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Help Desk Technician Level 2 (Partial WFH | MSP)
Help Desk Technician Level 2 (Partial WFH | MSP)Bowman Williams • Oak Brook, IL, United States
Help Desk Technician Level 2 (Partial WFH | MSP)

Help Desk Technician Level 2 (Partial WFH | MSP)

Bowman Williams • Oak Brook, IL, United States
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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.

What You Will Do

  • Handle escalated tickets from Tier 1 involving desktops, servers, connectivity, and cloud applications
  • Support Microsoft 365 administration, Azure Entra ID, 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

What You Bring

  • 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
  • Ability to diagnose issues across servers, desktops, email, VPN access, and security tools
  • Comfortable speaking with end users and providing calm, professional support
  • Motivated to grow into systems administration and eventually support project work

    • Why This Role Stands Out

  • 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
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    Help Desk Technician • Oak Brook, IL, United States

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