Forward Deployed Infrastructure Engineer

About the Company

Sierra is creating a platform to help businesses build better, more human customer experiences with AI. Founded by Bret Taylor and Clay Bavor, the company is guided by values of Trust, Customer Obsession, Craftsmanship, Intensity, and Family.

Responsibilities

• Own deployment architecture conversations and execution, including VPC configuration, permissioning, and networking
• Manage the full infrastructure lifecycle for critical customers, including deployment, upgrades, and scaling
• Develop and maintain deployment runbooks, upgrade procedures, and automation tooling
• Partner with engineering teams to ensure platform operability across diverse customer requirements
• Work with customer platform engineering, security, and DevOps teams to navigate constraints and compliance
• Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales

Requirements

• 4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture
• Significant experience in customer-facing deployment work
• Deep experience with AWS, Terraform, container orchestration, and cloud networking
• Track record of managing deployments in customer-owned cloud environments
• Ability to navigate ambiguity with enterprise stakeholders including CISOs
• Strong operational instincts regarding upgrades, rollbacks, and monitoring
• Degree in Computer Science or equivalent professional experience

Preferred Qualifications

• Hands-on experience with Go, GraphQL APIs, or LLM infrastructure
• Experience at an early-stage company building deployment operations
• Familiarity with observability tools like Prometheus, Grafana, or Datadog
• Experience with CI/CD pipeline design and deployment automation