Product Manager, Growth

CasewareToronto, ON
CA$105,000 - CA$115,000Hybrid

About The Position

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. We’re looking for a high-agency builder-operator to drive execution across product and cross-functional initiatives. This role is focused on turning defined problems into delivered outcomes fast. You’ll thrive here if you’re a self-learner, highly adaptable, and take extreme ownership, especially in ambiguous, fast-moving environments. Many strong fits for this role come from startup or founder-led teams, where they’ve had to figure things out, wear multiple hats, and drive outcomes with minimal structure. This is a full time position and a new role.

Requirements

  • 3+ years of experience in tech/product roles with strong execution ownership
  • Direct experience building and running eval frameworks for AI products — golden datasets, rubrics, human-in-the-loop validation, and regression tracking across releases.
  • Technical 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 problem.
  • Strong 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 out
  • Proven ability to operate in ambiguous, fast-changing environments
  • Excellent at structuring chaos into actionable plans
  • Strong stakeholder management and cross-functional coordination skills
  • Ability to drive outcomes without direct authority
  • Experience working closely with founders, senior leadership, or lean teams is a strong signal
  • A self-learner who can quickly pick up new domains, tools, and contexts

Nice To Haves

  • Experience in startups or high-growth environments, operating with limited structure and wearing multiple hats is a strong plus

Responsibilities

  • Own end-to-end execution of defined product and business initiatives
  • Stay 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 Caseware
  • Define 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 decisions.
  • Break down ambiguous asks into clear plans, milestones, and deliverables
  • Drive cross-functional alignment across product, engineering, design, and business teams
  • Proactively identify and remove blockers to keep work moving
  • Ensure tight follow-through, nothing falls through the cracks
  • Track progress and maintain high delivery velocity across multiple workstreams

Benefits

  • Discretionary bonus
  • Commission
  • 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.
  • Collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.
  • Flexible work options
  • Remote opportunities
  • Generous time-off policies
  • Competitive compensation
  • Competitive salary
  • Comprehensive benefits such as health insurance and retirement plans.
  • Impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.
  • Recognition programs
  • Performance bonuses
  • Opportunities for career growth.
  • Global opportunities. Work on international projects and collaborate with a diverse, global team.
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