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Sierra is a leading platform for customer-facing AI agents, working with major brands including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is primarily in-person based in San Francisco with growing offices across North America, Europe, and Asia. Co-founders include Bret Taylor (Board Chair of OpenAI, former co-CEO of Salesforce, former CTO of Facebook) and Clay Bavor (18 years at Google, led Google Labs and Project Starline).
The Financial Services team partners with systemically important banks, neobanks, insurers, and vertically integrated ecosystems like Rocket Companies. The team is transforming customer experience in moments that matter most—mortgage pre-approvals, fraud detection, card replacement—making the financial services industry more accessible, human, and affordable.
In this Enterprise Sales Engineer role, you will be the primary technical partner to Sales counterparts, helping to win deals and grow customers. You will own the end-to-end technical pre-sales process: scoping customer use cases, articulating business value, designing and demoing Sierra's platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle. You will move from first discovery to a tailored, working agent in days, not weeks. You will work directly with Sales, Product, and Agent Engineering teams to drive GTM function and continuously improve agents through customer-driven product development. You will go deep on financial services industry patterns and winning motions to scale your work.
Sierra's culture is built on five core values: Trust (accountability, empathy, quality, responsiveness), Customer Obsession (deeply understanding business goals, relentlessly driving outcomes), Craftsmanship (getting details right, continuous self-improvement), Intensity (playing to win, fixing what isn't right), and Family (balancing intensity with personal well-being).
REQUIREMENTS:
- 3-4+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales
- Experience leading the sales process with Enterprise customers with deal sizes ranging $200-$500k
- Demonstrated experience in demo building, presenting, and working with customers or clients in the GTM function
- Track record of relationship-building with prospects, including executives and technical leaders
- Ability to connect a prospect's specific business problems to Sierra's solutions and explain them to both technical and non-technical audiences
- Ability to leverage AI tools efficiently as a regular part of your technical sales motion (discovery prep, solution design, demo and prototype building, technical proposals), with ownership of accuracy
- Track record of handling a high number of deals concurrently without cutting quality, comfortable switching between sub-industries and use cases
- Bachelor's Degree or above (bonus if in Computer Science or related field, or equivalent professional experience)
BONUS:
- Experience translating code, technical logic, and user requirements to product and engineering requirements
- Experience selling a technical AI product
