Software Development👥 51 employees📍 San Francisco, California, US
Sierra is the conversational AI platform for businesses. We help companies elevate their customer experience with AI.
Job Overview
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.
Key Responsibilities
Define and build the foundation of reliability, observability, and scalability across Sierra’s AI-driven infrastructure
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
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
Required Qualifications
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 patterns
Comfortable working in fast-moving environments and collaborating across product, ML, and core engineering teams
Degree in Computer Science or a related field, or equivalent professional experience
About Sierra
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.
Benefits
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
