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.

Senior Implementation Leader

Company: MetLife

Location: Chicago, IL

Posted Feb 03, 2025

The Senior Implementation Leader role at MetLife involves managing relationships with customers and brokers to implement products within a specific timeline. The leader is the first point of contact for customers, coordinating with internal partners and managing the backend process. Key responsibilities include mentoring associates, leading calls with customers and brokers, and serving as a key relationship liaison with the Sales organization. The role requires strong leadership, communication, and problem-solving skills, as well as proficiency in Microsoft Office products. MetLife offers competitive compensation, comprehensive benefits, and a supportive work environment.

Senior Rails Developer - Backend Focus (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 03, 2025

Enova International is seeking a Senior Rails Developer with 4+ years of experience in fullstack development. The role involves working on both older and newer applications, contributing to system scalability and resilience, and collaborating with technical and business stakeholders. The company offers competitive compensation, benefits including health, dental, vision insurance, 401k matching, and a roth option, and a range of perks such as hybrid roles, PTO, paid holidays, sabbatical program, summer hours, and paid parental leave. Enova is a values-driven organization committed to making accessible credit for millions, with a focus on inclusion and employee thriving.

Microsoft 365 System Administrator

Company:

Location: Lake Bluff, IL

Posted Feb 03, 2025

Implementation Leader III

Company: MetLife

Location: Chicago, IL

Posted Feb 03, 2025

The Implementation Leader III role at MetLife involves managing relationships with customers, HR benefits teams, and brokers to implement products within a specific timeline. The role requires familiarity with over 20 products, including core and voluntary products. The Implementation Leader serves as the first point of contact for customers, coordinating with internal partners and managing the backend process. The role involves mentoring associates, participating in training, and facilitating calls with customers and brokers. Key responsibilities include analyzing and executing change requests, identifying and resolving implementation-related problems, and loading administration systems. The role requires strong communication, leadership, and problem-solving skills, as well as proficiency in Microsoft Office products. MetLife offers competitive compensation, comprehensive benefits, and a supportive work environment.

Software Development Team Lead - Web

Company:

Location: Mundelein, IL

Posted Feb 03, 2025

Software Development Team Lead - Web

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Category Manager

Company:

Location: Mundelein, IL

Posted Feb 03, 2025

IT Infrastructure Architect

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Software Development Team Lead - Web

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

IT Infrastructure Architect

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Software Development Team Lead - Java

Company:

Location: Lake Bluff, IL

Posted Feb 03, 2025

Cyber Systems Operations

Company:

Location: Sheffield, IL

Posted Feb 03, 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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