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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 headquartered in San Francisco with growing offices across North America, Europe, and Asia. Founded by Bret Taylor (former co-CEO of Salesforce, CTO of Facebook, co-creator of Google Maps) and Clay Bavor (18-year Google veteran who led Google Labs and AR/VR initiatives).
The Retail team at Sierra partners with a large and growing number of retailers spanning apparel, beauty, grocery, 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. The platform goes beyond support to generate revenue through product discovery, personalized recommendations, cart recovery, win-back campaigns, and in-store support.
In this role, you will:
- Own the end-to-end technical pre-sales process for strategic retail accounts, scoping use cases, articulating business value, designing and demoing the platform, and leading technical reviews
- Go deep on a few key accounts, learning their business thoroughly enough to operate as an embedded technical expert
- Decide when to bring in Agent Development, Product, Security, Legal, and Sierra leadership, coordinating cross-functional efforts toward shared goals
- Mentor other sales engineers, set standards for demos and pilots, and develop playbooks for strategic deals and GTM processes
- Stay engaged with accounts through Agent Development handoff, launch, and expansion to new use cases
- Share insights from your largest accounts with Product leadership to inform roadmap decisions
- Build and present compelling demos, manage customer relationships with C-suite and technical stakeholders, and lead architecture, integration, and security discussions
- Leverage AI tools efficiently in discovery, solution design, demo building, and technical proposals while owning accuracy
- Grow accounts beyond initial sale and define customer roadmaps for expansion
Requirements:
- 7+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales
- Proven track record leading sales processes with Strategic customers, consistently closing deals of $1M+
- Strong demo-building and presentation skills with GTM experience
- Excellent relationship-building abilities with C-suite executives and technical leaders
- Experience leading architecture, integration, and security discussions with enterprise architects, engineering leaders, and security teams
- Ability to leverage AI tools as a regular part of your technical sales motion
- Experience growing accounts past initial sale and defining customer roadmaps
- Bachelor's degree or above (bonus if in Computer Science or related field, or equivalent professional experience)
Bonus qualifications:
- Experience translating code, technical logic, and user requirements to product and engineering requirements
- Background selling technical AI products
