Product Manager, AI Products

Caseware

Job Location:

Toronto - Canada

Monthly Salary: Not Disclosed

Posted on: 20 hours ago

Vacancies: 1 Vacancy

Job Summary

Caseware is one of Canadas original Fintech companies having led the global audit and accounting software industry for over 30 years with more than 500000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

We are looking for a Product Manager to own the development of AI capabilities within theCasewareplatform. You will work closely with engineering domain experts and external partner firms to define what we build set a rigorous bar for quality and ship AI that practitioners trust with real work.

This role requires high agency. You will operate with significant autonomy drive decisions without waiting for permission and take full ownership of outcomes. The right candidate is intellectually curious stays genuinely close to developments in AI and brings the judgment to know which new capabilities matter for our domain and which dont.

This is a full time position.

This is a New role.

Location:

This is ahybridrolerequiring the successful candidate to work3days a week in our Toronto office located at 351 King St E Toronto ON.

What you will be doing:

Drive high-impact AI initiatives within the Caseware platform transformation shape priorities and sequencing for your workstream grounded in user research domain expertise and a clear view of technical feasibility.

Design and run rigorous eval frameworks: build golden datasets define task taxonomies write rubrics that score AI outputs the way a senior practitioner would and run structured eval cycles before and after every major release.

Work daily with engineering to translate precise problem statements into well-scoped product requirements including clear acceptance criteria and eval bars before development begins.

Embed with domain experts and partner accounting and audit firms to validate AI outputs against professional standards not just user preferences but what a qualified practitioner wouldactually signoff on.

Drive continuous discovery with practitioners: shadow workflows test prototypes in context and turn this doesnt feel right into specific actionable failure modes.

Stay ahead of the AI landscape monitor model developments new architectures emerging agent patterns and competitor moves and bring a clear point of view on what matters forCaseware.

Define and own product health metrics for AI features: task completion correction rates override frequency trust signals and time-to-completion and use them to drive product decisions.

Synthesize signals across engineering partners domain experts customer success and leadership into a coherent product direction and communicate it with clarity at every level of the organization.

What you will bring:

4 years of experience in technology-focused product management or product development including 12 years working deeply with AI or machine learningdriven products.

Direct experience building and running eval frameworks for AI products golden datasets rubrics human-in-the-loop validation and regression tracking across releases.

Technical fluency in LLMs RAG prompt engineering embeddings and agentic patterns enough to have substantive conversations with engineers and know when a product problem is a model problem.

High agency: youidentifywhat needs to happen move without waiting to be told and take ownership of outcomes rather than just activities.

Genuine curiosity about AI you follow model releases read research understand what frontier labsare shipping and form your own views on what matters.

Experience working with domain experts or subject matter specialists to define quality bars in high-stakes regulated or professional-grade contexts.

Comfortable with ambiguity. Many of the problems this role works on do not have clear playbooks you are energized by that not slowed down by it.

Salary Range:

The annual base salary for this position is between $120000 CAD and $130000 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.

Whats 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:

Casewares cutting-edge software products are meticulously designed for accounting firms corporations and 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 Casewares core values is Many Voices One Team and with that in mind were 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 emailprotected.

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 which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residingin the Netherlands and Germany are excluded from undergoing background checks via

Security and Fraud:

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

We may use artificial intelligence (AI) tools to support parts of the hiring process such as reviewing applications analyzing resumes or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed please contact us.

Required Experience: