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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.
In this role, you will lead and develop a high-caliber Sales Engineering team while maintaining hands-on involvement in enterprise deals. You'll operate as a true player-coach: owning your own strategic customer accounts, running discovery, demos, and technical deep dives alongside your team, while providing coaching and developing playbooks that scale team performance. As the team grows, you'll transition toward more strategic leadership and management focus.
Key responsibilities include:
- Leading, coaching, and developing SE team members with regular performance evaluations and professional growth opportunities
- Owning enterprise deals as an individual contributor, demonstrating technical excellence by example
- Designing and delivering compelling technical demos and proofs of concept for Sierra's AI platform
- Guiding the team in translating customer business problems into technical solutions
- Partnering with Sales, Product, and Engineering teams to establish best practices, playbooks, and repeatable processes
- Establishing metrics and systems that measure SE impact on pipeline health, win rates, and customer adoption
- Acting as a technical leader in early-stage customer conversations
The company is guided by core values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. Sierra was 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 Google's AR/VR efforts).
REQUIREMENTS:
- 5-7+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales
- At least 3+ years in a leadership capacity
- Experience developing frameworks for how SEs partner with Sales, Product, and Engineering
- History of establishing metrics and systems measuring SE impact on pipeline health, win rates, and customer adoption
- Track record leading presales processes and supporting enterprise sales cycles from discovery through close
- Ability to translate customer business problems into technical solutions and communicate clearly to technical and non-technical stakeholders
PREFERRED:
- Experience building Sales Engineering organizations in emerging categories (AI, data, security)
- Comfort with workflows, AI/ML concepts, APIs/webhooks, and JSON
