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Strategist, Agent Development (MBA Grad 2027)

SierraSan Francisco, CAProduct
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Salary
$200K – $290K
Job type
Full-time
Experience
Entry
Posted
8 Oct 2026
Status
Open · checked 7d ago

About this role

Sierra is hiring a Strategist, Agent Development in San Francisco, California, for MBA students graduating in spring 2027. This role suits individuals who want to combine business strategy with hands-on AI technology to build customer-facing AI agents for major brands.

Role Overview

The Strategist, Agent Development position at Sierra involves taking customer-facing AI agents from initial pilot to production deployment. Located in San Francisco, CA, this role sits at the intersection of product development, customer engagement, and applied AI technology.

Key Responsibilities

Own the complete Agent Development Life Cycle from initial scope, conversation design, tooling, evaluation, launch, and continuous iteration.
Act as a trusted strategic advisor to enterprise leaders and executives to shape their AI strategy.
Partner directly with customer working teams through day-to-day working sessions and troubleshooting.
Impact the product directly by feeding unmet customer needs back to research and platform teams.

Requirements

Customer obsession and energy for understanding customer needs in complex organizations.
Clear, direct, and persuasive communication across technical and non-technical audiences.
Strategic problem-solving skills to navigate ambiguity and manage complex problems.
Technical aptitude including reading API documentation, data models, and system architecture.
Strong ownership and delivery with a track record of running multiple complex projects.
Open to MBA students graduating in spring 2027.

Nice to Have

Experience building or deploying AI/LLM agents in production with tools like eval frameworks, agent tooling, RAG, and prompt engineering.
Background as a founder, founding team member, or operator.
Degree in Computer Science, Engineering, Mathematics, or a related technical field.

Skills and Tools

RAG
Prompt Engineering
APIs
Evaluation frameworks

Salary and Benefits

Salary range of $200K to $290K with equity offers
Flexible unlimited paid time off
Medical, dental, and vision benefits
Life insurance and disability benefits
Retirement plan and parental leave
Fertility and family building benefits via Carrot
Onsite lunch, snacks, and coffee
Discretionary benefit stipend and free alphorn lessons

About the Company

Sierra is a platform for customer-facing AI agents that partners with major brands like The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is primarily in-person based in San Francisco with growing offices across North America, Europe, and Asia. Its co-founders are Bret Taylor and Clay Bavor, and the company culture is guided by values of trust, customer obsession, craftsmanship, intensity, and family.

How to Apply

Interested candidates should apply on the official company careers page.

Skills and tech stack

Questions candidates ask

Who is eligible to apply for this role?

This role is open to MBA students graduating in spring 2027.

Where is the job located?

The position is based in San Francisco, California, as Sierra is primarily an in-person company.

What is the salary and compensation structure?

The salary ranges from $200K to $290K and includes offers for equity.

What benefits are provided?

Benefits include flexible unlimited PTO, medical, dental, vision, life and disability insurance, parental leave, fertility benefits through Carrot, a discretionary stipend, and daily lunch and snacks.

What are the core values of the company?

Sierra is guided by five core values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family.

Ready to apply?

The application is on the official Sierra careers page.

Apply on company site