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Sierra is a 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 and Facebook CTO) and Clay Bavor (former Google Labs lead). Sierra is headquartered in San Francisco with growing offices across North America, Europe, and Asia.
In this Enterprise Sales Engineer role, you will be the primary technical partner to the sales team, responsible for winning deals and expanding customer relationships. Your responsibilities include:
- Serve as the primary technical partner to Sales, helping to close deals and grow customer accounts
- Move from initial discovery to a working, tailored AI agent in days rather than weeks for both prospects and existing customers
- Own the complete technical pre-sales process: scoping customer use cases, articulating business value, designing and demonstrating Sierra's platform, leading technical and architecture reviews, and serving as the trusted technical advisor throughout the sales cycle
- Collaborate directly with Sales, Product, and Agent Engineering teams to drive go-to-market strategy and continuously improve agents through customer-driven product development
- Develop deep expertise in your assigned industry, understand key patterns, and scale winning sales motions
You will handle a high volume of concurrent deals (typically $200-$500k in size) with enterprise customers, moving fluidly between different sub-industries and use cases while maintaining quality. You'll build and present compelling demos, translate customer business problems into technical solutions, and communicate effectively with both technical and non-technical audiences including executives and technical leaders.
A key aspect of this role is leveraging AI tools efficiently in your sales motion—for discovery preparation, solution design, demo and prototype building, and technical proposals—while owning the accuracy and quality of everything presented to customers.
REQUIREMENTS:
- 3-4+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales
- Demonstrated experience leading the sales process with Enterprise customers on deals ranging $200-$500k
- Track record in demo building, presenting, and working with customers in go-to-market functions
- Strong relationship-building skills with prospects, including executives and technical leaders
- Ability to connect specific business problems to Sierra's solutions and explain them to both technical and non-technical audiences
- Proficiency in leveraging AI tools as a regular part of your technical sales motion, with ownership of accuracy
- Proven ability to manage a high number of concurrent deals without compromising quality
- 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
- Prior experience selling technical AI products
