About this role
This role is ideal for an individual who thrives at the intersection of product strategy, hands-on agent development, and high-level customer consultation. The Agent Strategist at Sierra will be responsible for bringing AI agents to life for major enterprise customers, moving them from initial pilot stages into robust, production-level systems that handle significant customer interactions. This position requires a unique blend of technical understanding and deep business acumen, as the strategist will translate complex, high-stakes business problems into functional, measurable AI solutions.
The core of the job involves owning the entire Agent Development Life Cycle, from initial scoping and conversation design to rigorous evaluation and continuous iteration in a live production environment. The strategist acts as a trusted advisor to enterprise leaders, working alongside customer executives to define the AI strategy that directly impacts their business outcomes. This role is for someone who enjoys deep ownership, thrives on solving ambiguous, complex problems, and is motivated by seeing their work deliver tangible business improvements for large organizations.
Success in this role depends on the ability to balance technical detail with customer empathy, ensuring the developed agents not only function correctly but also measurably move the customer's business forward. Candidates who excel at communication across technical and non-technical groups will be well-suited to this position.
What you will do
- Own the complete Agent Development Life Cycle, guiding agents from initial scope through conversation design, tooling, and final production deployment.
- Translate complex business goals from enterprise leaders into functional AI agents that deliver measurable business outcomes.
- Serve as a strategic advisor to enterprise executives, understanding their business needs to shape effective AI strategies.
- Partner with customer working teams to troubleshoot live agent issues and ensure the build stays on track for launch.
- Identify unmet needs surfaced during customer work and relay this feedback to the research and platform teams to influence future development.
- Define the evaluation and quality standards for new agents, using resulting metrics to drive continuous performance improvements.
What you need
- Possesses a strong foundation in strategic problem-solving, requiring analytical and critical-thinking skills to dissect complex challenges and anticipate risks.
- Demonstrates genuine customer obsession, including the ability to build trusted relationships and effectively engage with customers in complex organizational settings.
- Requires clear communication skills to articulate technical concepts persuasively to both technical and non-technical audiences.
- Must have a proven track record of taking ownership of multiple complex, high-visibility projects and driving them toward defined outcomes.
- Comfortable engaging directly with technical concepts, including reading API documentation and understanding system architecture tradeoffs.
- Experience building or deploying AI/LLM agents in production, ideally involving hands-on work with evaluation frameworks, RAG, and prompt engineering.
Nice to have
- Experience building or deploying AI/LLM agents in production
- Experience as a founder or founding team member
Benefits
- In-person company based in San Francisco
- Growing offices across North America, Europe, and Asia
Skills and tech stack
Questions candidates ask
What is the remote policy?
The company is primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.
What is the compensation structure?
Salary information is not provided in the job posting.
What is the technical stack involved?
The role involves hands-on experience with tools such as RAG, prompt engineering, eval frameworks, and agent tooling.
What is the team structure like?
The role involves partnering closely with product teams and working with customer executives.