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Help Desk Support Specialist

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Middleground IT
Full Time position
Listed on 2026-01-12
Job specializations:
  • IT/Tech
    HelpDesk/Support, IT Support, Technical Support, Desktop Support
Salary/Wage Range or Industry Benchmark: 100000 - 125000 USD Yearly USD 100000.00 125000.00 YEAR
Job Description & How to Apply Below

We are a small and rapidly growing IT Managed Service Provider located in the Loop. We provide outsourced IT services to clients in the Chicago area, including industries such as Healthcare, Legal, Financial, Manufacturing, Federal Government, and many more. We are very fast paced and this position requires quick thinking and a "can do" attitude. We are looking for an eager, hungry, and motivated individual for full time salaried employment who is willing to work hard and be a team player.

In this help desk support specialist opportunity, the ideal candidate will be responsible for providing Windows based technical support to end-users on a variety of issues under the guidance of senior engineers. Most technical support will be either from our office or on‑site at client locations in the Chicago area. This support will involve responding to telephone calls and e‑mails and then identifying, researching, and resolving technical problems with Microsoft Windows related software and PC hardware.

This role will provide help desk coverage for 40 hours a week, with occasional after‑hours or weekend scheduled work and upgrades.

Responsibilities
  • Provide local and telephone technical support to over 1000 end users
  • Utilize the Connectwise ticketing system
  • Deploy computers and peripherals (computers, monitors, printers, etc.)
  • Install software packages on PCs and laptops
  • Upgrade hardware on PCs & laptops
  • Troubleshoot software applications
  • Create and maintain detailed documentation in our software (instruction guides, policies, procedures)
  • Manage document library and inventory of assets
  • Support senior engineers
Required Skills
  • 1 year Experience with Microsoft Windows 7/8/10
  • 1 year Experience with Microsoft Office 2010/2013 (Specifically MS Outlook, Word & Excel)
  • 1 year Experience with setting up, configuring & troubleshooting PC & laptop hardware
  • Knowledge of basic Microsoft Windows Server 2008/2012
  • Knowledge of basic TCP/IP networking
  • Knowledge of Office
    365
  • Knowledge of ticketing systems (Connectwise a huge plus)
  • Troubleshooting experience with printers/scanners
  • Understanding of internet applications IE, Firefox, HTML and internet protocols
  • Reliable, enthusiastic individual with great phone etiquette
  • Professional appearance and behavior, including punctuality
  • Excellent written and oral communication skills
  • Hungry desire to succeed and vastly improve IT skills
  • Ability to work unsupervised and make good use of free time when no help desk is needed
Preferred Skills
  • Apple Mac OSX experience a plus
  • 4‑year degree in IT/CS a plus
Physical Requirements
  • Ability to lift and carry up to 75 lbs
Qualifications
  • Preferred bachelor's or associate's degree or equivalent experience
Compensation

You will learn an immense number of things at our company. You will be trained on the latest and greatest technologies and be exposed to many new challenges. Your skills will be tested. Background will be checked. Drug testing may be requested.

Application Process

Please send your resume and contact information, and one recent IT project you completed. Failure to follow directions will result in the deletion of your email.

This will be a W2 salary position.

Passionate and forward‑thinking group of IT professionals

EOE

Ideal candidate will live close to the downtown Chicago

Please, no recruiters.

** posting will be deleted only once the position has been filed. if posting still up, job still available**

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