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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 is headquartered in San Francisco with growing offices across North America, Europe, and Asia. Founded by Bret Taylor (former Salesforce co-CEO, Google Maps co-creator, OpenAI Board Chair) and Clay Bavor (18-year Google veteran, led Google Labs and Project Starline), Sierra is transforming how enterprises serve customers with AI.
The Consumer Business Services vertical partners with businesses across CPG, commercial real estate, automotive & mobility, transportation & logistics, industrial manufacturing, energy, utilities, and related sectors. These agents handle order tracking, account management, field service scheduling, billing support, and more—tuned to each business's voice and workflows.
In this Enterprise Sales Engineer role, you will own the end-to-end technical pre-sales process for strategic accounts. You'll scope customer use cases, articulate business value, design and demo Sierra's platform, lead technical and architecture reviews, and serve as the trusted technical expert throughout multi-million-dollar sales cycles. You'll coordinate cross-functional teams (Agent Development, Product, Security, Legal, leadership), mentor junior SEs, establish playbooks for strategic deals, and stay engaged through Agent Development handoff, launch, and expansion. You'll also share insights from your largest accounts with Product leadership to inform roadmap decisions.
This is a relationship-intensive role requiring deep customer business acumen—you should know your accounts well enough to walk their halls as an insider. You'll leverage AI tools as part of your technical sales motion (discovery, solution design, demos, proposals) while owning accuracy and quality.
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 a regular part of technical sales motion
- Experience growing accounts post-sale and defining customer roadmaps
- Bachelor's degree or above (Computer Science or related field preferred, or equivalent professional experience)
BONUS:
- Experience translating code, technical logic, and user requirements to product/engineering requirements
- Background selling technical AI products