IT Automation Engineer

The role

This person will support the macOS environment as a hands-on individual contributor. They will enable employees directly while building secure systems, automations, and a long-term fleet strategy.

What you will do

• Managing the macOS fleet lifecycle and long-term roadmap
• Administering and improving Jamf Pro, Jamf Protect, Apple Business Manager, and related Apple device-management services
• Providing responsive, hands-on support for macOS hardware, operating systems, applications, identity, office networks, and Wi-Fi
• Building secure IT and security automations using AI tooling, Python, shell scripting, APIs, webhooks, and lightweight integration services
• Helping other teams build secure automations for email and calendar workflows, Slack apps, internal support tools, and cross-system integrations
• Administering Slack and owning integrations across Rippling, Google Workspace, Jamf, and other internal platforms
• Improving onboarding, offboarding, access management, software deployment, device compliance, inventory, and support workflows
• Creating clear documentation, runbooks, service standards, and technical plans
• Partnering with Security, Legal, People, and business teams on access and compliance reviews, internal controls, incident response, and investigations

Required qualifications

• Substantial hands-on experience in client platform, corporate IT, or endpoint engineering
• Deep macOS administration expertise, including system logs, diagnostics, Apple hardware, peripherals, networking, and operating-system subsystems
• Mastery of Jamf Pro, Jamf Protect, Apple Business Manager, and modern Apple enrollment and management practices
• Current expertise in AI automation tooling and experience building reliable AI-assisted workflows, agents, or internal tools for enterprise systems
• Python and shell-scripting skills
• Experience integrating identity, HR, collaboration, and device-management platforms through APIs, webhooks, and event-driven workflows
• Hands-on experience administering and extending Rippling, Google Workspace, and Slack
• Experience diagnosing office network and Wi-Fi problems safely in a live workplace
• Strong ownership and communication
• Sound judgment when working with privileged access, sensitive employee information, security incidents, AI systems, and internal investigations
• An exceptional customer-service mindset and empathy for employees blocked by technical issues

Nice to have

• Experience managing projects, team knowledge, and a Help Desk system in Linear and Notion
• Cybersecurity, corporate security, investigations, compliance, or legal operations experience, including incident response
• Experience in Detection & Response engineering, writing rules for EDR and SIEM, and automating remediation workflows
• Familiarity with zero-touch deployment, identity-driven access, device trust, and modern zero-trust architecture
• Experience designing IT operations for a rapidly growing organization

About the company

Outset invented a better way to do research using AI-powered user interviews. They are a tight-knit team serving some of the world's largest enterprises.