OverviewCaseware is one of Canada's original Fintech companies, leading the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 languages. More than 36,000 accounting and audit professionals list Caseware as a skill on LinkedIn.What you will be doingOwn end-to-end execution of defined product and business initiativesStay ahead of the AI landscape — monitor model developments, new architectures, emerging agent patterns, and competitor moves, and bring a clear point of view on what matters for CasewareDefine and own product health metrics for AI features: task completion, correction rates, override frequency, trust signals, and time-to-completion — and use them to drive product decisionsBreak down ambiguous asks into clear plans, milestones, and deliverablesDrive cross-functional alignment across product, engineering, design, and business teamsProactively identify and remove blockers to keep work movingEnsure tight follow-through, nothing falls through the cracksTrack progress and maintain high delivery velocity across multiple workstreamsWhat you bring3+ years of experience in tech/product roles with strong execution ownershipDirect experience building and running eval frameworks for AI products — golden datasets, rubrics, human-in-the-loop validation, and regression tracking across releasesTechnical fluency in LLMs, RAG, prompt engineering, embeddings, and agentic patterns — enough to have substantive conversations with engineers and know when a product problem is a model problemStrong track record of building and shipping (0→1 projects, internal tools, automations, or similar)High ownership mindset—you don’t wait for instructions, you figure things outProven ability to operate in ambiguous,



fast-changing environmentsExcellent at structuring chaos into actionable plansStrong stakeholder management and cross-functional coordination skillsAbility to drive outcomes without direct authorityExperience working closely with founders, senior leadership, or lean teams is a strong signalExperience in startups or high-growth environments, operating with limited structure and wearing multiple hats is a strong plusA self-learner who can quickly pick up new domains, tools, and contextsSalaryThe annual base salary for this position is between $105,000 CAD and $115,000 CAD per year. This role is eligible for discretionary bonus and/or commission, as well as other advantages. 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 youInnovation 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. 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 CasewareCaseware's cutting-edge software products are designed for accounting firms, corporations, and governments. Our teams collaborate, innovate, and build upon our existing suite of products with a customer-focused mindset to shape the future of audits, financial reporting, and financial data analytics.With a recent strategic investment from Hg Capital in 2020, Caseware is in its next growth phase as we double down on people and products that have made Caseware successful to date.One of Caseware's core values is Many Voices, One Team. We are committed to building diverse teams in an equitable and inclusive way. We welcome candidates of all backgrounds to apply. If you require accommodations or have questions at any point during the application or interview process, please email our People Operations team at [email protected] 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: Candidates successful in obtaining an offer will complete a background check through Certn.Co, typically including Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check. Candidates residing in the Netherlands and Germany are excluded from background checks via Certn.Co.Security: Caseware takes the security of candidates seriously. All legitimate communication from us will come from @caseware.Com addresses. Our open positions are listed on reputable job boards and on our website. We will never ask for payment or financial information. If you receive an unsolicited job offer, proceed with caution.#J-18808-Ljbffr

📌 Product Manager, Growth - C$105,000 - C$115,000 A Year (Winnipeg)
🏢 CaseWare
📍 Winnipeg