About the Role
Caseware is seeking a Product Manager to join the CPO's Office, responsible for execution across strategic enterprise account relationships and cross-functional initiatives. This role requires high agency, operating with significant autonomy to drive decisions and take ownership of outcomes.
Responsibilities
- 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.
- Own client escalations end-to-end — diagnosing root cause, aligning stakeholders on a resolution path, and making trade-off decisions.
- Identify gaps in visibility and build tools and dashboards to close them, driving adoption across product and account teams.
- Turn ambiguous, multi-stakeholder input into clear initiatives, epics, and decisions.
- Drive cross-functional alignment across Product, Engineering, Design, and Commercial teams, and push back when priorities don't align.
Requirements
- 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.
- 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).
- High agency: identify what needs to happen, move without waiting to be told, and take ownership of outcomes.
- 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.
- Successful completion of a background check through Certn.co (Identity Verification and Criminal Record Check; Soft Credit Check for Executives and Senior Managers). Candidates in the Netherlands and Germany are excluded from Certn.co background checks.
Skills
- Product Management
- Account Management
- Strategic Partnership Management
- Consulting
- SaaS
- Technology
- Executive-level Communication
- Jira
- Confluence
- Excel
- SQL (a plus)
- BI tools (a plus)
- Accounting (a plus)
- Audit (a plus)
- Regulated Industries (a plus)
Location
- Toronto, ON
Work Type
- Hybrid
- Full-time
- Permanent
Experience Level
- 3+ years
Education Level
- MBA or equivalent business training (a plus)
Salary/Compensations
- $105,000 CAD - $115,000 CAD per year
Benefits
- Discretionary bonus
- Commission
- Health insurance
- Retirement plans
- Flexible work options
- Generous time-off policies
About the Company
- Caseware is a Canadian Fintech company with over 30 years of leadership in the global audit and accounting software industry, serving over 500,000 users in 130 countries.
- The audit and assurance profession is essential and undergoing transformation; accountants need world-class tools to enhance trust, drive efficiency, and elevate their impact.
- Caseware's cutting-edge software products are designed for accounting firms, corporations, and governments, with teams focused on innovation and customer needs.
- With a strategic investment from Hg Capital in 2020, Caseware is in a major growth phase, doubling down on people and products.
- Caseware values 'Many Voices, One Team' and is dedicated to building diverse, equitable, and inclusive teams.
Equal Opportunity
- 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.
