Principal Product Manager, Agentic AI

Job Description:

• Define agent responsibilities, callable tools, escalation requirements, prohibited actions, and manager-facing behavior
• Research customer operations and identify workflows where agents create measurable value
• Define human-in-the-loop autonomy, escalation thresholds, manager overrides, logging, and compliance auditing
• Stay engaged through implementation, review builds, use the product, join bug triage and design reviews, and hold releases when quality is insufficient
• Build and maintain evaluation sets, review failure traces, establish pass criteria, and assess production degradation
• Write and maintain Functional Requirements Documents as ground-truth specifications
• Partner with go-to-market teams on packaging, metering, pricing inputs, and field readiness
• Lead agent deployments with enterprise design partners, including pilots, success criteria, failure reviews, and general-availability decisions
• Write and iterate prompts and system prompts
• Build working agent prototypes with tool definitions, structured outputs, retries, and guardrails
• Use agentic coding tools such as Claude Code for prototyping, data analysis, specification work, and codebase review
• Diagnose agent failures involving tool descriptions, retrieval, context windows, output schemas, or model limitations
• Build and interpret evaluation sets
• Track model releases, agent frameworks, and protocol changes and translate them into roadmap implications
• Work as an individual contributor without current management responsibility

Requirements:

• 7+ years in product management (Senior) or 10+ years (Principal)
• At least 2 years shipping LLM-backed features to external, paying users
• Demonstrated hands-on capability with prompts, system prompts, agent prototypes, evaluations, and related technical work
• Substantial enterprise B2B SaaS experience, including multi-tenant architecture, role-based access control, audit trails, single sign-on, data residency, security review, and enterprise procurement
• Record of taking ambiguous, operationally complex domain problems through to shipped products with demonstrated adoption
• Experience owning product quality through implementation and release
• Judgment regarding current model limitations
• Comfort working inside a codebase; ability to read code, run it locally, and open a pull request
• Strong written communication
• Direct workforce management, HCM, ERP, supply chain, or comparable operationally complex enterprise-domain experience preferred
• Familiarity with labor compliance regimes preferred
• Background in demand forecasting, optimization, or decision systems preferred
• Experience building configurable platform or authoring surfaces preferred
• Engineering or technical degree, or prior engineering/data science experience preferred
• Experience with frontline-heavy industries preferred

Benefits:

• $0 monthly premium and other flexible medical, dental, and vision plans effective on the first day of employment
• 401k plan
• Discretionary Paid Time Off and Paid Holidays
• Parental Leave
• Equity
• Monthly Wellness Reimbursement
• Monthly Lunch on Legion
• Bonus
• Compensation for time spent on the practical exercise
• Fully remote work arrangement
• Collaborative, fast-paced, and entrepreneurial culture
• Opportunities to grow skills and work closely with experienced executives