Enterprise Sales Engineer - Majors, Retail

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

• Be the primary partner to your Sales counterparts helping to win deals and grow customers

• Go from first discovery to a tailored, working agent in days, not weeks, across prospects and existing customers

• Work with every team involved in the decision: CX, IT, security, procurement, and executive sponsors

• 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

• Mentor newer SEs and contribute reusable assets for your industry or team

• Stay with the account after the sale, through the Agent Development handoff, launch, and expansion to new use cases

• Go deep on your industry, the patterns, and winning motions to scale your work

What you'll bring

• 4-6+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales

• Experience in leading the sales process with large Enterprise customers with deal sizes ranging $500-$1M

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

• Experience in relationship-building with prospects, including executives and technical leaders

• 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. Importantly, you own the accuracy of anything you put in front of a customer, whether or not AI helped you build it

• Experience growing accounts past initial sale

• 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

• Selling a technical AI product

Our values

• Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.

• Flexible (unlimited) paid time off

• Life insurance and disability benefits

• Retirement plan dependent on country of employment

• Parental leave

• Fertility and family building benefits through Carrot

• Free alphorn lessons