Strategist, Agent Development - Flagship Deployment

San Francisco, CA FullTime

Posted 6h ago

Remote Work Policy

On-site

Employment Type

FullTime

Categories

AI Agent Engineer

About the job

Sierra is a leading platform for customer-facing AI agents, partnering with major brands to transform customer service and business growth. As an Agent Strategist on a Flagship Deployment, you will lead the end-to-end deployment of Sierra's AI agents for one of our largest and most strategic customers. This role sits at the intersection of product, agent building, and customer engagement, requiring you to be as close to the technology as you are to the people you serve. You will transform complex customer problems into agents that deliver measurable business impact, owning the entire Agent Development Life Cycle from initial scope through to production launch and continuous iteration. You will act as a trusted strategic advisor to enterprise leaders, shaping AI strategies and partnering closely with customer teams to ensure alignment and drive success.

Responsibilities

  • Own the Agent Development Life Cycle, from initial scope through conversation design, tooling, evaluation, launch, and iteration in production.
  • Translate business goals into high-performing AI agents and continuously tune them for optimal real-world performance.
  • Serve as a trusted strategic advisor to enterprise leaders, understanding their business needs and shaping AI strategies.
  • Partner with customer working teams and executives on day-to-day operations, overseeing program management and ensuring executive alignment on roadmaps.
  • Navigate enterprise complexity by collaborating with cross-functional internal teams (engineering, product) and external stakeholders (business units, procurement, compliance, senior execs).
  • Surface unmet customer needs to inform product and research roadmaps for Sierra.
  • Manage internal resourcing requirements for customer deployments.
  • Drive financial success for both the customer and Sierra by optimizing value exchange, identifying revenue upside, and managing cost to serve.
  • Partner with Sales on commercial strategy, identifying opportunities and aligning resources to close new business within deployments.

Requirements

  • Proven track record of 10+ years in enterprise customer-facing roles, driving results in high-stakes situations, ideally in a dedicated, embedded model with a named enterprise account.
  • Demonstrated customer obsession with energy for engaging with customers, understanding their businesses, and building trusted relationships within complex organizations.
  • Clear, direct, and persuasive communication skills across both technical and non-technical audiences.
  • Strong analytical and critical-thinking skills for strategic problem-solving in ambiguous environments, identifying risks, and adapting to rapid changes.
  • Technical aptitude to engage with technical concepts, read API documentation, understand data models and system architecture, and follow engineering tradeoffs.
  • Proven ability to manage multiple complex, high-visibility projects simultaneously and drive them to successful outcomes.
  • Experience running a company, business unit, forward-deployed team, or comparable general management experience with technical aptitude, strategic leadership, operational excellence, and financial accountability.
  • Experience building or deploying AI/LLM agents in production, with hands-on tool experience.

About sierra.ai

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