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 https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. 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. WHAT YOU'LL DO - Scale The Function: Lead, coach, and develop a high-caliber SE team, providing guidance, assigning projects and ensuring technical excellence. Conduct regular performance evaluations, foster professional growth, and coach team members to reach their full potential. - Player-Coach: Be a true player-coach who stays in the work: own your own enterprise deals as an individual contributor, running discovery, demos, and technical deep dives alongside your team, while leading and growing a team of high-growth enterprise SEs. Set the bar by example, jump into the most strategic cycles, and turn what you learn in the field into coaching and playbooks that raise the whole team. As the team grows, become a strategic leader and more manager focused. - GTM Technical Expert: Guide your team in designing and delivering compelling technical demos and proofs of concept for Sierra’s platform, providing technical solutions to customer challenges, and addressing technical questions throughout the sales cycle. - Cross-Functional Work: Partner closely with Sales, Product, and Agent Engineering teams to define best practices, playbooks, and repeatable processes that enable your team and partnership to scale beyond 1:1 customer interactions. - Lead & Support Customers: Act as a technical leader in early-stage customer conversations, helping your team understand, anticipate, and solve customer needs to advance Sierra’s industry-leading AI solutions. WHAT YOU'LL BRING - 5-7+ years of experience in Sales Engineering, Solutions Engineering, or customer-facing technical sales, with at least 3+ years in a leadership capacity. - Experience developing frameworks for how SEs partner with Sales, Product, and Engineering to deliver impact efficiently across accounts. - History of establishing metrics and systems that measure SE impact on pipeline health, win rates, and customer adoption. - Track record of leading presales processes and supporting enterprise and strategic sales cycles from discovery through close. - Ability to translate customer business problems into Sierra’s technical solutions and clearly communicate to both technical and non-technical stakeholders across complex organizations. EVEN BETTER - Experience building Sales Engineering orgs in emerging categories (e.g., AI, data, security). - Comfort with workflows, AI and ML concepts, APIs/webhooks, and JSON. OUR VALUES - Trust: 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. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work. - 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. - Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve. - Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time. - Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements. WHAT WE OFFER We want our benefits to reflect our values and offer the following to full-time employees: - Flexible (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 - Discretionary benefit stipend giving people the ability to spend where it matters most - Free alphorn lessons 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 or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies. BE YOU, WITH US We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.