics platforms. CRM & Automation:

• Jira: For task management, bug tracking, and workflow management within development sprints.

• Confluence: For documentation, knowledge sharing, and project collaboration.

• Microsoft Teams: For team communication and collaboration.

• Angular Components: While not a design tool, understanding how designs translate into Angular components is beneficial for implementation.

📝 Enhancement Note: The tech stack emphasizes modern, AI-integrated design tools. Candidates should be comfortable not only with Figma but also with the concept and practical application of AI assistants like Claude Code and tools like Replit in the design process. Familiarity with Angular is a plus for understanding implementation.

👥 Team Culture & Values

Operations Values:

• Innovation: A core value, evident in the exploration and integration of cutting-edge AI technology into design practices.

• Collaboration: Emphasized through the "Many Voices, One Team" motto and the requirement for close work with Product and Engineering. The team fosters knowledge sharing and a supportive environment.

• User-Centricity: Design decisions are grounded in user research and usability testing, ensuring that technological advancements serve user needs.

• Efficiency & Intelligence: The goal is to help customers work more intelligently and deliver impactful results, reflecting a drive for efficiency and effectiveness in both product design and team processes.

• Continuous Learning: The role requires staying curious about UX practice, AI tooling, and industry trends, suggesting a culture that supports ongoing learning and adaptation.

Collaboration Style:

• Cross-functional Integration: The role thrives on close collaboration with Product Managers and Engineers to ensure seamless design-to-implementation.

• Open Feedback Culture: Active participation in design critiques indicates a culture where constructive feedback is welcomed and used for improvement.

• Process Evolution: The team is actively shaping its own workflows around AI, suggesting a willingness to experiment, adapt, and collectively define best practices.

• Global Collaboration: Working with a diverse, global team implies a need for clear communication and an understanding of different perspectives.

📝 Enhancement Note: The company culture appears to be a blend of established expertise and forward-thinking innovation. The emphasis on AI integration suggests a team that is not afraid to experiment and lead change within their domain. "Many Voices, One Team" highlights a commitment to inclusivity and collective success.

⚡ Challenges & Growth Opportunities

Challenges:

• Navigating AI Integration: The primary challenge will be effectively integrating AI tools into existing design workflows while maintaining high standards of quality, usability, and ethical considerations. This includes managing the inherent ambiguity of AI outputs and evolving best practices.

• Balancing Speed and Quality: Ensuring that the efficiency gains from AI do not compromise the depth of user research, intentional design thinking, or accessibility compliance.

• Evolving Design Practices: Contributing to and adapting to new team processes and methodologies as the use of AI in design matures. This requires flexibility and a proactive approach to learning.

• Designing for Complex Domains: Working within the audit, financial reporting, and data analytics space requires understanding complex user needs and workflows, which can be challenging to design for effectively.

Learning & Development Opportunities:

• AI in Design Expertise: Become a specialist in leveraging AI for UX design, a highly sought-after skill.

• Design System Mastery: Deepen expertise in building, maintaining, and evolving design systems, particularly in the context of AI-generated components.

• Product Strategy Input: Contribute to product strategy through user insights and innovative design solutions, potentially leading to increased product ownership.

• Cross-functional Skill Development: Enhance collaboration and communication skills by working closely with product and engineering teams.

• Industry Trends: Stay at the forefront of UX, AI, and Fintech trends through continuous learning and engagement within the team and potentially industry events.

📝 Enhancement Note: The challenges presented are directly tied to the innovative nature of the role, particularly the AI integration aspect. These challenges also represent significant growth opportunities for a designer looking to expand their skillset and influence.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you used an AI-assisted tool in your design process. What was the task, what tool did you use, what was the outcome, and what critical evaluations did you make of the AI's output?"

• "How would you approach designing a new feature for an audit workflow, and how would you leverage AI tools to accelerate and enhance that process? What are the potential pitfalls?"

• "Imagine you've received AI-generated UI components. How would you assess their quality, ensure they meet accessibility standards, and integrate them into an existing design system?"

• "How do you balance the speed and efficiency offered by AI with the need for deep user understanding and intentional design thinking?" Company & Culture Questions:

• "What excites you about Caseware and our approach to integrating AI into design?"

• "How do you contribute to a collaborative team environment, especially when working on evolving processes?"

• "What are your thoughts on responsible AI principles and how they apply to UX design?"

• "How do you stay updated on trends in UX, AI, and the Fintech industry?" Portfolio Presentation Strategy:

• Structure Your Narrative: For each case study, clearly define the problem, your role, your process (highlighting AI usage), your key decisions, and the results.

• Emphasize AI Integration: Dedicate time to explaining how you used AI tools, the prompts you used, your critical assessment of the AI's output, and any modifications you made. This is crucial.

• Show, Don't Just Tell: Use visuals effectively to demonstrate your designs, prototypes, and research findings.

• Be Ready for Deep Dives: Anticipate questions about specific design choices, the rationale behind them, and how you handled challenges, especially those related to AI.

• Connect to Caseware: Where possible, draw parallels between your past experiences and the challenges/opportunities at Caseware, particularly regarding their products and AI initiatives.

📝 Enhancement Note: Be prepared to speak extensively and critically about your experience with AI design tools. The interviewers will be looking for a thoughtful, user-focused approach that intelligently leverages AI, rather than simply adopting it wholesale.

📌 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 your 2-3 years of UX experience, specifically mentioning your work with AI-assisted design tools, Figma, design systems, and user research. Quantify achievements where possible.

• Curate Your Portfolio: Select 2-3 strong case studies that best showcase your UX process, problem-solving skills, and, most importantly, your experience and critical thinking around AI-assisted design. Ensure each case study clearly details the problem, your role, process, decisions, and outcomes.

• Prepare Your Narrative: Practice presenting your portfolio, focusing on your AI integration workflows, your critical evaluation of AI outputs, and how you ensure user-centricity and accessibility. Be ready to discuss your thought process and decision-making.

• Research Caseware: Familiarize yourself with Caseware's products (audit, financial reporting, data analytics), their company mission, and their stated values. Understand their market position and how AI fits into their strategy.

⚠️ 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.