IT Support Specialist

Insurance Program Managers Group•St. Charles, IL
•$75,000 - $90,000•Hybrid

About The Position

Under the direction of the IT Support Manager, the IT Support Specialist provides responsive, customer-focused technical support to employees and contractors. The role supports onboarding and offboarding, account administration, workstation deployment, endpoint and software support, inventory management, vendor coordination, and issue documentation. It is intended for someone who can build technical knowledge and take on broader responsibilities as the organization grows. This is a hybrid role based out of the St. Charles, Illinois office. The employee works in the office four days per week during the first 90 days and three days per week thereafter. The schedule is 7:00 a.m. to 4:00 p.m. to support Eastern Time Zone business needs. The annual salary range is $75,000 to $90,000, with pay based on relevant experience; the company typically targets the midpoint of the range.

Requirements

  • Five or more years of progressive IT support, help desk, desktop support, or equivalent hands-on technical experience.
  • Working knowledge of computer hardware, Windows desktop operating systems, Microsoft 365 applications, and common troubleshooting practices.
  • Ability to communicate clearly with technical and nontechnical users and provide professional, customer-focused support.
  • Ability to organize work, document activities accurately, protect confidential information, and meet established timelines.
  • Ability to work independently, recognize when escalation is needed, and collaborate effectively with other IT team members.

Nice To Haves

  • Associate or bachelor’s degree in information technology, computer science, cybersecurity, or a related field, or equivalent experience.
  • Experience with Microsoft 365 administration, Entra ID, Intune or other endpoint management platforms, ticketing systems, and remote support tools.
  • Relevant entry-level or intermediate certification, such as CompTIA A+, Network+, Security+, or a Microsoft certification.
  • Interest and demonstrated ability to grow into broader technical, operational, and future support leadership responsibilities.

Responsibilities

  • Provide Level 1 and Level 2 support by telephone, email, remote tools, and in person; document, track, prioritize, and monitor requests through timely resolution.
  • Prepare, deploy, maintain, and troubleshoot laptops, desktops, mobile devices, printers, peripherals, and approved business applications.
  • Handle employee and contractor onboarding and offboarding, including account setup, access changes, equipment preparation, and recovery of company assets.
  • Assist with Microsoft 365, Windows, endpoint management, identity and access, collaboration tools, and common business application support.
  • Maintain accurate hardware, software, licensing, and asset inventory records; support periodic software inventory reviews and governance activities.
  • Support cybersecurity and compliance activities, including endpoint compliance, vulnerability remediation follow-up, access reviews, security documentation, and employee security support.
  • Create and maintain technical documentation, user instructions, support procedures, and knowledge-base articles.
  • Take on additional projects as assigned.

Benefits

  • Flexible working hours, including Summer Fridays.
  • 20 days of PTO, paid holidays, and a paid birthday off.
  • Medical, dental, and vision coverage from the first day of full-time employment, including telemedicine.
  • Paid parental leave for both mothers and fathers.
  • 401(k) match.
  • Professional development support and a LinkedIn Learning subscription.
  • Life insurance and short- and long-term disability coverage from the first day of full-time employment, paid for by IPMG.
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