Tier 2 System Administrator (MSP) (Chicago) Job at Bowman Williams, Chicago, IL

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  • Bowman Williams
  • Chicago, IL

Job Description

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

  • Strong troubleshooting abilities within Windows environments
  • MSP required
  • Hands-on experience with Microsoft 365 administration
  • Understanding of networking basics, workstation setup, and printer support
  • Experience with tools like ConnectWise, IT Glue, or other PSA/RMM platforms (preferred)
  • Excellent communication, teamwork, and follow-through
  • Ability to thrive in a fast-paced, client-facing environment
  • Commitment to continuous learning and professional development
  • Associate or Bachelors degree in IT or equivalent hands-on experience

Benefits include:

  • Profit sharing
  • Medical, dental, and vision insurance
  • Telemedicine options
  • Life, short-term, and long-term disability
  • Legal assistance services
  • Retirement plan with company match
  • 3 weeks PTO
  • Rewards & recognition program (gift cards, PTO, bonuses)
  • Weekly DoorDash meal benefit
  • Certification bonuses & paid learning opportunities
  • Competitive salary based on experience
  • Clear growth pathways in a supportive, award-winning team

Job Tags

Full time, Temporary work, Part time,

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