About us

• At Sierra, we’re creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, France, Singapore, and Japan.

• 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 Family. 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.

What you’ll do

Sierra’s engineering team has ~40 mostly senior engineers, including Mihai, Belinda, Arya, and Wei. We work in small, autonomous teams oriented around customer problems. In this role, your customer is our Sales Engineering and GTM team—and, through them, every prospect who meets Sierra for the first time. Here are some examples of what you’ll work on:

• Own Sierra’s demo platform: Design and build the systems that power our demo environments— multi-tenant “mock orgs,” seeded data, configuration, and guardrails that make demos reliable, fast, and safe.

• Build first-class demo features into Agent Studio and the core product: Create UI and workflows so SEs can spin up, reset, and manage tailored demo accounts in minutes—not hours—without calling an engineer.

• Use AI to personalize and prepare demos: Leverage Sierra’s own agent stack (and other models) to research prospects, synthesize realistic org structures, conversations, and data, and auto-configure agents and flows for specific industries and use cases.

• Expose “under the hood” views for SEs and prospects: Add thoughtful panels, timelines, and visualizations that make it easy to show how Sierra thinks, decides, and integrates—without overwhelming the UI or leaking sensitive details.

• Build internal tools that let SEs move like engineers: Create templates, libraries, and scripting hooks that let SEs compose complex demo scenarios and edge cases with guardrails instead of raw access to production systems.

• Instrument and iterate: Track how demo flows perform (time to “aha”, win rates by template, setup time per SE), and use that data to drive your roadmap alongside Sales Engineering, Product, and Agent Studio.

• Ship real production code: Everything you build should be robust enough to live in the main product—tested, observable, and maintainable, not a separate demo toy that rots over time.

What you'll bring

• A passion for being on the frontier of AI products.

• Motivation and high-agency to drive outcomes - we have a high-autonomy culture and each team member has lots of agency to overcome obstacles and achieve customer impact.

• Alignment to our company values throughout your work, notably finding a balance between Craftsmanship, Customer Obsession, and Competitive Intensity.

• 4+ years hands-on experience building production products and systems.

• Experience and comfort to build and ship full-stack solutions.

• Degree in Computer Science or related field, or equivalent professional experience.

Even better...

• Experience building internal tools for Sales Engineering, GTM, or customer-facing teams (demo environments, PoC tooling, “sandbox” infra, sales engineering platforms, etc.).

• Experience designing or maintaining multi-tenant demo or sandbox environments, including synthetic/anonymized data pipelines.

• A track record of building with Go and TypeScript (or similar languages) in production systems.

• Background with AI/LLM-driven products: RAG, evals, agent frameworks, or generative UI experiences.

• A strong product sense and sharp eye for design—you care how things feel in a live demo, not just that they technically work.

• Prior work that bridged engineering and revenue (e.g., sales engineering, customer engineering, founder/founding engineer, or work on lighthouse deals).

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 (e.g., 401K, pension) with Sierra match

• 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 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.

Compensation Range: $230K - $390K