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.
What you'll doAs a Software Engineer on Sierra’s Cloud Infrastructure team, you’ll own the foundation that every Sierra customer runs on. That includes our multi-tenant environments, where most of our customers and data live, and our isolated single-tenant environments for highly regulated enterprises. Sierra is expanding quickly across AWS and GCP, in regions across North America, Europe, and Asia-Pacific. We expect to roughly double our number of deployments over the next year.
The work is very visible. Our deployments support the relationship with major customers, so you’ll see directly how your infrastructure affects customers and the business. Our challenges keep evolving, from scaling, reliability, and new compliance and regulations.
Design, build, and operate Sierra’s cloud infrastructure across AWS and GCP (and soon Azure) using Terraform and Kubernetes.
Simplify and standardize our deployments so that adding a new region or environment is repeatable and predictable. We want to treat deployments like cattle, not pets.
Stand up and operate new multi-tenant regions and single-tenant environments for customers with strict regulatory or isolation needs.
Help build and run compliant environments, including our FedRAMP deployment.
Own and improve deploys and releases across our fleet, investing in tooling and developer experience so engineers can ship quickly and safely.
Build security guardrails that give enterprise customers confidence in our shared multi-tenant environment.
Work with our BYOC (Bring Your Own Cloud) team to make Sierra easy to deploy into customers’ own cloud environments.
Drive reliability across the platform through observability, incident response, root cause analysis, and postmortems.
Write production code, mostly in Go, to automate infrastructure and replace manual work with durable systems.
6+ years of hands-on software or infrastructure engineering experience, including building and operating production systems at scale.
Broad infrastructure experience on at least one major cloud (AWS, GCP, or Azure). Breadth and fundamentals matter more than expertise in one specific cloud.
Deep expertise in at least one layer of the stack, such as compute, orchestration, networking, or deploys, plus a real interest in owning the layers next to it.
Hands-on experience with infrastructure as code (Terraform preferred) and container orchestration (Kubernetes).
Strong coding skills and a bias toward automation and tooling. Go experience is a plus.
A pragmatic, scrappy approach. You can start with a rough prototype and evolve it into production ready.
Curiosity and flexibility. You adapt to new clouds, tools, and customer requirements instead of forcing every problem into one familiar pattern.
A degree in Computer Science or a related field, or equivalent professional experience.
Experience running infrastructure across multiple clouds and many regions or environments.
Experience with compliance-driven environments (FedRAMP, SOC 2, HIPAA, or financial services).
Experience building deploy systems, CI/CD, or internal developer platforms.
Experience deploying software into customer-managed cloud environments.
An SRE background, or experience leading reliability and incident management programs.
Experience with distributed databases such as DynamoDB or Spanner.
Experience at a fast-paced startup or on a small infrastructure team with broad scope.
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.
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 usWe'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.
Skills Required
- 6+ years of hands-on software or infrastructure engineering experience, including building and operating production systems at scale
- Broad infrastructure experience with at least one major cloud provider: AWS, GCP, or Azure
- Deep expertise in at least one infrastructure layer, such as compute, orchestration, networking, or deployments
- Hands-on experience with infrastructure as code, preferably Terraform
- Hands-on experience with container orchestration, specifically Kubernetes
- Strong coding skills and a bias toward automation and tooling
- Pragmatic, scrappy approach to prototyping and productionizing systems
- Curiosity and flexibility to adapt to new clouds, tools, and customer requirements
- Degree in Computer Science or a related field, or equivalent professional experience
- Experience across multiple clouds and many regions or environments
- Experience with compliance-driven environments such as FedRAMP, SOC 2, HIPAA, or financial services
- Experience building deployment systems, CI/CD, or internal developer platforms
- Experience deploying software into customer-managed cloud environments
- SRE background or experience leading reliability and incident management programs
- Experience with distributed databases such as DynamoDB or Spanner
- Experience at a fast-paced startup or on a small infrastructure team with broad scope
Sierra Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Sierra and has not been reviewed or approved by Sierra.
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Healthcare Strength — Health coverage is described as top-tier medical, dental, and vision, alongside life insurance. These protections are highlighted consistently in company materials.
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Parental & Family Support — Parental leave is described as generous, with fertility and family-building benefits noted (e.g., via Carrot). These offerings emphasize support for families across life stages.
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Flexible Benefits — An annual discretionary stipend can be used for personal needs like equipment, childcare, or a phone plan. Food and onsite comfort perks such as lunch, snacks, and coffee are also included.
Sierra Insights
What We Do
Sierra is the conversational AI platform for businesses. We help companies elevate their customer experience with AI









