Enterprise Sales Engineer, Retail

Sierra · San Francisco, CA · $160K – $270K · Engineering

Posted 2026-08-06

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ABOUT THE RETAIL TEAM

- Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice.

- Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line.

- Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone.

WHAT YOU'LL DO

- GTM technical expert: Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle.

- Cross-functional work: You will work directly with our Sales, Product and Agent Engineering teams to both drive our GTM function, as well as continuously improve our Agents through our customer-driven product development philosophy.

- Lead & support our customers: As a GTM and technical leader in the earliest conversations with our future customers, you will both understand and anticipate their needs to continue our industry-leading AI solution.

WHAT YOU'LL BRING

- 5-7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales.

- Past experience in demo building, and presenting, and working with customers or clients in the GTM function.

- Experience in relationship-building with potential customers, including executives and technical leaders.

- Experience in leading the sales process with Enterprise customers.

- Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience

- Ability to leverage AI tools efficiently as a regular part of your technical sales motion — discovery prep, solution design, demo and prototype building, technical proposals. With that, you know where these tools can help and where human judgment still is required. Importantly, you own the accuracy of anything you put in front of a customer, whether or not AI helped you build it. This ownership looks like us not saying "[AI tool of choice] built this", but "I built this with [AI tool of choice]."

- Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience.

EVEN BETTER...

- Experience translating code, technical logic and user requirements to product and engineering requirements.

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