Software Engineer, Site Reliability; SRE

Software Engineer

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.

Responsibilities include:

• Owning Sierra's observability stack—monitoring, alerting, logging, and tracing—to give engineers clear visibility into system health and performance.
• Partnering with product and platform engineers to design systems that are reliable and scalable from day one—not as an afterthought.
• Designing and implementing scalable, reliable, and secure cloud infrastructure (AWS) using Terraform and modern Dev Ops tooling.
• Improving the reliability and scalability of our LLM deployments, ensuring robust, performant, and cost-effective operation.
• Leading improvements to deployment pipelines, CI/CD tooling, and incident management processes to reduce downtime and response time.
• Defining the foundation of SRE practices at Sierra, influencing culture, tooling, and best practices across the engineering org.

Qualifications include:

• 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.

Even better if you have:

• Experience with LLM infrastructure — optimizing inference performance, managing fine-tuned models, or large-scale model deployment.
• Past experience in an early-stage startup environment, especially defining SRE culture and tooling from scratch.
• Familiarity with incident management automation or self-healing infrastructure patterns.

Our values include:

• 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:

• 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…