System Administrator

Job Title:

System Administrator

Location:

Wheeling, IL (Chicagoland area)

George J. Priester Aviation is a premier aviation services company providing comprehensive aircraft management, charter, maintenance, and flight operations solutions. With decades of experience supporting owner-managed and client-focused flight departments, we are known for our commitment to safety, professionalism, and white-glove service.

Our team operates in a dynamic Part 135 and Part 91 environment, supporting diverse aircraft types and mission profiles across the U.S. and internationally. At George J. Priester Aviation, we value integrity, collaboration, and accountability and we take pride in building long-term careers within aviation.

The Systems Administrator requires hands-on skills in Microsoft Entra , Intune/Autopilot, Exchange Online, and Microsoft Defender in a 100% fully cloud managed environment. No on-premise servers. This position also requires Meraki network experience and tier 1/tier 2 helpdesk responsibilities. The ideal candidate is customer-focused, detail-oriented, and comfortable supporting a wide range of technologies.

• Use Fresh service as the primary ticketing and workflow platform.
• Triage, prioritize, and resolve incidents and service requests within SLA.
• Maintain accurate ticket documentation, asset records, and knowledge base articles.

• Provide technical support for Windows 11, macOS, and iPad devices.
• Troubleshoot hardware, software, printing, and peripheral issues.
• Provision iPads, and notebooks to new hires.
• Perform application installs, updates, and configuration.
• Deliver support both remotely and onsite with excellent customer service.

• Manage user accounts, groups, and access policies in Microsoft Entra .
• Support MFA, SSO, conditional access, and password resets.
• Handle onboarding/offboarding workflows and identity lifecycle tasks.

• Deploy and manage Windows devices using Intune/Autopilot.
• Configure compliance policies, configuration profiles, and security baselines.

• Enroll, configure, and support iPads through MDM platforms: (MaaS
  360, Jamf).
• Apply app deployments, restrictions, compliance rules, and remote actions (wipe/lock).
• Maintain accurate inventory and ensure security compliance.

• Manage our existing Cisco Meraki environment:
  Support Meraki hardware including Access Points, Switches, Firewalls, and Cameras.
• Troubleshoot LAN, VLAN, and WLAN issues.
• Provide Tier 2 support to existing help desk staff.

• Perform OS updates, patching, and endpoint security tasks through Microsoft Intune/Defender.
• Work in coordination with our MSSP to ensure a safe and secure environment.
• Support Microsoft 365 applications and Exchange Online cloud services.
• Assist with hardware lifecycle management and asset tracking.

• Create and maintain technical documentation and knowledge base articles.
• Collaborate with engineers/manager/MSP on escalations and project work.
• Communicate clearly and professionally with end users and team members.

• Mandatory:
  At least 5 years’ experience with ticketing systems
• Mandatory:
  At least 3 years’ experience with MDM for iPads, including MaaS
  360 and or Jamf.
• CompTIA A+, Network+, or Microsoft Cloud certifications.
• Equivalent practical experience will be considered in lieu of certifications.
• Mandatory:
  Hands-on experience with Microsoft Entra , Intune/Autopilot, and Exchange Online.
• Mandatory:
  Proficiency with Windows 11 and macOS troubleshooting.
• Working knowledge of networking fundamentals (DNS, DHCP, TCP/IP, VPN, VLAN, WLAN).
• Ability to be on call for minimal after-hours support, weekly on call rotation with another helpdesk professional - typically a few calls per month.
• Excellent communication, customer service, and problem-solving skills.
• Experience with ITIL-aligned processes and service management best practices.

• Scripting familiarity (Power Shell/Bash).
• Experience with Apple Business…