Senior Product Manager, AI Operations

Role overview

Core responsibilities

• Redesign team workflows by identifying bottlenecks, evaluating human judgment and handoffs, and prioritizing opportunities by business impact, feasibility, and cost.
• Experiment with AI models, agents, and tools; evaluate their quality, reliability, speed, cost, and data requirements in real workflows.
• Own the roadmap for shared AI capabilities and adoption; make build, buy, reuse, and stop decisions and deliver in short cycles.
• Build and validate prototypes and pilot workflows, test with employees, iterate on failures, and partner with Engineering to productionize validated solutions.
• Define evaluation criteria, human review, failure handling, monitoring, and ownership; address permissions, privacy, integrations, and production readiness with relevant partners.
• Create reusable agent, tool, knowledge, context, permission, evaluation, and monitoring capabilities with Engineering and Data.
• Lead adoption through functional leaders, champions, training, hackathons, office hours, and rollout support; diagnose and address adoption barriers.
• Measure adoption, time saved, cycle time, output quality, errors, and operating cost; use evidence to improve, expand, or retire solutions.

Required qualifications

• 6+ years of product management experience, ideally including internal products, platforms, or developer and employee tooling.
• Sustained hands-on AI use and experimentation with foundation models, agent frameworks, and development tools.
• Practical experience building and deploying AI workflows people use, and explaining their operation, failures, evaluation, and business impact.
• Technical fluency in model selection, retrieval and context, tool use, agent orchestration, APIs, evaluation, and access controls; able to build and debug prototypes.
• Track record of scaling adoption and helping teams build skills and take ownership of new workflows.
• Analytical discipline in measuring value against a baseline, including human effort needed to review and correct outputs.
• Ability to align functional leaders, collaborate with technical teams, and communicate with colleagues with varying AI experience.

Bonus experience

• B2B SaaS operations, CRM and support systems, or internal knowledge tools are advantageous.
• Experience building functional champion networks or scaling an automation from one team across a company is advantageous.
• Familiarity with insurance workflows is advantageous.

Compensation and benefits

• Base pay range is $150,000–$200,000 CAD; the posting does not specify a pay cadence.
• Benefits include stock options, health coverage, a $500 Lifestyle Spending Account, four weeks of paid vacation, and parental leave top-ups.
• Employees may work anywhere in the world for 60 calendar days per year.