We are looking for a Product Manager to join our CPO's Office and own execution across some of Caseware's most strategic enterprise account relationships and cross-functional initiatives. You will work directly with the CPO, driving account strategy, roadmap alignment, and go-to-market execution across Caseware's most complex and highest-visibility partner relationships.

This role requires high agency. You will operate with significant autonomy, drive decisions without waiting for permission, and take full ownership of outcomes across the accounts and initiatives you own.

This is a full-time permanent position

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, Toronto, ON.

What you will be doing:

• Own the strategic relationship for key enterprise accounts, acting as the CPO's forward-deployed product resource on migrations, roadmap negotiations, and escalations.

• Drive Product and Commercial alignment, owning the reconciliation of product prioritization against the roadmap and resolving conflicts in partnership with the CPO and cross-functional leadership.

• Set go-to-market and customer lifecycle strategy for major account segments, owning account-mapping dashboards and using them to drive prioritization decisions, not just track status.

• Own client escalations end-to-end - diagnosing root cause, aligning engineering and technical stakeholders on a resolution path, and making the call on trade-offs when priorities conflict.

• Identify gaps in visibility and build the tools and dashboards needed to close them, driving adoption across product and account teams.

• Turn ambiguous, multi-stakeholder input into clear initiatives, epics, and decisions - you set the direction, not just document it.

• Drive cross-functional alignment across Product, Engineering, Design, and Commercial teams, and be comfortable pushing back when priorities don't align.

What you will bring:

• 3+ years of experience in product management, account/strategic partnership management, or consulting, ideally within SaaS or technology.

• Proven ownership of ambiguous, cross-functional initiatives from discovery through resolution, with minimal oversight.

• Strong executive-level communication skills - comfortable presenting synthesis and recommendations directly to senior leadership.

• Comfort managing multiple senior external stakeholder relationships simultaneously, with the judgment to know when to escalate and when to resolve independently.

• Working familiarity with Jira and Confluence, or equivalent project and documentation tools.

• Comfort working with data to build dashboards or trackers that drive decision-making (Excel proficiency required; SQL or BI tool experience a plus).

• High agency: you identify what needs to happen, move without waiting to be told, and take ownership of outcomes rather than just activities.

• Experience in or exposure to accounting, audit, or other regulated industries is a plus.

• An MBA or equivalent business training is a plus but not required.

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.