Customer Support · Chicago, IL

Technical Support Specialist jobs in Chicago, IL

Technical support specialists troubleshoot software, hardware, and account issues for customers, working tickets across tiers and documenting fixes for the knowledge base.

798
Open roles today
$21–$43/hr
Typical pay range
$62k
Median, full-time
2
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01

Open technical support specialist roles

11 shown of 798 · sorted by freshness

Senior Business Systems Analyst

GTT, LLC · Chicago, IL
$62 - $67 per hour

Business Systems Manager / Consultant will support, maintain, enhance, and optimize AML... ...skills. Ability to bridge business and technical teams effectively. Strong analytical... ...engineers, data managers, reportin…

Posted yesterday
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Technical Business Analyst

Coates Group · Chicago, IL
$106.26k

the world’s leading brands leverage technology to drive the best customer experiences. The Technical Business Analyst is instrumental in optimizing the Coates Technical Support organization's operational efficiency. Thro…

Posted 5d ago
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IAM Business Systems Analyst

Amtex Systems Inc · Chicago, IL

for analyzing business requirements and translating them into technical specifications, communicating project updates to stakeholders and... ...and maintain project and process documentation. Provide support to end users…

Posted 1w ago
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Technical IT Support Specialist - Chicago, IL

Buckeye Mountain · Chicago, IL · Full-time

The Role We are looking for a technically minded IT support professional who can bridge the gap between end-user helpdesk and senior engineering. You are not a traditional help desk — you understand systems well enough t…

Posted 2w ago
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Business Systems Analyst

Coates Group · Chicago, IL
$83.6k

, and unclear ownership during discovery, reducing late-stage issues and ensuring cross-system alignment. Support seamless delivery Partner with technical teams to design, test, and deploy solutions that integrate smooth…

Posted 1mo ago
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Technical Support Specialist

Brainlab, Inc. · Westchester, IL

Join and grow with us. Job Description Provide remote support (phone and screen sharing sessions) for Oncology and Surgery Business... ...field. Two year Associate’s degree with relevant clinical / technical support expe…

Posted 1mo ago
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Senior Business Systems Analyst

LaSalle Network · Chicago, IL · Temporary
$60 - $65 per hour

highly driven Sr. Business System Analyst – Procure to Pay to support operations and transformation journeys. This role will be solution... ..., translating operational pain points into actionable technical roadmaps. Fac…

Posted 1mo ago
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Technical Support Specialist

Schedule Engine · Chicago, IL

expect most employees to work onsite at least 3-4 days per week. About the Job Schedule Engine is looking to hire Technical Support Specialists who pride themselves on providing world-class client experiences. As a techn…

Posted 1mo ago
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Trading System Support Analyst

Belvedere Trading · Chicago, IL

our core and affiliated groups. We go all-out to understand and support end-user needs, leverage data to gauge effectiveness, and... ...setting. The ideal candidate will be a self-starter with strong technical knowledge…

Posted 1mo ago
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Business Systems Analyst - Yardi

Clear Investment Group · Chicago, IL · Full-time
$75k - $90k

Troubleshoot and resolve complex system issues Maintain data integrity; use moderate SQL to investigate and validate data Support testing for upgrades and enhancements (UAT) Use AI tools to support integration, testing,…

Posted 1mo ago
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02

What technical support specialists earn in Chicago

Hourly first — that's how the offer arrives

ExperienceHourlyAnnual, full-time
Entry level $21–$27 $43k–$56k
Mid level $26–$34 $54k–$70k
Senior $32–$43 $67k–$89k

Adjusted for the Chicago market from national ranges.

03

What employers ask for

The skills these listings keep naming

Systematic troubleshootingTicketing systems (Zendesk, Jira)Operating systems (Windows, macOS)Networking basicsLog reading and reproduction stepsKnowledge base writingExplaining tech to non-technical usersSLA and queue managementPatience under pressure
04

Interview questions worth rehearsing

With the thing the interviewer is actually listening for

Walk me through how you troubleshoot an issue you have never seen before.

Show method: reproduce, isolate variables, check logs and recent changes, search known issues, then escalate with clean documentation. Method beats memorized fixes.

How do you explain a technical problem to a frustrated non-technical customer?

Give an example of translating jargon into a plain analogy, confirming understanding, and focusing on what happens next rather than internals.

When do you escalate a ticket, and what do you include in the handoff?

Show judgment about time and scope limits, and list a good escalation package: steps to reproduce, environment, logs, and everything already ruled out.

Tell me about a recurring issue you got permanently fixed.

Demonstrate pattern recognition: spotting repeat tickets, gathering evidence for engineering, and the reduction in volume after the fix or KB article.

How do you prioritize when the queue is full and SLAs are at risk?

Mention severity and impact first, quick wins to clear volume, and flagging SLA risk to your lead early instead of silently drowning.

What is your experience with our stack, or the closest thing to it?

Map your real experience honestly to their environment, then show learning speed with an example of a technology you picked up quickly on the job.

05

Resume tips that move the needle

For technical support specialists specifically — generic advice costs you here

01

Name your technical scope concretely: operating systems, SaaS products, networking, Active Directory, or SQL you have supported.

02

Quantify performance: tickets resolved per week, first-contact resolution, CSAT, and SLA compliance.

03

List certifications that pass filters, such as CompTIA A+ or Network+, ITIL Foundation, or vendor certs like Microsoft or Apple.

04

Show tier progression and trust: tier 2 escalations handled, on-call rotations, or knowledge base articles authored.

05

Mention the ticketing and remote-support tools you know, for example Zendesk, ServiceNow, Jira, and TeamViewer.

06

Where this role goes

Typical progression

01 Help Desk Technician
02 Technical Support Specialist
03 Tier 2/3 Support Engineer
04 Support Team Lead
05 Support Engineering Manager
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