# Enterprise Sales Engineer - Majors, Retail at Sierra

Sierra is hiring an Enterprise Sales Engineer - Majors, Retail in Toronto, Canada. It pays CAD 325k-CAD 335k a year and Level rates it Works on AI ●●●○; you can [apply on Sierra](https://jobsbylevel.com/go/d7378a24-eb87-4157-91bd-2acadc27c30b?utm_medium=ai-agent).

AI Level 3, AI centrality 68 out of 100. Toronto.

## Details

- Company: [Sierra](https://jobsbylevel.com/companies/sierra)
- AI level: AI Level 3 (score 68 out of 100)
- Location: Toronto
- Salary: CAD 325k-CAD 335k
- Posted: October 23, 2026
- Apply: https://jobsbylevel.com/go/d7378a24-eb87-4157-91bd-2acadc27c30b?utm_medium=ai-agent
- Free CV review for this job: https://jobsbylevel.com/cv-review?job=enterprise-sales-engineer-majors-retail-at-sierra-f165e2

## Prepare for this job

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## Description

About us Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia. We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do. Our co-founders are Bret Taylor and Clay Bavor . Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace. About the Retail team Sierra is partnering with a large and growing number of retailers - spanning apparel and beauty, grocery and big-box, home and auto, consumer services, marketplaces, and consumer technology. Our agents help millions of shoppers and members every day: tracking and returning orders, finding the right product, booking services, and resolving issues in each brand’s own voice. Retail is also where AI agents go beyond support to generate revenue. From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand’s top line - not just its cost line. Join us to transform how the world’s most-loved consumer brands engage their customers - and help build technology that makes shopping more personal, effortless, and delightful for everyone. What you'll do Be the primary partner to your Sales counterparts helping to win deals and grow customers Go from first discovery to a tailored, working agent in days, not weeks, across prospects and existing customers Work with every team involved in the decision: CX, IT, security, procurement, and executive sponsors Own the end-to-end technical pre-sales process by scoping customer use cases, articulating business value, designing and demoing Sierra’s incredible platform, leading technical and architecture reviews, and serving as the trusted technical expert throughout the sales cycle Mentor newer SEs and contribute reusable assets for your industry or team Stay with the account after the sale, through the Agent Development handoff, launch, and expansion to new use cases Go deep on your industry, the patterns, and winning motions to scale your work What you'll bring 4-6+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales Experience in leading the sales process with large Enterprise customers with deal sizes ranging $500-$1M Past experience in demo building, and presenting, and working with customers or clients in the GTM function Experience in relationship-building with prospects, including executives and technical leaders Ability to connect a prospect’s specific business problems and Sierra’s solutions and explain them to both a technical and non-technical audience 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. Importantly, you own the accuracy of anything you put in front of a customer, whether or not AI helped you build it Experience growing accounts past initial sale Bachelor's Degree or above; bonus if in Computer Science or related

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Source: https://jobsbylevel.com/jobs/enterprise-sales-engineer-majors-retail-at-sierra-f165e2

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