Tier 2+ IT Support & Cloud Operations Specialist; Remote

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.

• 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.

• 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.

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.

• 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  (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

• 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