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. 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. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. 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. Go deep on a few accounts.



Learn each customer's business well enough that you could be wearing their badge in their hallways 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 Decide when to bring in Agent Development, Product, Security, Legal, and Sierra leaders, and what each of them needs to do. Stay with the account after the sale, through the Agent Development handoff, launch, and expansion to new use cases Share what you see across your largest accounts with Product leadership and inform roadmap 7+ years experience in Sales Engineering, Solutions Engineering or customer-facing technical sales Experience in leading the sales process with Strategic customers with deal sizes of $1M+ consistently Past experience in demo building, and presenting, and working with customers or clients in the GTM function Strong experience in relationship-building 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 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 and defining customer roadmaps to facilitate growth Bachelor's Degree or above; bonus if in Computer Science or related field, or equivalent professional experience Experience translating code, technical logic and user requirements to product and engineering requirements Selling a technical AI product We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it. We care about our product being the best, and when it isn’t, we fix it. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements. We want our benefits to reflect our values and offer the following to full-time employees: Versatile (unlimited) paid time off Medical, dental, and vision benefits for you and your family Life insurance and disability benefits Retirement plan dependent on country of employment Parental leave Fertility and family building benefits through Carrot Lunch, as well as delicious snacks and coffee to keep you energized These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation

📌 Enterprise Sales Engineer (Canada)
🏢 Sierra
📍 Canada