Help Desk Technician Level 2; Partial WFH | MSP

Help Desk Technician Level 2 (Partial WFH | MSP)

This range is provided by Bowman Williams. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

$60,000.00/yr - $70,000.00/yr

Direct message the job poster from Bowman Williams

We are a well-established Managed Services Provider serving businesses across Chicagoland is looking for a Level 2 Help Desk Technician who thrives in a fast-paced, multi-client environment. This role is ideal for someone who enjoys troubleshooting deeper technical issues, working directly with clients, and supporting a wide range of systems across cloud and on-prem infrastructures. If you’re ready to sharpen your skills, gain exposure to project work, and grow into more advanced responsibilities, this is the opportunity for you.

• Handle escalated tickets from Tier 1 involving desktops, servers, connectivity, and cloud applications
• Support Microsoft 365 administration, Azure Entra , Windows Server, and endpoint security tools
• Troubleshoot networking issues related to switches, firewalls, VPNs, and wireless
• Assist with onboarding, device deployments, and small project tasks under senior guidance
• Maintain accurate documentation in PSA/RMM tools and communicate clearly with clients
• Perform routine patching, updates, and maintenance to keep client environments stable
• Deliver professional client-facing support while managing priorities across multiple customers

• A minimum of 1 year working for a Managed Service Provider
• Strong background in Microsoft 365, Windows OS, and general network troubleshooting
• Experience with MSP toolsets such as Autotask, Datto, Kaseya, or IT Glue
• Comfortable speaking with end users and providing calm, professional support
• Motivated to grow into systems administration and eventually support project work

• Competitive salary between sixty-five thousand and seventy-five thousand dollars
• Hybrid work from home flexibility after ramp-up
• Profit sharing and company-matched retirement plan
• Medical, dental, and vision insurance
• Life, short-term, and long-term disability benefits
• Three weeks of PTO plus holidays
• Certification bonuses, advancement pathways, and structured training support
• Weekly meal benefit and a recognition program that rewards performance
• A collaborative MSP culture that supports your technical development and long-term growth

Mid-Senior level

Full-time

• Information Technology
• IT Services and IT Consulting

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