Tier 2 System Administrator (MSP) (Chicago)

Tier 2 System Administrator (MSP) Hybrid Lisle, IL $65,000- $80,000

A fast-growing Managed Services Provider in Lisle, IL is expanding its team and looking for a Helpdesk Engineer with solid Tier 2level experience. This award-winning MSP supports small to mid-sized businesses across the Chicagoland area and prides itself on a culture rooted in camaraderie, accountability, and continuous learning. The environment is collaborative, growth-oriented, and employee-focused, recognized as one of Illinois Best Workplaces in 2025.

This is a full-time hybrid role. New hires can expect to be onsite for their first 12 months before transitioning into a hybrid schedule (three days onsite or at client sites and two days remote).

What Youll Do

The Tier 2 System Administrator will be responsible for resolving tickets end-to-end while providing strong technical support to clients across a variety of industries. Youll work in a shared queue alongside Tier 1 and Tier 2 engineers, collaborating, learning, and growing through real-world problem solving.

Day-to-day responsibilities include :

• Providing remote and onsite technical support for desktops, laptops, mobile devices, and networked equipment
• Troubleshooting hardware, software, and connectivity issues
• Supporting and administering Microsoft 365 (Exchange Online, SharePoint, Teams, Entra ID, Security Center, etc.)
• Managing user accounts, permissions, and system administration tasks
• Working with PSA, RMM, and documentation tools to manage tickets and client environments
• Collaborating with senior engineers for escalations and complex issues
• Communicating clearly, professionally, and consistently with clients

What Were Looking For

Benefits include :