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Sierra is the leading platform for customer-facing AI agents, serving major brands including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company was 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).
In this Enterprise Sales Engineer role, you will own the end-to-end technical pre-sales process for strategic accounts. Your responsibilities include:
- Deep account ownership: develop comprehensive understanding of customer business models and operations
- Technical pre-sales leadership: scope use cases, articulate business value, design and deliver platform demos, lead technical and architecture reviews, and serve as trusted technical advisor throughout the sales cycle
- Cross-functional orchestration: determine when to engage Agent Development, Product, Security, Legal, and executive leadership; align all parties toward shared goals
- Team elevation: mentor sales engineers, establish standards for demos and pilots, develop playbooks for strategic deals and GTM processes
- Post-sale continuity: support accounts through Agent Development handoff, launch, and expansion into new use cases
- Product influence: share insights from strategic accounts with Product leadership to inform roadmap decisions
You'll work in a primarily in-person environment based in San Francisco, with growing offices across North America, Europe, and Asia. The company is guided by core values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family (work-life balance).
REQUIREMENTS:
- 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, engineering leaders, and security teams
- Proficiency leveraging AI tools as part of technical sales motion (discovery, solution design, demo building, proposals); ownership of accuracy regardless of AI assistance
- 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 into product and engineering requirements
- Background selling technical AI products