Software Engineer, Infrastructure

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.

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

As a Software Engineer, Infrastructure at Sierra, you will be responsible for designing, building, and maintaining the core systems that make our AI platform possible. You’ll focus on making Sierra’s infrastructure secure, reliable, and scalable, enabling product teams to deliver with speed and confidence.

• Ensure the reliability, scalability, and performance of our platform and LLM inference serving as we rapidly grow traffic.
• Build and maintain cloud infrastructure using Terraform to ensure scalable, secure, and reproducible environments.
• Create and maintain a self-serve infrastructure platform that enables the rest of engineering to deploy and operate services.
• Own and evolve CI/CD pipelines and release management, enabling fast, reliable deployments for Sierra’s platform.
• Architect and operate distributed systems that leverage distributed databases, retrieval systems, and ML models.
• Develop and maintain core data serving abstractions along with authentication and security features (SSO, RBAC, authentication controls).
• Navigate and integrate our stack with enterprise customer environments in scalable and maintainable ways.
• Enhance observability tooling (metrics, logging, tracing) to provide deep visibility into platform health and performance.
• Lead and participate in incident management, improving system resilience through proactive monitoring, root cause analysis, and postmortems.

What you’ll bring

• Strong software engineering background with 5–7+ years of hands-on development experience in highly technical products.
• A strong inclination towards building automation, tooling, and platform, along with designing maintainable systems.
• Proven experience with cloud platforms (AWS, GCP, or Azure) and infrastructure as code (Terraform preferred).
• Hands-on expertise in CI/CD systems, release management, and container orchestration (e.g., Docker, Kubernetes).
• Experience with observability tools (Prometheus, Grafana, Datadog, OpenTelemetry, etc.).
• Experience in incident response and operating distributed systems in production.
• Degree in Computer Science or related field, or equivalent professional experience

Even better…

• Production experience working with LLMs and machine learning models.
• Background in distributed systems, running SaaS services at scale, and agentic architecture.
• Familiarity with security and authentication protocols (OAuth, SSO, mTLS).
• Previous experience in a fast-paced startup environment or platform/infra-focused team.

What we offer

We want our benefits to reflect our values and offer the following to full-time employees:

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 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.