Senior Windows Systems Administrator

Insight Global
📍 Saint Paul, MN, United States 💼 Full-time 🕒 Posted July 22, 2026

Job Description

Job Description
We are seeking a Senior Windows Systems Administrator to support a Windows-based environment while leading a mission-critical system migration project. This role will focus on stabilizing systems, troubleshooting complex issues, and ensuring connectivity between internal systems and an external SaaS platform.

You will also serve as a technical lead and mentor to a small team (2 junior administrators), providing guidance and acting as an escalation point. This is a hands-on role for someone who has deep Windows experience and can operate effectively in a regulated, production environment.
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Day-to-Day Responsibilities
• Lead support for a migration project (Windows broker servers in AWS)
• Administer and troubleshoot Windows Server (2016–2019+) environments
• Support IIS/.NET application servers hosted in AWS (EC2)
• Troubleshoot:
o Application connectivity (internal ↔ SaaS)
o Authentication and d...

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Job Details

  • Location Saint Paul, MN
  • Job Type Full-time
  • Category other-general
  • Posted Date July 22, 2026
  • Application Deadline July 27, 2026