Technical Product Manager owning AI agents, evaluations, and product quality for Caseware’s audit and financial reporting software. Driving practitioner-validated delivery across applied science and engineering teams.
Responsibilities
Own agents, the agent builder, the evaluation builder, and agentic memory as products, including their roadmaps, sequencing, and business outcomes
Own the applied-science delivery roadmap and cross-team orchestration for the Caseware AI platform
Sequence evaluation, agentic-memory, and platform workstreams into a single delivery plan
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
Partner daily with engineering to convert problem statements into requirements and acceptance criteria
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
Collaborate with applied scientists, engineers, domain experts, and external partner firms
Make autonomous product decisions and own product outcomes
Requirements
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
High agency and ownership of outcomes
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
Comfort with ambiguity
Genuine curiosity about auditing and appreciation for high-quality work
Willingness to build accounting and audit domain fluency on the job
Benefits
Flexible work options
Remote opportunities
Generous time-off policies
Competitive salary
Health insurance
Retirement plans
Recognition programs
Performance bonuses
Opportunities for career growth
International projects
Collaboration with a diverse, global team
Inclusive and equitable workplace
Accommodation support during the application or interview process
Lead Salesforce product owner overseeing enterprise architecture, delivery, and technical teams. Supporting Manulife’s financial - services transformation across Toronto and Waterloo.
Senior Technical Product Manager shaping event - data pipelines for Movable Ink’s marketing personalization platform. Owning backlog, requirements, and roadmap coordination with data engineering, Sales, and CX.
Technical Product Manager shaping roadmap, requirements, and delivery gates for enterprise AI platforms. Supporting external software organizations through Inviso’s client - facing consulting delivery team.
Technical Product Manager optimizing TD SYNNEX’s internal ERP applications and renewal systems. Leading lifecycle management, renewals automation, and cross - functional IT projects across North America.
Staff Product Manager defining strategy and delivery for AI co - workers integrated into enterprise operations. Leading client engagements, cross - functional teams, and product managers.
Technical Product Manager owning AI and data roadmaps for Tiny Health’s precision microbiome testing platform. Shipping trustworthy AI experiences and analytics foundations that advance personalized health.
Technical Product Manager owning Agentic AI platform strategy for Jerry.ai, which manages car and home ownership. Consolidating prompts, prioritizing chatbot development, and guiding emerging AI investments.
Senior Technical Product Manager leading Jerry.ai’s AI platform for car and home ownership. Consolidating prompts, prioritizing chatbot development, and guiding emerging AI investments.