Product Manager

Caseware

Product Manager at Caseware managing strategic enterprise account relationships and aligning product and commercial initiatives. Collaborate with cross-functional teams to drive product strategy and execution.

Posted 7/14/2026full-timeToronto • 🇨🇦 CanadaMid-LevelSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing strategic relationships and driving product alignment across cross-functional teams, with a strong focus on data-driven decision-making and executive-level communication. Proficient in building tools and dashboards to enhance visibility and prioritize initiatives effectively.

Highest-signal resume keywords

Product ManagementCross-Functional AlignmentExecutive-Level CommunicationData-Driven Decision-MakingJira and Confluence

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product ManagementAccount ManagementData AnalysisDashboard CreationSQLExcel Proficiency

Soft Skills

High AgencyJudgment in Escalation

Tools & Technologies

JiraConfluence

Certifications & Qualifications

MBA or Equivalent Business Training

Industry Keywords

SaaSTechnologyAccountingAuditRegulated Industries

Tech Stack

Tools & technologies

SQL

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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.

Benefits

Comp & perks

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.