IT Automation Engineer

OutsetSan FranciscoEngineering

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Opens the official Outset careers page

Salary

$145K - $195K USD

Job type

Full-time

Posted

23 Sept 2026

Status

Open · checked 7d ago

About this role

The IT Automation Engineer position at The AI in San Francisco is a hands-on, full-time role designed for an experienced specialist who will take charge of the corporate macOS environment. This position suits a technical professional with deep Apple expertise and automation skills who thrives in an onsite, five-days-a-week workplace setting.

Role Overview

As an IT Automation Engineer, the individual contributor manages the entire lifecycle of the macOS fleet while providing direct, responsive support to employees in the San Francisco office. The role blends systems administration, Apple platform management, customer service, and advanced automation using Python and current AI tooling. The position requires working from the office five days per week to support an exclusively macOS computing environment.

Key Responsibilities

Oversee the macOS fleet lifecycle and long-term roadmap, handling everything from architecture and deployment to secure retirement.

Administer and optimize Jamf Pro, Jamf Protect, Apple Business Manager, and related Apple management tools.

Deliver hands-on support for macOS hardware, operating systems, applications, identity systems, and office Wi-Fi networks.

Develop secure IT and security automations utilizing Python, shell scripting, APIs, webhooks, and modern AI tooling.

Assist other internal teams in constructing secure automations for Slack apps, calendar workflows, and cross-system integrations.

Manage Slack administration and oversee integrations across Rippling, Google Workspace, Jamf, and internal platforms.

Refine onboarding, offboarding, access management, device compliance, and inventory workflows.

Partner with Security, Legal, and People teams regarding access reviews, internal controls, and incident response.

Requirements

Extensive hands-on background in corporate IT, client platform, or endpoint engineering.

Comprehensive macOS administration knowledge, covering system logs, hardware diagnostics, peripherals, and networking.

Complete mastery of Jamf Pro, Jamf Protect, Apple Business Manager, and modern Apple management methods.

Practical experience crafting reliable AI-assisted workflows, agents, or internal tools using current AI automation technologies.

Proficiency in Python and shell scripting, alongside API and webhook integration capabilities.

Direct experience administering Rippling, Google Workspace, and Slack.

Ability to safely diagnose and resolve live office network and Wi-Fi issues.

Strong communication skills, sound judgment with privileged access, and a high sense of ownership.

Nice to Have

Exceptional customer service mindset and empathy for technical users.

Project management and Help Desk experience using Linear and Notion.

Background in cybersecurity, compliance, legal operations, or incident response.

Familiarity with zero-touch deployment and zero-trust architecture.

Experience scaling IT operations within a rapidly expanding organization.

Skills and Tools

Python

Shell Scripting

macOS Administration

Jamf Pro

Jamf Protect

Apple Business Manager

Rippling

Google Workspace

Slack

APIs and Webhooks

Salary and Benefits

Annual Salary: $145,000 to $195,000 in USD.

Employment Type: Full-Time.

About the Company

Outset provides AI-powered user interviews, transforming how global brands gather qualitative insights at scale. Backed by prominent Silicon Valley investors including Radical Ventures, M12, 8VC, Y Combinator, and Adverb Ventures, the company raised a $30M Series B in December 2025 following massive enterprise growth.

How to Apply

Candidates should visit the official company careers page to apply for the IT Automation Engineer position.

Skills and tech stack

Python

Questions candidates ask

What is the salary range for the IT Automation Engineer role?

The annual salary ranges from $145,000 to $195,000 in USD.

Is this position remote or onsite?

This is strictly an onsite role requiring employees to work in the San Francisco office five days per week.

Does the company support Windows devices?

No, the employee computing environment is exclusively macOS, and Windows support is not planned.

What core technical skills are required?

Required skills include Python, shell scripting, Jamf Pro, Jamf Protect, Apple Business Manager, and experience with macOS administration, Rippling, Google Workspace, and Slack.

How can I apply for this job?

Interested applicants should submit their application directly through the official company careers page.

Ready to apply?

The application is on the official Outset careers page.

Apply on company site