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Enterprise Sales Engineer, Consumer Business Services

Sierra - Toronto, ON, Canada - Hybrid - posted 2026-10-23

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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. Founded by Bret Taylor (former co-CEO of Salesforce, CTO of Facebook, co-creator of Google Maps) and Clay Bavor (18 years at Google, led Google Labs and Project Starline). The Consumer Business Services team partners with businesses across CPG, commercial real estate, automotive & mobility, transportation & logistics, industrial manufacturing, energy, utilities, and related sectors. Sierra's agents handle order tracking, account management, field service scheduling, billing support, and similar customer-facing workflows. In this role, you will be the primary technical partner to Sales, responsible for the end-to-end pre-sales process. 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'll work directly with Sales, Product, and Agent Engineering teams to drive GTM strategy and improve agents through customer-driven product development. You'll go from first discovery to a working agent in days, not weeks, and develop deep industry expertise across your vertical to scale your work. Key responsibilities include winning deals with enterprise customers, handling deal sizes of $200-$500k, building and presenting demos, managing relationships with prospects including executives and technical leaders, and connecting specific business problems to Sierra's solutions for both technical and non-technical audiences. You'll leverage AI tools as part of your technical sales motion—discovery prep, solution design, demo building, technical proposals—while owning the accuracy of all customer-facing materials. REQUIREMENTS: - 3-4+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales - Experience leading sales processes with Enterprise customers on deals ranging $200-$500k - Demonstrated experience in demo building, presenting, and GTM functions with customers or clients - Ability to build relationships with prospects, including executives and technical leaders - Ability to connect prospect business problems to Sierra's solutions and explain them to technical and non-technical audiences - Proficiency leveraging AI tools as a regular part of technical sales motion (discovery prep, solution design, demo/prototype building, technical proposals), with ownership of accuracy - Track record of managing a high number of concurrent deals without compromising quality, comfortable switching between sub-industries and use cases - Bachelor's Degree or above (bonus if Computer Science or related field, or equivalent professional experience) BONUS QUALIFICATIONS: - Experience translating code, technical logic, and user requirements to product and engineering requirements - Experience selling technical AI products

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