IT Support Specialist
Listed on 2026-10-15
-
IT/Tech
HelpDesk/Support, IT Support, Technical Support, Desktop Support
Role
: IT Support Specialist
Industry
:
Legal / Professional Services
Location
:
Chicago, IL – Hybrid, 2 days onsite per week
Assignment Type
:
Direct Hire
Salary
: $75,000 – $95,000 / year
Benefits: This role is eligible for medical, dental, vision and 401 k. Along with:
- Complimentary disability, life and AD&DD insurance
- 401(k) plan
- Health savings account
- Paid transportation to and from the office up to $300 per month
- Pre-tax transit and commuter benefits program
- Accident, Critical Illness and Hospital Indemnity insurance
- Complimentary Employee Assistance Program (EAP)
- Travel assistance program
- Complimentary access to onsite fitness center
Our client is an established Chicago-based professional services organization seeking an experienced IT Support Specialist to join its internal technology team.
This is an excellent opportunity for an IT support professional who enjoys solving technical problems while working directly with business professionals in a fast-paced, high-touch environment.
This position goes beyond traditional help desk support. The IT Support Specialist will support Windows 11, Microsoft 365, Active Directory, desktop and mobile devices, business applications, remote-access technologies, and emerging AI tools such as Microsoft Copilot and legal-focused generative AI platforms
.
The ideal candidate combines strong technical troubleshooting abilities with exceptional customer service and the confidence to support demanding professional users.
Job DescriptionThe IT Support Specialist will provide intermediate-level technical and application support to employees across the organization. You will independently troubleshoot hardware, software, application, access, and connectivity issues while helping users effectively adopt new technologies.
This position will also play a role in the organization's continued adoption of AI-powered productivity tools
, providing first-level support and helping users understand how to use approved AI technology safely and effectively.
- Provide hands-on desktop, application, phone, and remote technical support
- Troubleshoot Windows 11, Microsoft 365, Outlook, Teams, and Active Directory
- Support desktops, laptops, mobile devices, peripherals, and conference room technology
- Troubleshoot hardware failures and workstation performance issues
- Support remote-access technologies including VPN, Citrix, and Remote Desktop
- Assist with software installation, configuration, upgrades, and patching
- Provide support for firm-specific SaaS and business applications
- Support applications such as CRM, HRIS, document management, timekeeping, and other enterprise systems
- Assist users with access, functionality, configuration, and troubleshooting of business applications
- Document troubleshooting steps and resolutions within the ticketing system
- Assist with onboarding and offboarding, including account setup, equipment preparation, and access provisioning
- Maintain accurate support, asset, and ticket documentation
- Contribute to IT procedures, runbooks, FAQs, and knowledge-base content
- Assist with workstation imaging and deployment
- Train employees on technology, applications, security practices, and productivity tools
- Provide hands-on support for video conferencing, meetings, and conference room technology
- Identify recurring technical issues and recommend improvements
This role will also help support the organization's growing use of artificial intelligence and generative AI tools.
Responsibilities may include:
- Provide first-level support for Microsoft Copilot and other approved AI platforms
- Troubleshoot AI tool access, login, and basic functionality issues
- Help users effectively utilize AI for drafting, summarization, research assistance, and workflow…
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