Senior Tech Support I - Regional Office Support - Onsite (Apple/macOS)

Location: Chicago, IL; onsite Monday–Friday, 8:00 AM–5:00 PM. Travel to other U.S. offices and after-hours support for high-severity incidents, maintenance windows, and project cutovers may be required.

Annual salary: $95,325–$148,625.

Company

hirify.global is a large U.S. auto insurer and a member of the Berkshire Hathaway family of companies.

What you will do

• Serve as the macOS and Apple client-device subject-matter expert for regional offices.
• Provide Tier I–III troubleshooting for macOS, Apple hardware, applications, FileVault, peripherals, and device-management issues.
• Administer Apple MDM inventories, groups, configuration profiles, Self Service, patch management, security baselines, and compliance policies.
• Integrate Apple devices with Active Directory, identity services, certificates, VPN, and network access controls.
• Support Windows, Mac, network, VoIP, AV, server, backup, and office infrastructure environments.
• Automate macOS configuration, patching, packaging, and compliance enforcement with Python and Bash/zsh, while supporting technology rollouts and office infrastructure projects.

Requirements

• Bachelor’s degree in IT, engineering, computer science, or a related field, or four years of equivalent experience.
• 10+ years supporting Windows and Macintosh operating systems, including significant macOS and Apple ecosystem expertise.
• 5+ years of experience in technical support, IT infrastructure, networking, or AV systems support.
• Enterprise MDM administration experience, strong troubleshooting skills, IT equipment lifecycle experience, and knowledge of Windows Server, networking, backup, and documentation.
• Required certifications: CompTIA A+, CompTIA Network+, Apple Certified Support Professional, and Jamf Certified Associate or the ability to obtain it within the defined hiring period.
• Must work onsite in Chicago five days per week and be willing to travel to other U.S. offices. Ability to lift and transport 40–50 lb of IT equipment is required.

Nice to have

• Apple Certified Technical Coordinator, Microsoft AZ-800, or Cisco CCNA certification.
• Experience with Active Directory, Microsoft Office, SharePoint, Autopilot, Intune, Zscaler, MECM, PowerShell, or Python.

Culture & Benefits

• Personalized development programs, mentorship, and certification assistance.
• Inclusive and collaborative culture focused on shared success.
• Competitive pay, benefits, and support for employee well-being and professional growth.
• After-hours and on-call support may be required for high-severity incidents and maintenance activities.

Hiring process

• Hiring decisions consider responsibilities, experience, education, training, work location, and business factors.
• hirify.global will not sponsor a new applicant for employment authorization for this position.