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Be ready to discuss how you’ve set product strategy, run ops rhythms, and resolved trade-offs between roadmap ambition and delivery capacity. Prepare examples tied to B2B SaaS or professional-services software, and questions about Caseware’s audit-platform roadmap and how this role measures success.
Strong fit if you lead cross-functional product strategy and operations in software, prefer an on-site Toronto base, and want to work on tools used by accounting and audit firms. Data on pay bands and formal career ladders is not available here.
As Senior Manager, Product Strategy & Operations at Caseware, expect to align product roadmap with go-to-market and delivery for audit/accounting software: prioritize initiatives, track operational metrics, coordinate with product, engineering, and customer-facing teams, and turn market and client signals into clear strategy decisions.
Useful focus areas for this title: product strategy and prioritization, operations metrics and process design, stakeholder management, and domain literacy in audit/financial software. No certification catalog or costs were provided.
No. The listing is Toronto, ON with remote set to off.
Audit and financial reporting technology; recent news highlights DAS and related solutions for professional firms.
No. Use official Caseware postings and your own research for compensation and culture signals.
Website: caseware.com
Public cache only — not an employee review.
Senior Manager, Product Strategy & Operations at Caseware in Toronto, ON - Full Time, No Remote Role Overview At Caseware, a leading Fintech company with over 30 years of experience and more than 500,000 users across 130 countries, we are seeking a Senior Manager to lead our Product Strategy & Operations team. This role will be pivotal in driving the strategic direction that defines where we play and how we win. Day-to-Day Responsibilities Own and drive product strategy work, including AI-native product transformation, major portfolio decisions, pricing and packaging, and global market strategies. Work closely with the C-suite to ensure alignment on strategic objectives and initiatives. Leverage an AI-native approach in your daily operations, working alongside Claude. Skills & Qualifications Proven experience in product strategy and operations within a technology or Fintech environment. A deep understanding of AI and its applications in the audit and accounting space is essential. Strong leadership skills with the ability to influence cross-functional teams. Exposure to global markets and strategies would be advantageous. Why Join Caseware As a Senior Manager, you will have board-level narrative ownership and direct C-suite proximity. You'll work on a team that operates AI-natively, with Claude integrated into the workflow daily. This is an exciting opportunity to shape the future of our product strategy and operations. Next Steps To apply, complete your application directly on this page, or you'll be redirected to the employer's application platform to finish submitting there.
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