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Sierra is the leading platform for customer-facing AI agents, partnering with major brands including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company was founded by Bret Taylor (former co-CEO of Salesforce, CTO of Facebook, 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 own the end-to-end technical pre-sales process for strategic retail customers. Your responsibilities include:
- Deep account ownership: develop comprehensive understanding of each customer's business, use cases, and strategic priorities
- Lead technical discovery, solution design, and platform demonstrations for large enterprise deals
- Orchestrate cross-functional engagement with Agent Development, Product, Security, Legal, and executive leadership
- Establish and maintain trusted advisor relationships with C-suite executives, technical leaders, and enterprise architects
- Lead architecture, integration, and security discussions with customer technical teams
- Build and refine sales playbooks, mentor junior SEs, and raise standards for demos and pilots
- Manage post-sale technical handoff through Agent Development, launch, and account expansion
- Provide market insights to Product leadership to inform roadmap decisions
- Leverage AI tools effectively in discovery, solution design, demo building, and proposal development while maintaining accuracy and accountability
Sierra's retail agents help millions of shoppers daily with order tracking, returns, product discovery, and issue resolution. The platform extends beyond support to drive revenue through personalized recommendations, cart recovery, win-back campaigns, and in-store support that converts unanswered calls into visits and sales.
The company is primarily in-person in San Francisco with growing offices across North America, Europe, and Asia. Culture is built on five core values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family (balancing intensity with work-life balance).
QUALIFICATIONS:
- 7+ years in Sales Engineering, Solutions Engineering, or customer-facing technical sales
- Proven track record leading Strategic customer sales with deal sizes of $1M+ consistently
- Demonstrated expertise in demo building, presenting, and GTM functions
- Strong relationship-building skills with C-suite executives and technical leaders
- Experience leading architecture, integration, and security discussions with enterprise architects and engineering leaders
- Proficiency leveraging AI tools as part of technical sales motion (discovery, solution design, demo building, proposals)
- Experience growing accounts beyond initial sale and defining customer roadmaps
- Bachelor's degree or above (Computer Science or related field preferred, or equivalent professional experience)
BONUS QUALIFICATIONS:
- Experience translating code, technical logic, and user requirements to product and engineering requirements
- Background selling technical AI products
