About us

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.

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 a commitment to balancing Family along the way. These values are the foundation of our work, and we are committed to upholding them in everything we do.

Sierra was co-founded by Bret Taylor and Clay Bavor who first met while working together at Google over 20 years ago. Bret currently serves as Chairman of the Board of Open AI. Previously, he was co-CEO of Salesforce and CTO of Facebook. Clay spent 18 years at Google, where he most recently led Google Labs.

We’re looking for a hands-on IT Infrastructure Engineer to help scale Sierra’s internal systems during a critical period of growth. You’ll be the second member of our IT Engineering team, partnering closely with our IT Lead, GRC Lead, and Platform Engineering team to build and operate the systems that support our company day-to-day.

This is an engineering-first role. Our team approaches IT the same way product engineering teams build software: through code, automation, and well-designed systems. We build internal tools, ship integrations, and operate CI/CD-style workflows to manage identity, security, and infrastructure at scale.

This is a foundational role with significant ownership. You’ll help design and implement core infrastructure, strengthen security controls, and improve how we operate internally. The right person enjoys building high-leverage systems, automating repetitive work, and creating well-documented, scalable solutions that make the entire company more effective.

What you'll do

In your first few months, you’ll focus on:

Iterating on and improving internal tools that power IT and security workflows

Deploying a DLP solution and integrating it into automated enforcement pipelines

Building API-driven integrations between internal systems and our compliance automation platform

More broadly, you will:

Design and scale internal infrastructure using code and infrastructure-as-code practices

Build and maintain internal tools and services

Improve and develop automation pipelines for provisioning, access management, and security controls

Treat IT systems like software: versioned, tested, and continuously improved

Partner with Platform Engineering and Security to implement scalable, programmatic solutions

Create clear, durable documentation to support long-term scalability

What you’ll bring

Think of IT problems as engineering problems, and default to building over manual work

Have strong experience with identity platforms (Okta, Google Workspace, SSO, MFA, SCIM, OIDC)

Have deployed or managed DLP or related security solutions (e.g., ZTNA, Cloudflare)

Have extensive experience with IaC (Terraform)

Are comfortable writing code for automation (e.g., Python, Bash, or similar)

Have experience building internal tools or services that integrate via APIs

Are comfortable working with CI/CD concepts and automation pipelines

Are fluent in using and administering modern AI tooling

Understand SaaS lifecycle management and compliance requirements

Communicate clearly and document your systems well

Are comfortable operating independently in a fast-moving environment

Even better...

Background in software engineering or prior experience on a product engineering team

Experience building internal platforms or developer tooling

Familiarity with security tooling such as CASB, EDR, or MDM

Experience with access audits, data residency, or compliance controls

Experience deploying systems using AWS and infrastructure-as-code

Our values

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.