IT Systems Administrator

About Grey Parrot Systems

Grey Parrot Systems (GPARROT) is a women-owned, BEP-certified IT services firm headquartered in Naperville, IL. We partner with mid-market enterprises to deliver AI-first, governance-driven digital transformation. Our team of seasoned CIO/CTO practitioners works side-by-side with clients across retail, logistics, manufacturing, and healthcare — and we're growing.

About the Role

You will be the boots-on-the-ground IT presence for a key GPARROT client account, traveling between multiple locations daily across the Detroit metro area to keep infrastructure running and support ongoing technology initiatives. You will work closely with the client's IT leadership and serve as a trusted Grey Parrot representative on-site.Mileage reimbursement is provided for all site travel.

Must-Have Skills

• Demonstrated hands-on experience in IT systems administration or infrastructure support
• Working knowledge of Microsoft Active Directory — user provisioning, group policies, directory maintenance
• Microsoft Intune — Setup, device enrollment, compliance policies, endpoint configuration
• Azure Entra ID — Setup, Conditional Access, MFA, hybrid identity configurations
• Experience provisioning, imaging, configuring, and deploying Windows laptops and end-user devices
• Valid driver's license and reliable transportation
• Strong communication skills — comfortable with both technical and non-technical stakeholders

What You'll Do

• Manage and support Microsoft Active Directory across multiple site locations
• Set up Microsoft Intune from the ground up — tenant configuration, compliance policies, device enrollment workflows, and endpoint management framework
• Administer Microsoft Intune for device enrollment, compliance, and endpoint configuration
• Set up Azure Entra ID from the ground up — tenant configuration, identity architecture, Conditional Access policies, and hybrid identity rollout
• Manage Azure Entra ID — Conditional Access, MFA, and hybrid identity configurations
• Provision, image, configure, and deploy Windows laptops and end-user devices across locations
• Troubleshoot hardware, software, and connectivity issues at client sites with urgency and professionalism
• Coordinate with vendors and internal teams on technology rollouts and infrastructure projects
• Maintain clear documentation for IT processes, configurations, and asset inventory

Tech Stack - Microsoft Active Directory · Azure Entra ID · Microsoft Intune · Windows · Microsoft 365 · Endpoint Management

Nice to Have

• Familiarity with PCI DSS compliance standards and audit processes
• Microsoft certifications (MD-102, AZ-900, or equivalent)
• Experience in multi-site or high-volume service environment IT support

Details

• Location: Detroit Metro Area — Fully On-Site, Monday through Friday
• Travel: Daily travel between client sites is a core requirement — mileage reimbursed
• Type: Full-Time
• Remote / Hybrid: Not available for this position
• Start: Immediate

Grey Parrot Systems is an Equal Opportunity Employer. As a women-owned, BEP and WBENC-certified firm, diversity and inclusion are core to who we are. We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, marital status, or any other legally protected characteristic. We strongly encourage applications from candidates of all backgrounds, identities, and experiences — including those from underrepresented groups in technology. Reasonable accommodations are available upon request.

Stay Connected

For more job openings, company updates, and AI industry insights, follow Grey Parrot Systems on LinkedIn.

👉 https://www.linkedin.com/company/gparrot/

We are always looking for talented, driven professionals to join our growing team. Whether this role is the right fit today or not, connect with us and be the first to hear about new opportunities as we expand across Chicago, Detroit, and the Midwest.