Senior Apple & Windows IT Field Engineer

geico; New York (NY); On-site; USD 100,000 - 158,000; Full time

Job summary

GEICO in Chicago (or nearby) is seeking a Senior Tech Support specialist with deep Windows/Apple/macOS expertise to join our Technical Field Engineering team. This on-site role provides support across regional offices with emphasis on macOS, Apple hardware, MDM administration, and endpoint security, alongside broader IT field engineering duties.

The position requires full-time presence five days a week, with after-hours work and travel to other GEICO offices across the U.S. as needed.

Qualifications

• CompTIA A+ Certification
• CompTIA Net+ Certification
• Apple Certified Support Professional (ACSP) certification
• Jamf Certified Associate (or ability to obtain within a defined period of hire)
• Scripting experience (Python, Bash/zsh) and understanding of APIs
• Strong working knowledge of the macOS command line (Terminal) and automation scripting

Responsibilities

• Diagnose and resolve complex technical issues related to hardware, software, networks, VOIP, and AV systems, supporting both Windows and Mac operating systems.
• Provide direct technical support to associates, both in person and remotely.
• Install, configure, and maintain IT infrastructure and equipment.
• Monitor system performance and implement corrective actions when necessary.
• Ensure compliance with security, backup, and redundancy strategies.
• Manage Windows Server and backup solutions.
• Understand core network technologies (DHCP, DNS, TCP/IP, VLAN, SNMP).
• Create, maintain, and improve technical documentation, troubleshooting guides, and standard operating procedures for both Apple and general IT support.

Skills

Strong analytical skills

Excellent problem-solving

Independent troubleshooting

MacOS/device-management expertise

Customer-facing skills

Education

Bachelor's degree in Information Technology, Engineering, Computer Science, or related field

Tools

Jamf

macOS Terminal

Job description

GEICO in Chicago (or nearby) is seeking a Senior Tech Support specialist with deep Windows/Apple/macOS expertise to join our Technical Field Engineering team. This on-site role provides support across regional offices with emphasis on macOS, Apple hardware, MDM administration, and endpoint security, alongside broader IT field engineering duties.

The position requires full-time presence five days a week, with after-hours work and travel to other GEICO offices across the U.S. as needed.