Senior UX Designer

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us yet over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles.

We are looking for a Senior UX Designer who is ready to take ownership of complex design problems that sit at the intersection of design craft and AI‑assisted making. At Caseware, our UX Design Team is actively transforming how design work gets done, integrating tools like Figma Make, Claude Code, and Replit into everyday practice. In this role, you will help shape that evolution while designing user experiences for our cloud‑based audit, financial reporting, and data analytics solutions used by accounting professionals in over 130 countries.

You will work closely with the Product, Engineering, and Design Teams to shape experiences that help accounting and audit professionals navigate complex, regulated work with confidence and clarity.

This is a full‑time permanent position.

This is a new vacancy.

Location: This is a hybrid role requiring the successful candidate to work 3 days a week in our Toronto office located at 351 King St E Suite 1100 Toronto ON.

What you will be doing:

• Design exceptional user experiences for Caseware’s cloud‑based audit, financial reporting, and data analytics products, taking features from problem framing through to implementation with a modern toolkit that pairs Figma Make, Claude Code, and Replit with traditional UX methods.
• Shape how the team brings AI into its everyday design practice, evaluating new tools, sharing what works, and moving fluidly between AI‑assisted and manual modes so design judgment stays at the centre of every decision.
• Design the human oversight moments inside agentic workflows, deciding what users need to see and choose, and working with engineering on trigger conditions before features reach the build phase.
• Help evolve Caseware’s design system, raising the quality bar for component patterns and making sure AI‑generated UI meets our design‑system and accessibility standards before it reaches users.
• Plan and lead user research, using AI to synthesize findings and surface patterns across usability testing sessions, so insights reach the team quickly and in a usable form.
• Lead the cross‑functional design conversations that shape product direction, driving the dialogue around end‑user and business requirements with Product and Engineering, and using AI‑generated prototypes to model scenarios rapidly and validate assumptions before the team commits.
• Represent the team to Team Leads, Development, Product, Industry contacts, and other external stakeholders, and drive cross‑team initiatives that require sustained collaboration across multiple product areas.
• Develop the design team, mentoring junior and intermediate designers through hard design problems and decision‑making under ambiguity, and helping them grow in both design craft and AI‑assisted practice.
• Participate actively in design critiques, and stay curious about where UX practice, AI tooling, and the accounting software industry are heading.

What you will bring:

• A genuine enthusiasm for working at the intersection of design craft and AI‑assisted making, paired with an understanding of responsible AI principles (bias, transparency, accountability, designing for trust) and the critical thinking to keep speed and automation from compromising user‑centred outcomes.
• At least 3 years of professional UX experience, with a portfolio that demonstrates not just what you designed but how you led others through the problem and made design decisions under ambiguity.
• Fluency with AI‑assisted tools like Figma Make, Claude Code, and Replit, including prompting effectively, building custom workflows, evaluating generated output, and refining it to meet design‑system and accessibility standards.
• Design experience with, or a clear perspective on, human oversight moments in agentic or AI‑driven features, including how to think about accountability, transparency, and user control in that context.
• Experience planning and leading end‑to‑end user research programs, including the use of AI to synthesize findings and identify patterns across usability testing cycles.
• Proficiency with Figma and related design and prototyping tools, substantial experience working within and evolving a component‑based design system, and a strong working knowledge of accessibility standards, including the ability to evaluate AI‑generated components for compliance and usability gaps.
• Confidence representing design direction to senior stakeholders like Team Leads, product leadership, and external partners, and the ability to drive cross‑team initiatives that require sustained collaboration and consensus‑building without formal authority.
• Experience mentoring junior or intermediate designers, giving clear and constructive feedback that helps them grow, alongside strong communication skills in both facilitating design discussions and presenting design reasoning to non‑design audiences.
• Knowledge of accounting, audit, or financial services industries is a bonus, as is prior experience designing for AI‑powered or conversational product features.

Salary Range:

The annual base salary for this position is between $105,000 CAD and $115,000 CAD per year. This role is also eligible for discretionary bonus and/or commission, as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change and may be updated periodically.

What's in it for you:

• Innovation is at our core. We work with cutting‑edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions.
• We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.
• Work‑life balance is important to us. We offer flexible work options, remote opportunities, and generous time‑off policies to ensure a healthy work‑life balance.
• We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans.
• We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.
• Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth.
• We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.

About Caseware:

Caseware’s cutting‑edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer‑focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.

With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.

One of Caseware’s core values is Many Voices, One Team and with that in mind, we’re dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e‑mail our People Operations team at talent@caseware.com.

AI Usage:

The recruitment process may use AI assisted tools but not for candidate screening or assessment. All final hiring decisions are made by humans to ensure fairness, transparency, and oversight.

Background Check:

Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co.

Security and Fraud:

Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.

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