We’re looking for a high‑agency builder‑operator to drive execution across product and cross‑functional initiatives. This role focuses on turning defined problems into delivered outcomes fast. You’ll thrive if you’re a self‑learner, highly adaptable, and take extreme ownership, especially in ambiguous, fast‑moving environments.

Location: Hybrid role – 3 days a week in our Toronto office at 351 King St E, Toronto, ON. What you will be doing - 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, 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 What you bring - 3+ years of experience in tech/product roles with strong execution ownership - Direct experience building and running evaluation 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, quick‑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 - Experience in startups or high‑growth environments, operating with limited structure and wearing multiple hats is a strong plus - A self‑learner who can quickly pick up new domains, tools, and contexts Salary Range The annual base salary for this position is between $105,000 CAD and $115,000 CAD per year. This role is also eligible for discretionary bonus and/or commission, as well as other benefits.

Benefits - Innovation is at our core – we work with cutting‑edge technology in accounting and financial reporting - Collaborative culture – your ideas are valued and knowledge sharing is encouraged within a supportive, inclusive team - Work‑life balance – flexible work options, remote opportunities, and generous time‑off policies - Competitive compensation – including health insurance and retirement plans - Impactful work – your contributions directly affect how our clients manage financial processes - Recognition and rewards – performance bonuses and opportunities for career growth - Global opportunities – work on international projects with a diverse team We welcome and encourage candidates of all backgrounds. If you require accommodations or have any questions during the application or interview process, please contact our People Operations team.

📌 Product Manager, Growth (Toronto)
🏢 Medium
📍 Toronto