[Hiring] Principal Product Manager, Agentic AI @Legion

Role Description

Legion is building AI agents that carry out workforce management work, not agents that describe it. Much of what is presented as AI in workforce management today is a conversational layer over an existing scheduling screen. The more substantial problem — software that reasons over demand, labor regulation, and employee preferences, then acts, with a person in the loop wherever the stakes require one — remains unsolved across the category. Legion intends to solve it, and this role leads the product work to get there.

You will take an agent surface from operational research through specification, prototype, evaluation, and enterprise deployment, working hands-on throughout. You will work closely with Legion's AI Lab engineers and with our CEO, who is engaged in this work daily.

Responsibilities and Duties

• Agent definition: Determine what an agent is responsible for, which tools it may call, what it must escalate, what it must never do, and what a manager sees when it acts.
• Problem selection: Identify which workflows suit an agent and which do not by spending substantial time inside customer operations.
• The human-in-the-loop contract: Define where autonomy is appropriate, escalation thresholds, manager overrides, logging, and compliance auditing.
• Build quality: Stay engaged through implementation, reviewing the build against the specification, and holding a release when quality is not there.
• Evaluation: Build and maintain evaluation sets to determine agent readiness and performance degradation.
• Specifications: Write and maintain Functional Requirements Documents (FRDs) that serve as the ground-truth specification layer.
• Commercialization: Partner with go-to-market on packaging, metering, pricing inputs, and field readiness.
• Design-partner delivery: Lead agent deployments with large enterprise design partners, establishing success criteria and joining failure reviews.

Technical Expectations

• Writing and iterating on prompts and system prompts directly.
• Standing up a working prototype of a proposed agent before engineering is asked to build anything.
• Using agentic coding tools daily for prototyping, data analysis, and specification work.
• Reviewing execution traces and diagnosing failures.
• Building and running evaluation sets and interpreting results independently.
• Holding informed positions on design and trade-offs in enterprise SaaS.
• Opening pull requests against the codebase for prototypes, prompt changes, and evaluation fixtures.
• Following model releases and translating them into roadmap implications quickly.

Qualifications

• 7+ years in product management (Senior) or 10+ years (Principal), including at least 2 years shipping LLM-backed features to external, paying users.
• Demonstrated hands-on capability in product management.
• Substantial enterprise B2B SaaS experience, including multi-tenant architecture and security review.
• A record of taking complex domain problems through to shipped products with demonstrated adoption.
• Evidence of owning product quality at release.
• The judgment to recognize model limitations and communicate them effectively.
• Comfort working inside a codebase and ability to read code.
• Strong written communication skills.

Preferred Qualifications and Attributes

• Direct experience in workforce management, HCM, ERP, or operationally complex enterprise domains.
• Familiarity with labor compliance regimes or ability to quickly become fluent in regulatory domains.
• Background in demand forecasting, optimization, or decision systems.
• Experience building platform or authoring surfaces for customer configuration.
• An engineering or technical degree, or prior experience as an engineer or data scientist.
• Experience with products sold into frontline-heavy industries.

Scope of Role, Stated Plainly

• This is an individual contributor role with no management responsibility.
• The role is accountable for what ships, not just for what is specified.
• This is not an AI strategy or vendor-evaluation role; it focuses on product definition and delivery.
• The role requires forming an independent point of view from operational research.
• The environment carries genuine ambiguity as the category is being defined.

Selection Process

Our process includes a practical exercise: a sanitized workforce management problem, for which candidates produce an agent design and a working prototype they built themselves. We weigh it heavily, and we compensate candidates for the time.

Compensation & Benefits

• Salary Range: $280,000.00-$300,000.00 + Bonus + Stock Equity.
• Benefits include:
  • $0 monthly premium and 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.