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Jorie AI Logo Jorie AI · IT - Administration

Tier 2+ IT Support & Cloud Operations Specialist

United States, Oak Brook, Illinois 70000.00 - 85000.00 USD / Year · Job Posted February 19, 2026
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Job Description

We are hiring a high-performing Tier 2+ technician who operates well beyond entry-level support. This role supports our Azure and Microsoft 365 environment, virtual infrastructure (VMs and VDI), endpoint management, and identity services. You should already be a strong systems-minded administrator. This role is for someone who understands how things work under the hood — and is actively pushing into security, not just talking about it. We operate in a regulated environment supporting healthcare-related functions. Security, compliance, and accountability are part of daily operations, not afterthoughts.

Job Responsibility

  • Act as an escalation point beyond Tier 1 and own complex incidents end-to-end
  • Troubleshoot advanced Windows 11, mobile device, and virtual machine performance issues
  • Support Azure infrastructure, including VMs, Development, and virtual desktop environments
  • Administer Microsoft 365 (Exchange Online, Teams, SharePoint, licensing)
  • Manage Entra ID (user lifecycle, group management, MFA, access control issues)
  • Deploy and enforce Intune device policies and compliance standards
  • Diagnose and remediate endpoint security posture issues
  • Own patch validation, vulnerability remediation, and system hardening
  • Document thoroughly and follow structured operational practices
  • Maintain strong alignment with HIPAA/HITRUST security controls

Requirements

  • 4–6 years of progressive IT support/systems administration experience
  • Proven Tier 2 capability with independent problem-solving
  • Hands-on Azure experience (VMs, RBAC, identity concepts)
  • Strong Microsoft 365 administration background
  • Experience with Intune-managed endpoints
  • Experience supporting VDI (Azure Virtual Desktop preferred)
  • Demonstrated root-cause troubleshooting ability

What we offer

  • 401(k) matching up to 4%
  • Comprehensive Medical, Dental, and Vision insurance
  • Employer-paid Life insurance ($25,000) plus Long/Short Term Disability
  • 2 weeks PTO and 10.5 paid holidays
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