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.

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