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Sierra is the leading platform for customer-facing AI agents, working with major brands including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is founded by Bret Taylor (former Salesforce co-CEO, Facebook CTO, Google Maps co-creator) and Clay Bavor (18-year Google veteran who led Google Labs and AR/VR initiatives).
As an Enterprise Sales Engineer on the Retail team, you will be the primary technical partner to sales counterparts, responsible for winning deals and expanding customer accounts. You will own the end-to-end technical pre-sales process: scoping customer use cases, articulating business value, designing and demoing the Sierra platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle. You will work with diverse stakeholders including CX, IT, security, procurement, and executive sponsors. Your goal is to move from first discovery to a working, tailored agent in days rather than weeks.
Beyond the initial sale, you will stay engaged through Agent Development handoff, launch, and expansion to new use cases. You will mentor newer sales engineers and contribute reusable assets for your industry or team. The retail focus spans apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Sierra's agents help millions of shoppers daily with order tracking, returns, product discovery, service booking, and issue resolution—and increasingly drive revenue through personalized recommendations, cart recovery, and in-store support.
You will go deep on retail industry patterns and winning motions to scale your work, connecting specific business problems to Sierra's solutions for both technical and non-technical audiences.
REQUIREMENTS:
- 4–6+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales
- Proven experience leading sales processes with large Enterprise customers on deals ranging $500K–$1M
- Demonstrated expertise in demo building, presenting, and working with customers in GTM functions
- Strong relationship-building skills with prospects, including executives and technical leaders
- Ability to connect prospect business problems to Sierra's solutions and explain them to technical and non-technical audiences
- Proficiency leveraging AI tools as a regular part of technical sales (discovery prep, solution design, demo/prototype building, technical proposals); you own accuracy of all customer-facing materials
- Experience growing accounts past initial sale
- Bachelor's degree or above (bonus: Computer Science or related field, or equivalent professional experience)
BONUS:
- Experience translating code, technical logic, and user requirements to product and engineering requirements
- Prior experience selling technical AI products
