Product Manager, Agent Development - Flagship Deployment

Sierra Sierra · AI Frontier · San Francisco, CA · Product

Product Manager for a flagship enterprise customer focused on the end-to-end quality and evolution of production AI agents across chat and beyond. Responsibilities include owning agent workflows, architecture, data flows, driving quality through evaluations and failure analysis, pushing platform capabilities, navigating enterprise complexity, and inventing future experiences. Requires strong technical product background, experience with production-grade systems at scale, and a track record of operating as a trusted technical partner to enterprise customers.

What you'd actually do

  1. Own the agent, end to end. You own what the agent does (workflows, decisions, escalation logic), how it works (architecture, data flows, APIs, integrations), and how it feels to users (clarity, trust, edge cases, failures at scale). It takes equal parts product sense, technical depth, and taste.
  2. Drive quality and outcomes. You're not done when the agent ships. You own the customer experience end to end — running evaluations, digging into failures, identifying the highest leverage experience improvements, and working with engineers to ship them. You define what "great" looks like and hold the bar.
  3. Push the platform forward. The bar on a flagship account is as high as it gets — huge volume, complex workflows, and demanding quality and performance requirements. It’s also one of the best places at Sierra to do 0→1 platform work — hard problems regularly drive new platform capabilities, and you'll partner closely with our Platform team to build them.
  4. Navigate enterprise complexity. At this scale, every big technical discussion is also a negotiation — you'll need to read the implications in real time, hold your ground, and steer toward the right outcome. Expect to work across business units, procurement, compliance, and senior execs.
  5. Invent what’s next. Beyond making today's agent great, you'll imagine experiences the customer hasn't asked for yet — then partner with their teams to scope, design, and ship them.

Skills

Required

  • 5–8+ years of experience building highly technical products
  • at least 2–3 years as a Senior PM or above (or equivalent demonstrated scope and ownership)
  • Engineering background or equivalent technical depth
  • shipped and owned production-grade systems at scale
  • operating as a trusted technical partner to enterprise customers
  • high quality bar
  • quick to learn
  • Exceptional communication

Nice to have

  • worked with language models and production AI agents
  • familiar with retail or consumer business operations
  • builder — side projects, open source, a startup attempt, or real production code (TypeScript, Go, Python, or similar)
  • Experience working in a dedicated, embedded model with a named enterprise account
  • MBA or equivalent business breadth

What the JD emphasized

  • production AI agents
  • customer interactions
  • enterprise customers
  • production-grade systems at scale
  • technical depth
  • customer experience end to end
  • platform work
  • enterprise complexity
  • senior execs

Other signals

  • AI agents at massive scale
  • production AI agents
  • customer interactions
  • enterprise customers
  • platform work