Sierra

Agent Strategist

Sierra
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3 months ago
Seoul, Korea, SouthSenior

Responsibilities

  • Own agent development from initial scope through conversation design, tooling, evaluation, launch, and continuous production iteration.
  • Advise enterprise executives on AI strategy and translate business goals into effective customer-facing agents.
  • Run working sessions with customer teams, troubleshoot agent issues, and make decisions that keep deployments on track.
  • Define evaluation and quality standards and use metrics to improve agent outcomes.
  • Partner with product, research, and platform teams to surface customer needs and shape new capabilities.

Requirements

  • Strong customer orientation and experience building trusted relationships in complex organizations.
  • Strong English and Korean communication skills across technical and non-technical audiences.
  • Strong analytical, critical-thinking, and strategic problem-solving skills in ambiguous environments.
  • Technical aptitude with API documentation, data models, system architecture, and engineering tradeoffs.
  • A track record of running multiple complex, high-visibility projects and delivering measurable outcomes.
  • Preferred: production experience building or deploying AI/LLM agents with evaluation frameworks, agent tooling, RAG, or prompt engineering.
  • Preferred: founder, founding-team, or operator experience.
  • A degree in Computer Science, Engineering, Mathematics, or a related technical field, or equivalent practical experience; and/or an MBA or comparable technology-business experience.

Benefits

  • Flexible unlimited paid time off.
  • Medical, dental, and vision benefits for employees and families.
  • Life insurance and disability benefits.
  • Retirement plan dependent on country of employment.
  • Parental leave and fertility and family-building benefits through Carrot.
  • Lunch, snacks, and coffee provided.
  • Discretionary benefit stipend.
  • Free alphorn lessons.
  • Eligible full-time employees may participate in equity plans; benefits vary by region and may change.
  • Primarily in-person work based in San Francisco, with offices across North America, Europe, and Asia.

Categories

Forward Deployed
Sierra

About Sierra

1,001-5,000 employees

Sierra builds an enterprise conversational AI platform that powers customer service and other customer-facing interactions for large organizations. The company sells SaaS and deployed solutions that integrate with enterprise systems and meet security and compliance requirements. Headquartered in San Francisco with offices across North America, Europe, and Asia-Pacific, Sierra was co-founded by Bret Taylor and Clay Bavor, longtime leaders at Salesforce, Facebook, and Google.

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