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Connection Jobs in Chicago, IL (NOW HIRING)

CONNECTION

IT Specialist/AI Tech

Downers Grove, IL · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Overview 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 ...

PC Connection

Inside Sales Account Manager

Schaumburg, IL · On-site

$19.25/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Connection IT Department We calm the confusion of IT by guiding the connection between people and technology. If a customer is looking for a better way to manage their warehouse inventory, equip ...

New

CONNECTION

Hardware Technician

Lake Forest, IL

Because of the possibility for fraudulent job postings on many popular job boards, please be advised that Connection will never offer a position of employment without a complete interview process ...

CONNECTION

Hardware Technician

Lake Forest, IL

Because of the possibility for fraudulent job postings on many popular job boards, please be advised that Connection will never offer a position of employment without a complete interview process ...

Connection

Hardware Technician

Lake Forest, IL

$27.88 - $35.37/hr

... Connection will never offer a position of employment without a complete interview process, communication with a live person, and a signed offer letter. Applicants must be authorized to work for any ...

Connection

Hardware Technician

Lake Forest, IL · On-site

$27.88 - $35.37/hr

... Connection will never offer a position of employment without a complete interview process, communication with a live person, and a signed offer letter. Applicants must be authorized to work for any ...

Drapery Connection

Designer Sales Consultant

Downers Grove, IL · On-site

$70K - $90K/yr

  • Medical

  • Retirement

  • PTO

At Drapery Connection, we've been transforming Chicagoland homes with custom window treatments since 1936. Four generations of craftspeople, designers, and client champions who take serious pride in ...

Connection

Hardware Technician

Lake Forest, IL

$27.88 - $35.37/hr

... Connection will never offer a position of employment without a complete interview process, communication with a live person, and a signed offer letter. Applicants must be authorized to work for any ...

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Showing results 21-40

All JobsConnection JobsConnection Jobs in Chicago, IL

Connection information

See Chicago, IL salary details

$15.5K

$248.6K

$398.7K

How much do connection jobs pay per year?

As of Aug 19, 2026, the average yearly pay for connection in Chicago, IL is $248,569.00, according to ZipRecruiter salary data. Most workers in this role earn between $206,000.00 and $309,000.00 per year, depending on experience, location, and employer.

What is a connection?

Connection jobs typically refer to roles focused on building and maintaining relationships between people, organizations, or systems. These positions may involve networking, customer relations, community outreach, or managing communication channels. The primary goal is to facilitate effective collaboration and ensure smooth information flow. Connection jobs can exist in various industries, including technology, healthcare, education, and business. Responsibilities often include coordinating meetings, fostering partnerships, and enhancing engagement with stakeholders.

What are the key skills and qualifications needed to thrive as a connection specialist, and why are they important?

To thrive as a Connection Specialist, you need strong interpersonal communication skills, a background in customer service or networking, and often a relevant associate or bachelor’s degree. Familiarity with CRM software, telecommunication systems, and digital collaboration tools is typically required. Exceptional listening, empathy, and problem-solving abilities set top performers apart in this role. These skills are essential for building trust, resolving issues efficiently, and fostering positive relationships with clients or stakeholders.

What are some common challenges faced by professionals in connection management roles, and how can they be addressed?

Professionals in connection management roles often encounter challenges such as balancing multiple stakeholder expectations, maintaining clear and effective communication across departments, and adapting to rapidly changing priorities. To address these challenges, it's important to develop strong organizational skills, stay proactive in communication, and foster collaborative relationships within teams. Leveraging digital tools for project tracking and regularly seeking feedback can also help ensure smooth coordination and continuous improvement in the role.

What is the difference between Connection vs Network Technician?

AspectConnectionNetwork Technician
Required CredentialsHigh school diploma or equivalent; certifications like CompTIA A+ often preferredHigh school diploma; certifications such as CompTIA Network+ or Cisco CCNA
Work EnvironmentCustomer sites, retail stores, or service centers; hands-on installation and troubleshootingOffice or data centers; network setup, maintenance, and troubleshooting
Industry UsageTelecommunications, cable, internet service providersIT, telecommunications, enterprise networks
Common Search/ComparisonConnection vs Network Technician

Connections typically focus on installing and maintaining physical lines and services for customers, often requiring customer-facing skills. Network Technicians handle network infrastructure, configuration, and troubleshooting within organizations. While both roles involve network-related tasks, Connections are more service-oriented, whereas Network Technicians work on internal network systems.

What are the most commonly searched types of Connection jobs in Chicago, IL?

The most popular types of Connection jobs in Chicago, IL are:

What are popular job titles related to Connection jobs in Chicago, IL?

For Connection jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Connection jobs in Chicago, IL look for?

The top searched job categories for Connection jobs in Chicago, IL are:

Connection jobs near you
Infographic showing various Connection job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 21% Part Time, and 3% Contract. Highlights an 90% Physical, 2% Hybrid, and 8% Remote job distribution, with an average salary of $248,569 per year, or $119.5 per hour.

IT Specialist/AI Tech

CONNECTION

Downers Grove, IL • On-site

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 27 days ago

Job description

IntroductionBe part of the team that drives our company forward, transforming ideas into real-world tools and platforms that support the business and spur innovation.

Overview

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.
What We Do:

We calm the confusion of IT by guiding the connection between people and technology. If a customer is looking for a better way to manage their warehouse inventory, equip their workforce, or secure their data, we make it happen. All it takes is finding the right combination of tech hardware, software, cloud solutions, and support services. That’s what we do. We’re the IT Department’s IT Department.

Who We Are:

Our team is made stronger by a multitude of backgrounds, experiences, and perspectives. It’s what makes Connection unique—what drives us to innovate and create technology solutions that stand apart from the crowd. We’d love for you to be a part of that fabric, to share your ideas and experiences with a team that thrives on fresh thinking, creativity, and helping others.

Why You Should Join Us:

You’ll find supportive teammates and a rewarding career at Connection—plus great benefits. We take pride in supporting employees with a total rewards package that provides financial, emotional, and physical resources for you and your family. Our compensation, 401k plans, medical insurance, and other benefits are progressive and competitive. We value the importance of our employees’ emotional well-being. To support employees, we provide free therapy visits, mental health coaching and tools, and meditation resources. You’ll also enjoy a generous paid time off package that includes not only vacation and sick time, but also Wellness and Volunteer Time Off days. 

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time.

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.

Initially, the role will consist of approximately:

  • 60% Desktop Support & IT Operations
  • 40% AI Projects & Innovation

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

Responsibilities

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.

Requirements

  • 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.

Because of the possibility for fraudulent job postings on many popular job boards, please be advised that Connection will never offer a position of employment without a complete interview process and communication with a “live person."

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