Level 2 Help Desk / Systems Administrator (MSP)

Bowman Williams; Elk Grove Village (IL); On-site; USD 65,000 - 75,000; Full time

Benefits offered by this job

Health, Dental, and Vision Insurance

401(k) with company match

Certification Reimbursement

Mileage Reimbursement

Job summary

An IT service provider is seeking a Level 2 Help Desk / Systems Administrator in Elk Grove Village, Illinois. This role involves hands-on technical support and system administration for Microsoft 365, Azure, and networking. Candidates should have 2+ years of experience in an MSP, troubleshooting skills, and familiarity with virtualization tools. Competitive salary range of $65,000 - $75,000, along with health benefits and reimbursement programs are offered.

Qualifications

• 2+ years of IT experience in an MSP environment.
• Hands-on experience with Microsoft 365, Azure, and Windows Server.
• Strong troubleshooting skills and ability to deliver timely technical solutions.

Responsibilities

• Serve as a Tier 2 escalation point for desktops, servers, and network issues.
• Deploy, configure, and maintain Microsoft 365 and Azure environments.
• Document client environments and system configurations.

Skills

2+ years of IT experience in an MSP

Hands-on experience with Microsoft 365

Experience with Windows Server

Strong troubleshooting skills

Familiarity with RMM/PSA tools

Tools

VMware

Hyper-V

Job description

Overview

Level 2 Help Desk / Systems Administrator (MSP). This role blends hands-on technical support with system administration, proactive maintenance, and problem resolution. You will provide Tier 2 support for desktops, servers, networking, and cloud systems while ensuring client environments run efficiently, securely, and reliably.

Responsibilities

• Serve as a Tier 2 escalation point for desktops, servers, and network issues
• Deploy, configure, and maintain Microsoft 365, Azure, and hybrid cloud environments
• Administer Windows Server, Active Directory, DNS/DHCP, and VPNs
• Prepare, configure, and deploy end-user devices; manage onboarding/offboarding tasks
• Perform proactive monitoring, updates, and preventative maintenance
• Document client environments, system configurations, and resolutions
• Support networking devices, troubleshoot connectivity, and assist with security improvements

Required Qualifications

• 2+ years of IT experience in an MSP
• Hands-on experience with Microsoft 365, Azure, Windows Server, Active Directory, and networking fundamentals
• Experience with VMware or Hyper-V virtualization
• Experience with endpoint management, hybrid cloud environments, and device deployment
• Familiarity with RMM/PSA tools for monitoring, ticketing, and reporting
• Strong troubleshooting skills and ability to deliver timely technical solutions

Salary & Benefits

• $65,000 - $75,000 per year
• Health, Dental, and Vision Insurance
• 401(k) with company match
• Certification Reimbursement
• Mileage Reimbursement

Job Details

• Seniority level: Mid-Senior level
• Employment type: Full-time
• Job function: Information Technology
• Industries: IT Services and IT Consulting