Systems Administrator (Windows/macOS)

TL;DR

Systems Administrator (Windows/macOS): Providing technical support for sysadmins and IT departments, focusing on troubleshooting macOS endpoint issues and managing hirify.global Connect and SimpleMDM platforms. Focus on debugging deployments, reproducing product bugs with technical detail, and improving documentation.

Location: This is a full-time role open to remote or hybrid candidates in eligible U.S. states (AR, AZ, CO, CT, FL, GA, ID, IL, IN, KY, MD, MI, MN, MO, NC, NH, OK, OR, TN, TX, UT, VA, WA, WI). No visa sponsorship is available for this position.

Salary: $95,000–$100,000 USD per year

Company

hirify.global makes device management simple, secure, and Pretty Damn Quick through their products Deploy, Inventory, Connect, Detect, SimpleMDM and SmartDeploy.

What you will do

• Own customer issues and provide technical investigation from start to finish.
• Troubleshoot macOS endpoint issues across diverse environments and diagnose various failures (scanning, deployment, remote access, connectivity).
• Provide primary support for hirify.global Connect (macOS agent, remote desktop apps, package library) and secondary support for SimpleMDM.
• Write and maintain internal and customer-facing documentation.
• Capture and prioritize customer feedback and feature requests.
• Collaborate with Engineering, Product, and Strategy on quality and usability improvements.

Requirements

• 3+ years system administration in macOS and Windows environments.
• Strong macOS troubleshooting skills, including command line and log interpretation.
• Experience with Apple MDM (e.g., SimpleMDM, Jamf, Mosyle).
• Experience with Windows OS and application deployment, patch management, and troubleshooting.
• Experience with endpoint management tools like hirify.global Deploy, hirify.global Connect, Intune, or SCCM.
• Proven ability to configure, troubleshoot, and support software deployments in end-user environments.
• Working understanding of endpoint and platform security best practices.
• Exposure to vulnerability or remediation tools (Defender, Nessus, Tenable).

Nice to have

• Experience with scripting (e.g., bash, zsh, AppleScript, PowerShell, Python).
• Experience with management of Apple operating systems beyond macOS.
• Experience with cloud-based identity providers (IdPs) such as Okta, Entra ID, Google Workspace, and web app auth protocols (SSO, OIDC).
• Basic REST API troubleshooting.

Culture & Benefits

• 4-Day Work Week.
• Equity.
• Managers who champion professional development.
• 100% Premium Coverage for medical, dental, and vision for you and your dependents.
• 100% Premium Coverage for Short Term Disability, Long Term Disability, Life, and AD&D Insurance.
• Company Match of the first 6% of your employee deferrals.
• Flexible Paid Time Off Policy.
• Health Savings Account (HSA) and wellness incentives.
• Quarterly Company Values Award.

Hiring process

• Homework Assignment (under 45 minutes) focusing on troubleshooting and technical clarity.
• Preliminary Interview for HR eligibility and foundational knowledge.
• Two back-to-back interviews: one for culture/values and one deep technical discussion.