Technical Support Jobs in Chicago, IL

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Looking for Technical Support jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Technical Support position in the Chicago, IL area.

Cyber Systems Operations

Company:

Location: Ottawa, IL

Posted Jan 23, 2025

The Air Force emphasizes the importance of securing its advanced computer and software systems, which is the responsibility of Cyber Systems Operations specialists. These experts design, install, and maintain systems to ensure optimal operation and protection from external threats. They enhance the Air Force's capabilities and provide secure systems. To join the Air Force, applicants must meet certain requirements including educational qualifications, ASVAB score, completion of specific courses and background investigations, and age restrictions.

Cyber Systems Operations

Company:

Location: Sterling, IL

Posted Jan 23, 2025

The Air Force emphasizes the importance of securing its advanced computer and software systems, which is the responsibility of Cyber Systems Operations specialists. These experts design, install, and maintain systems to ensure optimal operation and protection from external threats. They enhance the Air Force's capabilities and provide secure systems. To join the Air Force, applicants must meet certain requirements including educational qualifications, ASVAB score, completion of specific courses, background investigation, and age limits.

Cyber Systems Operations

Company:

Location: Charleston, IL

Posted Jan 23, 2025

Cyber Systems Operations

Company:

Location: Mount Vernon, IL

Posted Jan 23, 2025

The Air Force emphasizes the importance of securing advanced computer and software systems, which is the role of Cyber Systems Operations specialists. These experts design, install, and maintain systems to ensure optimal operation and security. They enhance capabilities and provide secure systems for the Air Force to stay ahead. To join, applicants must meet various requirements including educational background, health standards, and ASVAB score requirements. High school seniors can start their application in their junior year.

Field Sales Representative - $60k - $200k Compensation

Company:

Location: Aurora, IL

Posted Jan 23, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing reps more time for sales. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Cyber Systems Operations

Company:

Location: Belleville, IL

Posted Jan 23, 2025

Cyber Systems Operations

Company:

Location: Itasca, IL

Posted Jan 23, 2025

Management & Sales Training Program

Company:

Location: Champaign, IL

Posted Jan 23, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and customer service. Successful completion leads to an Assistant Store Manager position. The program offers leadership development, professional networking opportunities, and a clear career trajectory. Benefits include health coverage, retirement plans, and flexible time off. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Cyber Systems Operations

Company:

Location: Sheffield, IL

Posted Jan 23, 2025

Roofing Sales Immediately Hiring

Company:

Location: Bolingbrook, IL

Posted Jan 23, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing reps more time for sales. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Outside Sales Representative

Company:

Location: Aurora, IL

Posted Jan 23, 2025

Frequently Asked Questions

What are the typical salary ranges for technical support roles at different seniority levels?
Entry‑level (Tier‑1) agents earn $45,000–$60,000 annually, mid‑level (Tier‑2) range is $60,000–$80,000, senior (Tier‑3 or Support Engineer) earns $80,000–$100,000+, and managers or directors can reach $110,000–$140,000 depending on location and industry.
Which skills and certifications are most valued in technical support today?
Hands‑on knowledge of Windows, macOS, Linux, and cloud platforms (AWS, Azure, GCP) is essential. Certifications like CompTIA A+, Network+, Security+, ITIL Foundation, Microsoft Certified: Modern Desktop Administrator, and Cisco CCNA boost employability. Proficiency with ITSM tools (ServiceNow, Jira Service Management, Zendesk), remote desktop solutions (TeamViewer, LogMeIn), and scripting (PowerShell, Bash) is highly sought.
How common is remote work in technical support positions?
Over 70% of tech support roles now offer fully remote or hybrid arrangements. Companies prioritize 24/7 coverage, so remote agents can log on from anywhere, provided they meet security compliance and have reliable broadband.
What career progression paths exist for technical support professionals?
Typical pathways start with Tier‑1 or Help Desk Analyst, advance to Tier‑2 or Support Engineer, move into Tier‑3 or Incident Response, and can lead to roles such as Solutions Architect, Technical Consultant, or Support Manager/Director. Continuous learning and certifications accelerate upward mobility.
What industry trends are shaping the future of technical support?
SaaS adoption, cloud migration, AI‑powered chatbots, and automated ticket routing are redefining support. Managed services and Remote Monitoring & Management (RMM) platforms drive demand for proactive monitoring, while cybersecurity threats push support teams to specialize in incident response and threat hunting.

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