Sierra · 2 months ago
Software Engineer, Site Reliability (SRE)
San Francisco, CA
Full-time
Onsite
Senior Level
$200K/yr - $330K/yr
5+ years expSierra is a company focused on improving customer experiences through AI. As a Software Engineer on the Site Reliability team, you will define and build the foundation of reliability, observability, and scalability across Sierra’s infrastructure, collaborating closely with engineering and product teams.
Artificial Intelligence (AI)Enterprise SoftwareSaaS
Responsibilities
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
Qualification
Required
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
Preferred
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
Benefits
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
Free alphorn lessons
Company
Sierra
Sierra provides a platform that builds and manages conversational AI agents for customer experiences.
201-500 employees
H1B Sponsorship
Sierra has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (11)
2024 (2)
Funding
Current Stage
Growth StageTotal Funding
$635MKey Investors
SoftBank Vision FundGreenoaks
2025-12-04Series Unknown
2025-09-04Series Unknown· $350M
2024-10-28Series Unknown· $175M
Leadership Team
Bret Taylor
Co-Founder
Recent News
GlobeNewswire
2026-01-06
Company data provided by crunchbase