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About the Role

As a founding Forward Deployed Infrastructure Engineer, you will manage the end-to-end lifecycle of customer deployments, defining how Sierra’s AI platform operates in enterprise environments. This includes architecting, deploying, upgrading, and managing infrastructure to meet customer security, compliance, and operational needs. You will also establish scalable deployment standards, tooling, and processes, collaborating with Engineering, Product, Sales, and Customer Success to scale complex customer engagements.

Responsibilities

Own deployment architecture conversations and execution, designing and implementing deployment strategies across customer environments, including VPC configuration, permissioning, networking, and infrastructure provisioning.
Manage the full infrastructure lifecycle for critical customers: initial deployment, ongoing upgrades, scaling, and incident support.
Develop and maintain deployment runbooks, upgrade procedures, and automation tooling for repeatable and reliable operations.
Partner with engineering teams to ensure Sierra's platform is deployable and operable across diverse customer requirements.
Work with customers' platform engineering, security, and DevOps teams to navigate infrastructure constraints and compliance requirements.
Collaborate with Sales and Customer Success to scope infrastructure requirements during pre-sales and onboarding, translating customer needs into concrete deployment plans.

Requirements

4+ years of experience in infrastructure, DevOps, platform engineering, or solutions architecture roles, with significant customer-facing deployment work.
Deep experience with AWS services, Terraform, container orchestration, and cloud networking (VPCs, IAM, DNS, load balancing).
Track record of managing deployments in customer-owned cloud environments, including navigating security reviews, compliance requirements, and change management processes.
Ability to navigate ambiguity with enterprise stakeholders, from platform engineers to CISOs, and turn infrastructure conversations into actionable deployment plans.
Strong operational instincts, considering upgrades, rollbacks, monitoring, and failure modes from the start.
Comfortable working in a fast-moving environment and collaborating across engineering, product, and go-to-market teams.
Degree in Computer Science or a related field, or equivalent professional experience.
Hands-on experience with Go services, GraphQL APIs, or LLM infrastructure in production environments.
Past experience at an early-stage company building deployment operations, playbooks, and tooling.
Familiarity with observability and incident management in distributed systems (Prometheus, Grafana, Datadog, or similar).
Experience with CI/CD pipeline design, deployment automation, or infrastructure self-service tooling for enterprise customers.

Skills

AWS services
Terraform
Container orchestration
Cloud networking (VPCs, IAM, DNS, load balancing)
Go services
GraphQL APIs
LLM infrastructure
Observability (Prometheus, Grafana, Datadog)
Incident management
CI/CD pipeline design
Deployment automation
Infrastructure self-service tooling

Location

San Francisco
Atlanta
New York
London
Paris
Madrid
Munich
Singapore
Japan
Sydney
Primarily in-person

Work Type

Full-time
In-person

Experience Level

4+ years of experience
Early-stage company experience

Education Level

Degree in Computer Science or a related field
Equivalent professional experience

Benefits

Flexible (unlimited) paid time off
Medical benefits
Dental benefits
Vision benefits
Life insurance
Disability benefits
Retirement plan (dependent on country of employment)
Parental leave
Fertility and family building benefits through Carrot
Lunch
Delicious snacks and coffee
Discretionary benefit stipend
Free alphorn lessons
Equity plans (for eligible full-time employees)

About the Company

Sierra creates a platform to help businesses build better, more human customer experiences with AI.
Guided by values: Trust, Customer Obsession, Craftsmanship, Intensity, and Family.
Co-founders are Bret Taylor (Board Chair of OpenAI, former co-CEO of Salesforce, CTO of Facebook, co-creator of Google Maps) and Clay Bavor (18 years at Google, led Google Labs, AR/VR effort, Project Starline, Google Lens, Google Workspace product/design teams).

Equal Opportunity

Sierra is working to bring the transformative power of AI to every organization in the world.
Committed to diversity, encouraging, supporting, and respecting different skills and experiences.
Encourages applications even if experience doesn't precisely match the job description.
Evaluates all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.