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Manager, Product Operations at CaseWare – Toronto, South Dakota

CaseWare
Toronto, South Dakota, 57268, United States
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Recently UpdatedJob Function:Executive/Management

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About This Position

Manager, Product Operations

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

We are seeking a Manager , Product Operations to serve as the connective tissue between executive vision and global execution. This is a "Strategy-Track" role designed for a high-performer who thrives in ambiguity, thinks like a consultant, and executes like an operator. Someone who thinks in frameworks, communicates with precision, and gets things done in environments where the path forward isn't always clear.

This is a New Role

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 oce located at 351 King St E, Toronto, ON.
What Youll Be Doing:
  • Architect the Operating System : You will own the processes that determine how Caseware's product leadership sets priorities, resolves tradeoffs, and decides what gets built next. That means designing how QBRs, FY Roadmap Planning, and Leadership Summits actually run- the prep, the structure, the decisions, and the follow-through so that high-stakes, high-pressure moments become a rhythm the entire organization can rely on.
  • Own the Story of Growth : You are the Narrative Lead for the Product organization. You synthesize inputs, priorities, and blockers from regional product leaders across the globe into compelling, board-ready communications. Your slides don't just inform - they build conviction.
  • Be the Interface Between Vision and Execution : You sit between the Global Leadership Team and Regional Product Leaders. You are the diplomat who finds common ground among competing stakeholders, surfaces what's at risk before it becomes a crisis, and keeps the organization aligned around what matters most.
  • Strategic Roll-up-Sleeves Execution: You are a "Force Multiplier." Whether its deep-diving into a product bottleneck or building a complex dependency model, you do whatever it takes to ensure the we can lead effectively.
  • Turn Complexity into Clarity :The "messy middle" of global product development cross-functional friction, shifting priorities, unclear ownership lands on your desk. You translate it into a single source of truth that gives every stakeholder exactly what they need to move forward.
What Youll Bring:
  • 35 years of high-stakes experience from a top-tier management consultancy (MBB / Big 4) or a Strategic Ops / Product Ops function inside a high-growth B2B SaaS company.
  • Elite synthesis skills. You can take 10 conflicting perspectives from 10 senior leaders and distill them into one clear, actionable path forward without losing anyone in the process.
  • A board-ready pen. Your written communication is exceptional. You use data to build narratives that earn executive buy-in, not just acknowledgment.
  • Operational rigor with a product mindset. You don't build bureaucracy. You build systems that remove friction, create velocity, and get out of the way.
  • Emotional intelligence at the senior level. You can challenge a VP, hold a CPO accountable, and walk out of the room with the relationship stronger than when you walked in.
  • Sound judgment under ambiguity. You know when to escalate, when to decide, and when to simplify without being told.
Your Growth:
  • Direct Mentorship: Work hand-in-hand with the leadership, receiving the same high-level coaching found at top-tier firms.
  • Executive Exposure: Your work will directly influence the C-Suites. You will have a front-row seat to how a global fintech scales.
  • From Ops to Strategy: Whether you want to lead a Product Line, move into Strategy & Corp Dev, or become a Chief of Staff, this is where you build the foundation.

"We are looking for a builder who sees a gap and fills it, who sees a mess and organizes it, and who sees a story and tells it."
Salary Range:

The annual base salary for this position is between $108,000 CAD and $112,000 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.

About Caseware:
Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our 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 Caseware's core values is Many Voices, One Team and with that in mind, we're 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 talent@caseware.com.

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 Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co

Security and Fraud:
Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.

Job Location

Toronto, South Dakota, 57268, United States

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