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About the Role

This role within Caseware's AI Pioneer Program seeks a practising auditor with a demonstrated interest and initiative in building practical AI solutions. The successful candidate will work alongside practitioners and partner firms, embedded in live audit workflows, to translate identified pain points into solutions they scope, build, and own in collaboration with engineering and applied science teams. A key aspect of the role is defining acceptable quality standards for AI outputs in a real audit environment.

Responsibilities

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.
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.

Requirements

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.
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.

Skills

AI
Large language models
Prompt engineering
Low-code agent builders
Basic scripting

Location

Toronto, ON

Work Type

Hybrid
Full-time
Permanent

Experience Level

Minimum of eight years of practice experience in audit, assurance, or accounting

Salary/Compensations

145,000 CAD - 165,000 CAD per year

Benefits

Discretionary bonus
Commission
Health insurance
Retirement plans
Flexible work options
Generous time-off policies

About the Company

Caseware is one of Canada's original Fintech companies, leading the global audit and accounting software industry for over 30 years with over 500,000 users across 130 countries and available in 16 languages.
Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments.
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.

Equal Opportunity

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.