investments and/or finance -Operate independently within the business unit, including sourcing and transforming data with minimal IT support -Have a solid understanding of database schemas and relational data structures…
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.
773
Open roles today
$21–$43/hr
Typical pay range
$62k
Median, full-time
8
Fresh in this list
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01
Open technical support specialist roles
12 shown of 773 · sorted by freshness
$112.71k - $169.06k
enterprise and Dealer partners. Your will facilitate the alignment of technical IT/Data engineering capabilities with complex business and... ...business requirements into clear Epics, Features, and Support Cases for arc…
$45k - $55k
trials.Our Chicago, IL., site provides toxicology testing and research laboratory services and specialized pre-clinical studies in support of pharmaceutical and biotechnology products.Position/Job Summary:We are seeking…
$100k - $115k
financial modeling, valuing the investment positions in each of the firm’s portfolio companies, and content creation and analysis supporting investor relations. The Reporting Assurance Analyst will play a critical role i…
$122k - $145k
enable efficient and quality solution design through clear requirements, reducing delivery risk by minimizing ambiguity and rework. You support collaboration across client and Slalom delivery teams throughout our project…
$38.89k - $68.34k
Chamberlain on Instagram , Facebook and LinkedIn . Job Description Opportunity at a Glance The Technical & Simulation Support Specialist is a Tier 2 support technician with advanced technical skills and knowledge of supp…
$162k - $212k
Since 2003, NinjaTrader has been dedicated to understanding and supporting traders on their journey toward trading triumph. Through those... ...marketsurveillanceAbility to maintain data quality and turn technical findin…
activities related to the administration and support of the various computer systems, as well... ...the IT Systems Coordinator. The Systems Specialist exercises no supervision over other... ...skills and an ability to wr…
We are seeking an experienced Tonkean Support Engineer to provide technical support, administration, troubleshooting, and enhancement of Tonkean-based applications, workflows, and integrations. The ideal candidate will h…
subject matter expert from both business and data perspectives. Support planned and ad-hoc data analysis and master data issue... ...recommendations for critical processes with functional, operational, and technical stak…
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…
$45k - $50k
be instances where field IT technician duties are required to support our clients within a 100-200 mile radius of Chicago. Benefits... ...Requirements: Proven experience in IT inventory management. Strong technical skill…
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What technical support specialists earn in Chicago
Hourly first — that's how the offer arrives
| Experience | Hourly | Annual, 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.
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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
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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.
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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.
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Quantify performance: tickets resolved per week, first-contact resolution, CSAT, and SLA compliance.
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List certifications that pass filters, such as CompTIA A+ or Network+, ITIL Foundation, or vendor certs like Microsoft or Apple.
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Show tier progression and trust: tier 2 escalations handled, on-call rotations, or knowledge base articles authored.
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Mention the ticketing and remote-support tools you know, for example Zendesk, ServiceNow, Jira, and TeamViewer.
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Where this role goes
Typical progression
01
Help Desk Technician
02
Technical Support Specialist
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Tier 2/3 Support Engineer
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Support Team Lead
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Support Engineering Manager
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