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Strategist, Agent Development

SierraSan Francisco, CAProduct
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Salary
$200K - $290K USD
Job type
Full-time
Posted
29 Jul 2025
Status
Open · checked 7d ago

About this role

Role Overview

The Strategist, Agent Development role at Sierra in San Francisco is a full-time position focused on guiding customer-facing AI agents from initial pilot to live production. This opportunity suits professionals who enjoy operating at the intersection of product development, emerging technology, and direct client engagement.

Key Responsibilities

Own the complete agent development life cycle, including initial scope, conversation design, tooling, evaluation, launch, and continuous production iteration.
Act as a trusted strategic advisor to enterprise leaders, understanding their business goals and shaping their applied AI strategy.
Partner directly with customer working teams through daily sessions, troubleshooting, and project milestone tracking.
Provide direct product feedback by surfacing unmet customer needs to the platform and research teams to influence future company direction.

Requirements

Customer obsession with a strong energy for understanding business needs and building trusted relationships within complex organizations.
Clear, direct, and persuasive communication skills across both technical and non-technical audiences.
Strategic problem-solving abilities in ambiguous environments, including analytical skills to spot risks early and adapt quickly.
Technical aptitude that includes comfort reading API documentation, understanding data models, and following engineering tradeoffs.
Proven ownership and delivery track record of managing multiple complex, high-visibility projects simultaneously.

Nice to Have

Experience building or deploying AI or LLM agents in production environments, with hands-on familiarity in RAG, evaluation frameworks, prompt engineering, and agent tooling.
Background as a founder, founding team member, or operator who understands how to balance craft, ownership, and speed.
A degree in Computer Science, Engineering, Mathematics, or a related technical field, alongside an MBA or comparable business-technology experience.

Skills and Tools

LLM
RAG
API documentation and system architecture
Evaluation frameworks and prompt engineering

Salary and Benefits

Annual salary range between $200,000 and $290,000 in USD.
Flexible, unlimited paid time off for full-time staff.
Comprehensive medical, dental, and vision coverage for employees and families.
Life insurance, disability benefits, and retirement plans based on employment country.
Parental leave alongside fertility and family building benefits through Carrot.
On-site lunch, snacks, and coffee, plus a discretionary benefit stipend and free alphorn lessons.
Participation eligibility in company equity plans.

About the Company

Sierra is a leading platform for customer-facing artificial intelligence agents, helping major global brands transform customer service and business growth. Operating primarily in-person out of San Francisco with growing regional offices, the organization is built on core values of trust, customer obsession, craftsmanship, intensity, and family. The enterprise was co-founded by Bret Taylor and Clay Bavor, bringing together extensive industry leadership experience from prominent technology companies.

How to Apply

Interested candidates should visit the official Sierra careers page to submit an application for this role.

Skills and tech stack

LLMRAG

Questions candidates ask

What is the location of the Strategist, Agent Development role?

This is a full-time, in-person position based in San Francisco, California.

What is the salary range for this position?

The salary ranges from $200,000 to $290,000 per year in USD.

What are the core responsibilities of an Agent Strategist?

Responsibilities include owning the agent development life cycle, advising enterprise leaders on AI strategy, collaborating with customer working teams, and feeding real-world product needs back to the platform team.

What technical skills are helpful for this job?

Helpful technical skills include familiarity with LLMs, RAG, prompt engineering, evaluation frameworks, reading API documentation, and understanding system architecture.

What benefits does Sierra offer to full-time employees?

Benefits include flexible paid time off, medical, dental, vision, life and disability insurance, parental leave, Carrot family building benefits, retirement plans, a discretionary stipend, and daily lunch and snacks.

Ready to apply?

The application is on the official Sierra careers page.

Apply on company site