Demo

Tier 2 IT Support & Cloud Operations Specialist (Remote)

Jorie AI
Oak Brook, IL Remote Full Time
POSTED ON 3/20/2026
AVAILABLE BEFORE 4/20/2026
About Jorie AI

Jorie AI occupies a uniquely interconnected position at the center of the healthcare industry. As an inseparable part of today's healthcare billing ecosystem, we use leading-edge, AI-infused Robotic Process Automation (RPA) to transform end-to-end Revenue Cycle Management (RCM) and provide premier financial and practice management services.

Our Work Environment

  • Remote-First: 100% remote opportunities within the USA.
  • Career Growth: Significant potential for advancement.
  • Work-Life Balance: Flexible environment promoting personal well-being.
  • Culture: Collaborative and friendly company atmosphere.

Benefits & Perks

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

Job Overview

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.

Responsibilities

  • 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

Required Experience

  • 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

Salary : $25,000

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