Caseware combines over 35 years of industry expertise with AI-powered technology to transform how audit and accounting professionals work. Serving organizations across 130 countries, we bring intelligent automation directly into audit and financial reporting workflows—helping professionals reduce manual work, navigate complexity, and focus on informed decisions. Join our global team and help build technology that strengthens trust in financial information. We are seeking a practising auditor who has developed a genuine interest in AI and has taken the initiative to build practical solutions. This work may have been undertaken independently, outside of core responsibilities, or introduced informally within a firm and subsequently adopted more broadly. In either case, the candidate will have taken the initiative to develop a solution rather than waiting for one to be provided. This role applies that initiative directly within our AI Pioneer Program. The successful candidate will work alongside practitioners and partner firms, embedded in live audit workflows, translating identified pain points — such as inefficient or unreliable processes — into solutions that they scope, build, and own, in close collaboration with our engineering and applied science teams. This is not a liaison role; it requires genuine experience on both sides of the audit/technology divide, sound judgment on which ideas will hold up in a real audit environment, and a willingness to build the solution directly rather than delegate it. A central part of the role is defining what constitutes an acceptable standard in this domain — not accuracy in the abstract, but the threshold an output must meet before a qualified practitioner would be comfortable attaching their name to it. This standard does not yet exist in a formalized way for audit work, and the successful candidate will play a role in establishing it. A formal engineering background is not required for this role. We are looking for curious practitioners who are willing to learn what is necessary to deliver working solutions — initiative and aptitude matter more than formal credentials, and the successful candidate will be supported by a dedicated team and platform to act on that initiative. ❗This a full-time, permanent position ❗This a new vacancy ❗This role is hybrid. You will be required to work from our Toronto office 3-days a week, located at 351 King Street East, Toronto, ON Talent Partner : Taha Usmani n What you will be doing:
• Embed directly with domain experts and partner accounting and audit firms, shadowing live engagements to understand practitioners' challenges firsthand, identify opportunities for automation, and define what quality and value creation look like within those workflows.
• Build and take ownership of the solution that delivers value — whether that involves developing a new agent, enhancing an existing capability, or making the case for new platform functionality. Accountability extends to the outcome, not solely the requirements documentation.




• Partner closely and on an ongoing basis with engineering and applied science teams to deliver committed outcomes — translating proposed solutions into scoped requirements and acceptance criteria, and collaborating throughout the build and iteration process.
• Own the practitioner-credibility standard for AI outputs within the relevant domain — determining whether an output is suitable for use by a practising auditor, not merely whether it is technically accurate.
• Contribute field-based insight to the evaluation framework, helping to define acceptable quality standards for audit-context outputs and identifying where existing benchmarks are absent or inaccurate.
• Maintain close awareness of developments in AI — including emerging agent patterns and model capabilities — to ensure product judgment remains grounded in what is currently feasible, rather than solely what would be desirable.
• Travel to and embed with client or partner-firm teams as required, in order to observe workflows directly. What you will bring:
• A minimum of eight years of practice experience in audit, assurance, or accounting, sufficient to distinguish between output that is technically compliant and output that a qualified practitioner would be prepared to sign off on.
• A well-formed perspective on quality standards — the ability to articulate and defend the threshold an AI output must meet in an audit context, and to translate that judgment into criteria that others can apply consistently.
• A demonstrated, hands-on history of building a solution using AI or software to address a genuine problem — for example, a personal automation, an internal tool, a prompt-based workflow, or a side project. Supporting evidence, such as a demo or repository, is preferred over a verbal account alone.
• Working technical fluency with modern AI tools, including large language models and prompt engineering, and potentially low-code agent builders or basic scripting — sufficient to independently build a working solution and to distinguish a model limitation from a process limitation.
• The ability to operate credibly in both audit and technical settings, engaging with domain experts and engineers within the same week and being regarded as credible by each, on the basis of substantive experience on both sides.
• A high degree of personal initiative and a bias toward building — a preference for producing a working version to demonstrate rather than describing a concept in documentation, together with the persistence to refine it until it performs reliably in a live workflow.




• A genuine willingness to operate in ambiguity — this role has no established playbook, and part of the mandate is to develop the first one.
• Preferred: a track record of introducing tooling or automation into a traditional firm or team, whether through formal or informal channels — this is regarded as a strong positive indicator for this role. n Salary Range: The annual base salary for this position is between $145,000 CAD and $165,000 CAD per year. This role is also eligible for discretionary bonus and/or commission, as well as other perks. 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:
• Shape what’s next with AI: Help transform audit and accounting through AI-powered technology. Explore recent ways to bring AI into our own workflows, rethink how work gets done, and turn ideas into meaningful improvements for our teams and customers.
• Make an impact that matters: Contribute to solutions that help professionals navigate complexity, make informed decisions, and strengthen trust in financial information around the world.
• Bring your voice. Expand your perspective: Collaborate with a diverse global team where your ideas are valued, knowledge is shared, and different perspectives lead to better outcomes.
• Build a career that grows with you: Develop your skills, take on new challenges, and explore career opportunities as our business and technology evolve.
• Thrive at work and beyond: Enjoy competitive compensation, comprehensive benefits, recognition programs, and performance bonuses, alongside flexible work options, remote opportunities, and generous time off. Many Voices, One Team: We’re committed to building teams as diverse as our customers through equitable and inclusive hiring. We welcome candidates of all backgrounds. If you need accommodations or have questions at any stage of the application or interview process, contact our People Operations team at [email protected]. Background Check: All successful candidates will undergo background screening, which may include identity verification, criminal record checks, and/or reference checks, as appropriate to the role and location and in accordance with applicable law. Security and Fraud: All employees are expected to apply security best practices and work within secure handling guidelines to perform assigned responsibilities when accessing data and business information. 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.

📌 Audit Innovation Principal, AI (Toronto)
🏢 CaseWare
📍 Toronto