IT Support On-Site Technician

Company: Middleground
Location: Westchester
Posted on: February 16, 2026

Job Description:

Job Description Job Description Middleground, established in 2009, is a growing IT Managed Service Provider located in Westchester (20 minutes to the Chicago Loop and most suburbs) is seeking a Field Support Technician to join our team. For this role, you will be on-site M-T at the same clients sites in the Chicago area to provide on-site IT support. The duties of the Field Support Technician position include, but are not limited to the following: -Provide technical support to our clients at their office. -Active problem solver and indepenet -Understanding of IT support ticketing systems -Deploy computers and peripherals (computers, monitors, printers, etc. -Cable wiring skills a huge plus -Self starter and organized -Manage document library and inventory of assets Required Skills: -2-3 years Experience with Microsoft Windows 8/10 -2-3 years Experience with Microsoft Office 2013/2016 (Specifically MS Outlook, Word & Excel) -2-3 years Experience with setting up, configuring & troubleshooting PC & Laptop Hardware -Knowledge of basic Microsoft Windows Server 2012/2016 -Knowledge of basic Networking -Knowledge of Office365 -Troubleshooting experience with Printers/Scanners -Reliable, enthusiastic individual with great phone etiquette -Professional appearance and behavior, including punctuality -Excellent written and oral communication skills This will be a W2 full time salary position. We are a team based collaborative culture and support each other's growth. We offer career road maps and offer to cover costs for passed certification exams that are relevant to our business. Middleground Technologies provides equal employment opportunities to all employees and applicants for employment without regard to race, color, ancestry, national origin, sex/gender (including pregnancy, childbirth, breastfeeding, or related conditions), sex stereotype, gender identity/gender expression/transgender (including whether or not you are transitioning or have transitioned), and sexual orientation, marital status, religion (including dress and grooming practices), age (40 and above), physical or mental disability, medical condition, results of genetic information/characteristics, or military or veteran status. Any other basis protected by federal, state, or local law or ordinance or regulation. Equal employment opportunity applies to all terms and conditions of employment, including hiring, placement, promotion, termination, layoff, recall, transfer, leave of absence, compensation, and training. Powered by JazzHR lWDaqkmzF7

Keywords: Middleground, Des Plaines , IT Support On-Site Technician, IT / Software / Systems , Westchester, Illinois