Product Manager

Caseware•Toronto, ON

55d•CA$105,000 - CA$115,000•Hybrid

About The Position

Caseware is seeking a Product Manager to join their CPO's Office. This role will focus on owning execution across strategic enterprise account relationships and cross-functional initiatives. The Product Manager will work directly with the Chief Product Officer (CPO) to drive account strategy, roadmap alignment, and go-to-market execution for complex partner relationships. The position requires a high degree of autonomy and ownership of outcomes.

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

Nice To Haves

SQL or BI tool experience.
Experience in or exposure to accounting, audit, or other regulated industries.
An MBA or equivalent business training.

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 engineering and technical stakeholders on a resolution path, and making trade-off decisions.
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.
Drive cross-functional alignment across Product, Engineering, Design, and Commercial teams, and push back when priorities don't align.