Own the applied-science delivery roadmap and cross-team orchestration for the Caseware AI platform Own the product acceptance bar for every AI feature and establish evaluation baselines Work with domain experts and partner accounting and audit firms to validate AI outputs against professional standards Serve as the practitioner voice and SME proxy by shadowing audit workflows, testing prototypes, and identifying actionable failure modes Monitor AI model developments, architectures, agent patterns, and competitor activity Define and own product health metrics, including task completion, correction rates, override frequency, trust signals, and time-to-completion 6+ years of experience in technology-focused product management or product development ~3–4 years working deeply with AI or machine learning–driven products ~ Software engineers transitioning into product management are welcome ~ Proven ability to drive delivery across multiple technical teams, coordinating dependencies, shared interfaces, and timelines across applied science and platform engineering ~ Direct experience building and running evaluation frameworks for production AI products ~ Experience defining acceptance bars,



running human-in-the-loop and practitioner validation, tracking regressions across releases, and using results to decide what ships ~ Technical fluency in LLMs, RAG, prompt engineering, embeddings, and agentic patterns ~ Intellectual curiosity about AI, including following model releases, reading research, and understanding frontier-lab developments ~ Experience representing the voice of customers or practitioners and working with domain experts or subject matter specialists ~ Experience defining quality bars in high-stakes, regulated, or professional-grade contexts ~ Genuine curiosity about auditing and appreciation for high-quality work ~ Demonstrates expertise in technology-focused product management with a robust emphasis on AI and machine learning-driven products. Capable of defining product health metrics, managing cross-team orchestration, and ensuring high-quality outcomes in regulated environments.

Product

Management AI Product Development Technical Fluency in LLMs AI Feature Evaluation Correction Rates

📌 Technical Product Manager - AI Products (Toronto)
🏢 Jobtailor
📍 Toronto