Senior IT Field Engineer: macOS & Windows Expert

GEICO

Chicago (IL)

On-site

USD 95,000 - 149,000

Full time

3 days ago
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Job summary

GEICO is seeking a Senior Tech Support specialist with deep Windows/Apple/macOS expertise to join the Technical Field Engineering team. This on-site role provides support across regional offices, with emphasis on macOS, iOS, and Apple hardware, plus MDМ administration and endpoint security.

Travel to other GEICO offices nationwide is expected; five days a week on-site in Chicago. After-hours work may be required.

Qualifications

  • Bachelor's degree in Information Technology, Engineering, Computer Science, or related field (or 4 years of equivalent experience).
  • 10+ years' experience supporting operating systems (Windows and Macintosh), with significant depth in macOS/Apple ecosystem support.
  • 5+ years of hands-on experience in technical support, IT infrastructure, networking, or AV systems support.
  • Demonstrated experience administering an enterprise MDM solution.
  • Strong analytical and problem-solving skills; customer-facing expertise.

Responsibilities

  • Serve as SME for macOS and Apple devices across regional offices.
  • Provide Tier I–III troubleshooting for macOS incidents and service requests.
  • Administer, inventory, and patch management for Apple devices; ensure security baselines.
  • Develop scripts to automate macOS configuration and compliance enforcement.
  • Travel to other GEICO offices in the U.S. for projects and support.

Skills

macOS support
Scripting
On-site support
Troubleshooting
Technical communication

Education

Bachelor's degree or equivalent

Tools

Jamf Pro
MDM
Active Directory
PowerShell
Python

Job description

GEICO is seeking a Senior Tech Support specialist with deep Windows/Apple/macOS expertise to join the Technical Field Engineering team. This on-site role provides support across regional offices, with emphasis on macOS, iOS, and Apple hardware, plus MDМ administration and endpoint security.

Travel to other GEICO offices nationwide is expected; five days a week on-site in Chicago. After-hours work may be required.

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