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Enterprise Sales Engineer, Healthcare

SierraSan Francisco, CASales
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Salary
$160K - $270K USD
Job type
Full-time
Posted
5 Aug 2026
Status
Open · checked 7d ago

About this role

This full-time Enterprise Sales Engineer position is based in San Francisco, CA at Sierra, focusing on driving the pre-sales lifecycle for customer-facing AI solutions in the healthcare sector. The role is well-suited for a seasoned technical sales professional eager to shape the future of patient care technology.

Role Overview

Sierra is seeking an Enterprise Sales Engineer to specialize in the healthcare domain and guide prospective clients through the technical capabilities of the platform. Healthcare agents built on the platform already reach over half of families in the United States, tackling sensitive and high-stakes conversations for major health insurance networks, non-profit providers, urgent care practices, diagnostics companies, and financial platforms. In this capacity, the candidate will bridge technical and business requirements to transform the healthcare experience.

Key Responsibilities

Own the end-to-end technical pre-sales process by scoping customer use cases, designing platform demos, and leading architecture reviews.
Serve as the primary trusted technical expert throughout the entire sales cycle.
Collaborate cross-functionally with Sales, Product, and Agent Engineering teams to shape go-to-market strategies and improve agent capabilities through customer feedback.
Engage in early client conversations to anticipate needs, connect business challenges to technical solutions, and present clearly to both technical and non-technical stakeholders.
Efficiently leverage artificial intelligence tools for discovery preparation, prototype building, and technical proposals while maintaining personal ownership of all final outputs.

Requirements

Possess 5 to 7 plus years of professional experience in solutions engineering, sales engineering, or customer-facing technical sales.
Demonstrated background in building demos, giving presentations, and interacting directly with clients in a go-to-market function.
Proven ability to build strong professional relationships with enterprise prospects, including technical leaders and executives.
Capability to link prospect business problems directly with technical solutions for diverse audiences.
Skill in responsibly utilizing AI tools for technical sales motions while taking full responsibility for work accuracy.
Hold a Bachelor's degree or higher, with a preference for Computer Science or a related technical discipline.

Nice to Have

Experience translating complex code, user requirements, and technical logic into distinct product and engineering requirements.

Skills and Tools

Technical pre-sales and enterprise sales process management
Solution design, prototype building, and custom demo creation
Architecture reviews and use-case scoping
AI-assisted workflow utilization for technical proposals and discovery preparation
Cross-functional collaboration across engineering, product, and sales teams

Salary and Benefits

Annual base salary ranging from $160,000 to $270,000 in USD
Flexible, unlimited paid time off policies
Comprehensive medical, dental, and vision insurance coverage for employees and families
Life insurance and disability benefits
Retirement plan options based on employment region
Parental leave alongside fertility and family-building support through Carrot
Daily lunch, snacks, and coffee provided at the office
Discretionary benefit stipend and free alphorn lessons
Eligibility to participate in company equity plans

About the Company

Sierra is a leading platform provider for customer-facing artificial intelligence agents, collaborating with major global brands such as The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. Co-founded by Bret Taylor and Clay Bavor, the company operates primarily out of an in-person office in San Francisco with growing regional footprints. The workplace culture is rooted in core values of trust, customer obsession, craftsmanship, intensity, and a strong commitment to family balance.

How to Apply

Interested candidates should visit the official company careers page to submit an application for this position.

Questions candidates ask

What is the salary range for this position?

The annual salary for this role ranges from $160,000 to $270,000 in USD.

Where is the job located?

This position is primarily an in-person role based in San Francisco, California.

What level of experience is required?

Candidates must have 5 to 7 plus years of experience in sales engineering, solutions engineering, or customer-facing technical sales.

What benefits are offered to full-time employees?

Full-time employees receive flexible paid time off, medical, dental, vision, life and disability insurance, retirement plans, parental leave, fertility benefits through Carrot, a discretionary benefit stipend, daily lunch and snacks, and equity plan eligibility.

Who founded Sierra?

Sierra was co-founded by Bret Taylor and Clay Bavor.

Ready to apply?

The application is on the official Sierra careers page.

Apply on company site