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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 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, Google Maps co-creator) and Clay Bavor (18-year Google veteran who led Google Labs and AR/VR initiatives), Sierra is transforming how enterprises deploy AI to serve customers.
The Financial Services team focuses on systemically important banks, neobanks, insurers, and vertically integrated ecosystems like Rocket Companies. The team handles high-stakes customer moments—mortgage pre-approvals, fraud detection, card replacement—where AI must balance customer needs with institutional processes. This role is critical to Sierra's mission of making financial services more accessible, human, and affordable.
As an Enterprise Sales Engineer, you will own the end-to-end technical pre-sales process for strategic financial services accounts. You will 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 the sales cycle. You will decide when to involve Agent Development, Product, Security, Legal, and Sierra leadership, keeping all stakeholders aligned on customer goals.
You will go deep on a small number of accounts, learning each customer's business thoroughly enough to operate as an insider. You will raise the bar for the SE team by mentoring peers, setting standards for demos and pilots, and writing playbooks for strategic deals and GTM processes. You will stay with accounts through the Agent Development handoff, launch, and expansion to new use cases. You will also share insights from your largest accounts with Product leadership to inform roadmap decisions.
Sierra's culture is built on five core values: Trust (accountability, empathy, quality, responsiveness), Customer Obsession (relentless focus on customer business outcomes), Craftsmanship (attention to detail and continuous improvement), Intensity (playing to win, fixing failures openly), and Family (balancing intensity with work-life balance and supporting parents).
REQUIREMENTS:
- 7+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales
- Proven track record leading the sales process with Strategic customers, consistently closing deals of $1M+
- Demonstrated expertise in demo building, presenting, and GTM functions with customers or clients
- Strong relationship-building skills with prospect stakeholders, including 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 efficiently in technical sales (discovery prep, solution design, demo building, technical proposals) while owning accuracy of customer-facing materials
- Experience growing accounts beyond initial sale and defining customer roadmaps for expansion
- Bachelor's degree or above (bonus: Computer Science or related field, 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
