About this role
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, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
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 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
As a Software Engineer on our Site Reliability team at Sierra, you will be responsible for defining and building the foundation of reliability, observability, and scalability across Sierra’s AI-driven infrastructure. You’ll partner closely with our core engineering and product teams to ensure our systems are highly available, efficient, and built for growth.
- Own Sierra’s observability stack—monitoring, alerting, logging, and tracing—to give engineers clear visibility into system health and performance.
- Partner with product and platform engineers to design systems that are reliable and scalable from day one—not as an afterthought.
- Design and implement scalable, reliable, and secure cloud infrastructure (AWS) using Terraform and modern DevOps tooling.
- Improve the reliability and scalability of our LLM deployments, ensuring robust, performant, and cost-effective operation.
- Lead improvements to deployment pipelines, CI/CD tooling, and incident management processes to reduce downtime and response time.
- Define the foundation of SRE practices at Sierra, influencing culture, tooling, and best practices across the engineering org.
WHAT YOU'LL BRING
- 5+ years of hands-on experience in Site Reliability or Infrastructure engineering roles for complex SaaS or cloud-based systems.
- Experience designing for availability, scalability, and reliability at both infrastructure and application layers.
- Deep experience with Terraform, AWS services, container orchestration, and cloud networking (including IAM and VPC architecture).
- Strong background in observability systems (e.g., Prometheus, Grafana, Datadog, or similar).
- Experience working with enterprise customers and familiarity with their compliance and networking needs along with integration patt