- We are looking for Principal Product Managers who have shipped production AI agent systems and want to do it again at enterprise scale.

You will own an agent from concept through GA: scoping the bet, prototyping solutions, running early adopter programs, and scaling to Workday’s global customer base. This is not a strategy-deck role. You will be hands-on with agent architectures, evaluation frameworks, and customer workflows daily, while also making sharp prioritization calls across a fast-moving portfolio

- Own an AI agent end-to-end, from identifying the opportunity through GA launch and beyond

- Prototype and validate agent concepts rapidly, using real customer workflows and data to pressure-test viability before committing engineering resources

- Design production-quality agent systems in collaboration with engineering, ensuring reliability, auditability, and trust in regulated domains

- Run customer discovery and Early Adopter programs to validate value, generate references, and derisk at every stage

- Identify the highest-ROI agent opportunities in finance and HCM, build conviction with data, and advocate for them within the organization

- Define measurable value outcomes and evaluation frameworks that prove agent impact quantitatively

- Collaborate deeply with domain PMs to understand workflows, constraints, and where autonomous agents unlock step-function value versus incremental improvement

- Communicate agent vision and progress to executives, customers, field teams, and implementers, translating technical capability into business value- This role requires a rare combination: the scrappiness to prototype and build in weeks, the technical depth to design reliable agent systems, and the domain judgment to solve real problems in highly regulated, highly complex environments





- 5+ years in SaaS/B2B enterprise software

- 11+ years of product management experience

- Strong communication and relationship-building skills across engineering, customers, and executive stakeholders

- Deep technical acumen: you can evaluate agent architectures, debug failure modes, and make informed design tradeoffs with engineering

- Direct experience building and shipping external, revenue generating AI forward product and /or agent systems to production (not just AI/ML features, but agents that reason, plan, and take action autonomously)

- Experience in regulated or complex domains (finance, HCM, healthcare, legal) where trust, compliance, and auditability are non-negotiable

- Track record of 0-to-1 product development: you’ve taken something from idea to revenue, not just maintained an existing product

- Ability to operate across multiple functions, influence senior executives, and drive alignment without authority

- Bias for action, comfortable making high-stakes decisions with incomplete information and iterating from there

- Experience managing Early Adopter or beta programs with enterprise customers

- You are already building agent systems, whether prototyping on weekends, shipping side projects, or pushing the boundaries at your current company

- You’ll be a great fit if:

- You have strong opinions on agent evaluation, reliability, and human-in-the-loop design, formed from hands-on experience, not just reading papers

- You are motivated by building recent product lines from scratch, not optimizing existing ones

- You are organized enough to track dozens of moving pieces across customers, engineering, and stakeholders while maintaining velocity

- You learn complex customer domains fast and can identify where agents create step-function value versus where they create risk

📌 Principal Product Manager (Workday AI, Agent Factory) (Canada)
🏢 Workday
📍 Canada