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Group Product Manager, AI Platform

Caseware


Job Location:

Toronto - Canada

Yearly Salary: CAD 145000 - 160000
Posted: 12 September 2026 (16 hours ago)
Application Deadline: 10 December 2026
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!

As Group Product Manager for the AI Platform you sit at the center of the team building Casewares core AI surfaces the agents and agent builder practitioners use to do real work the eval builder and eval roadmap that let us measure quality and the pods bringing each of these to life. You dont own the AI platform vision alone that sits with platform leadership but you make it real: you lead the team of product managers who each own a piece of it sequence their overlapping roadmaps into one coherent delivery plan and make sure the whole is moving faster and more coherently than the sum of its parts.

What makes this role unique is the balance it demands: enough product depth to genuinely partner with each PM on their space and enough leadership craft to manage coordinate and unblock a team of product owners rather than owning a single roadmap yourself. You are the person who turns four parallel workstreams into one delivery story.

This a full-time permanent position

This a new vacancy

This role is hybrid. You willbe requiredto work from our Toronto office 3-days a weeklocatedat351 King Street East Toronto ON

Talent Partner : Taha Usmani

What you will be doing:
  1. Roadmap Delivery & Team Development: Partner with the Principal Product Manager who owns the AI Platform roadmap to keep the roadmap aligned with organizational goals and drive it to execution. Maintain deep knowledge of AI capabilities agent patterns and model limitations relevant to audit work including how they compare to emerging market solutions. Continually assess and refine the AI product suite identifying new opportunities for automation within audit workflows and the right resourcing to pursue them. Cultivate deep expertise in AI to grasp the full scope of whats technically feasible and use that expertise to coach the Principal Product Manager toward greater ownership of roadmap strategy over time.

  1. Influence and Leadership: Foster a culture of process improvement and employee engagement within and across the AI product engineering and applied science teams. Mentor team members and other employees ensuring the inclusion of relevant stakeholders including audit practitioners in decision-making processes. Build a supportive culture that empowers teams to take on more responsibility as AI capabilities mature including actively developing the Principal Product Managers ability to own strategy and roadmap definition.

  1. Execution and Collaboration: Partner closely with engineering and applied science teams to translate audit pain points into scoped AI features requirements and acceptance criteria. Articulate the concept of incremental value delivery to a wide range of stakeholders including customers partners and internal teams. Engage with strategic key accounts and partner firms to understand how AI capabilities are used in practice and whats driving or limiting adoption. Diligently track and proactively manage KPIs and product metrics including AI accuracy adoption and trust to optimize performance and drive strategic decision-making.

  1. Practitioner Insight and Trust: Champion a culture of data-driven decision-making grounded in real audit practice. Serve as an authority on how practitioners will actually use and judge AI outputs leveraging that insight for product enhancements. Partner with the Principal Product Manager to define the practitioner-credibility standard for AI outputs not just whether an output is technically accurate but whether it meets the bar a qualified auditor would need before relying on it. Ensure consistent integration of practitioner and user research into decision-making shaping product requirements design and development accordingly.

What you will bring:
  • 5 years of product management experience including experience leading mentoring or managing other product managers.

  • Proven ability to coordinate multiple concurrent workstreams with overlapping dependencies and to resolve conflicts between them without needing to personally own each one.

  • Comfortable operating as an orchestrator and multiplier rather than a sole roadmap owner your success is measured by the teams throughput and coherence not just your own output.

  • Experience with AI or ML-driven products strongly preferred; enough technical fluency to have substantive conversations with engineering and applied science.

  • Excellent written and verbal communication able to turn several parallel workstreams into one clear story for leadership.

  • Confidence making sequencing and prioritization calls under ambiguity and comfortable being the one who says no not yet to a pod on behalf of the groups overall plan.

Salary Range:

The annual base salary for this position is between $145000 CAD and $160000 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 and identifying potential inconsistencies or verification signals in application materials based on available information. 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:

IC


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Accounting, audit, analytics and compliance software built by seasoned accountants. Manage your audit and financial reporting more efficiently with less risk.

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