Senior Tech Support I - Regional office support - Onsite

GEICO

Insurance

Virginia Beach, VA - United States

Senior Specialist / Project Manager

Experteer Overview

In this role you will provide on-site technical support and engineering-level IT services across GEICO offices, focusing on Windows, macOS, iOS, and Apple hardware. You’ll work within the Technical Field Engineering team to drive macOS expertise, security hardening, and automation, while ensuring seamless end-user experiences. The position supports a tech-driven transformation and demands hands-on problem solving in a fast-paced environment. A strong emphasis on cross-office collaboration and timely incident response will shape your impact.

Compensation / Benefits

Great culture and rewards
Competitive pay
Benefits package
Certification assistance
Mentorship and development programs
On-the-job training

Responsibilities

Serve as the SME for macOS and Apple devices across regional offices
Act as Tier I/II/III escalation point for macOS incidents and requests
Collaborate with engineering to identify root causes and implement permanent fixes
Administer Apple device management (MDM), configurations, and patching
Enforce macOS security baselines and device compliance policies
Integrate Apple devices with enterprise services (AD, VPN, certs)
Develop scripts (bash/python/zsh) for automation and scale
Provide training and guidance to technicians and end users
Diagnose and resolve complex IT issues across Windows and Mac environments
Manage IT project work, including relocations and technology rollouts
Create and improve technical documentation and SOPs
Travel to other U.S. offices for projects and support
Provide on-call support for high-severity incidents and after-hours as needed
Collaborate with regional offices and org change management for smooth rollouts
Report on technical issues, project status, and process improvements
Stay current on Apple tech and identify automation opportunities
Mentor junior associates

Key requirements

Bachelor's degree in IT/Engineering/CS or 4 years of equivalent experience
10+ years' experience supporting Windows and Macintosh OS, with depth in macOS/Apple ecosystem
5+ years in technical support/IT infrastructure or AV systems
Enterprise MDM administration experience
Strong analytical and problem-solving skills
Experience with Windows Server (Print, File) and backups
Knowledge of core networks (DHCP, DNS, TCP/IP, VLAN)
On-site Chicago availability Mon-Fri 8–5 with after-hours as needed; willing to travel
Experience with Windows Servers (Backup, Print, File)
Ability to develop clear documentation
Ability to lift 40–50 lbs

Strong communication skills (verbal and written)Customer-facing professionalism Ability to work independently and in a team macOS/Apple device management (MDM)Scripting: Python, Bash/zsh Terminal/command line proficiency

Description

In this role you will provide on-site technical support and engineering-level IT services across GEICO offices, focusing on Windows, macOS, …

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Senior Tech Support I - Regional office support - *Onsite*