Senior Desktop Support Engineer Jobs in Elgin, IL

Connection has a fantastic opportunity through our Technical Staffing division for an IT Specialist supporting our client in Downers Grove, IL. This is an excellent opportunity to join a growing organization offering competitive contractor benefits with the potential to convert to a full-time employee. Once hired permanently, employees receive an excellent benefits package including 3 weeks of paid PTO, tuition reimbursement, 401(k), comprehensive medical, dental, and vision coverage, and outstanding career growth opportunities.

This is an onsite position located in Downers Grove, IL (60515) working Monday through Friday, 8:00 AM – 5:00 PM. There is no travel required.

Contract-to-Hire
Permanent Salary: Comparable to contract compensation

Position Overview

We are seeking an IT Specialist who has a solid foundation in desktop support and a genuine interest in expanding their knowledge of Artificial Intelligence technologies. This is an exciting opportunity for someone who enjoys traditional IT support while also wanting hands-on exposure to emerging AI tools and initiatives.

This position is ideal for someone who is naturally curious about AI and wants to grow into a more AI-focused role over time.

AI Responsibilities (Approximately 40%)

• Utilize and explore AI platforms such as Microsoft Copilot, ChatGPT, Gemini, or similar generative AI tools.
• Assist with AI initiatives and process improvements across the organization.
• Help develop, configure, or test AI agents or AI-powered workflows.
• Support experimentation with AI chatbots, automation, AI-generated content, and related technologies.
• Stay current on emerging AI trends and recommend new opportunities for improving business processes.
• Collaborate with internal teams to identify practical AI use cases.

IT Support Responsibilities (Approximately 60%)

• Provide desktop and end-user support by resolving service desk tickets.
• Configure and deploy desktop and laptop computers.
• Create, modify, and maintain Active Directory user accounts and permissions.
• Support Microsoft 365 / Office 365 users.
• Troubleshoot desktop hardware, software, printers, and peripheral devices.
• Perform PC inventory management, asset tracking, shipping, and receiving of equipment.
• Follow documented procedures while managing multiple priorities.
• Assist with general desktop support projects as needed.
• Maintain excellent customer service and communication with end users.

Qualifications

• 3+ years of IT support, desktop support, or help desk experience.
• Experience supporting Active Directory and Microsoft 365 / Office 365 environments.
• Strong troubleshooting and customer service skills.
• Excellent verbal and written communication abilities.
• Ability to multitask and follow established processes.
• Interest in learning and growing within Artificial Intelligence technologies.
• Experience using AI tools such as Copilot, ChatGPT, Gemini, or similar platforms.
• Exposure to AI agents, chatbots, prompt engineering, or AI automation is highly preferred.
• Self-motivated with a willingness to learn new technologies.

Physical Requirements

• Ability to bend, lift, carry, and move equipment weighing up to 30 pounds.
• Ability to transport computers and equipment using carts when necessary.

Preferred Qualifications

• Experience creating or experimenting with AI agents or AI workflows.
• Familiarity with AI image generation, AI bots, or business automation tools.
• Previous experience working in a Windows desktop support environment.

Start Date: Immediate opening with the opportunity to start as soon as possible.

Connection, a Fortune 1000 Global Solutions Provider, drives customer growth by calming the confusion of IT, guiding the connection between people and technology. The Connection brand includes Connection® Business Solutions, Connection® Enterprise Solutions, and Connection® Public Sector Solutions, which provide IT solutions and services to SMB, enterprise, and public sector markets. Connection holds hundreds of certifications with top vendors and offers expertise across multiple technology areas, delivering solutions to customers in over 174 countries.