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Strategist, Agent Development - Flagship Deployment

San Francisco, CA💼 Full-time🗓 2026-09-18 → 2026-09-26

Core

Lead end-to-end deployment of Sierra's AI agents for flagship enterprise customers, transforming high-stakes business problems into production agents.

Role type

Senior IC Agent Strategist (Flagship Deployment)

Builds

Production AI agents and conversational workflows for enterprise clients

Domain

Enterprise AI / Customer Service Automation

Deliverable

production ML models | product features

Required skills

Strategic problem-solving in ambiguity, enterprise relationship management, program management, financial outcome accountability, technical aptitude (APIs, data models, system architecture), cross-functional negotiation

Preferred skills

General management of business initiatives, hands-on experience building/deploying AI/LLM agents (eval frameworks, RAG, prompt engineering), MBA or equivalent business/tech intersection experience

Technologies

RAG, prompt engineering, eval frameworks, agent tooling

Responsibilities

Own the Agent Development Life Cycle from scope to production iteration, act as trusted strategic advisor to enterprise executives, partner with customer teams and internal engineering/product, navigate enterprise complexity with cross-functional teams, surface unmet needs to shape product roadmap, manage internal resourcing, drive financial success and margin optimization, partner with Sales on commercial strategy

Seniority

Senior, hands-on IC with strategic leadership

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