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Helpdesk Engineer Jobs in Chicago, IL (NOW HIRING)

Deployed Engineer (Chicago)

Chicago, IL ยท On-site

$150K - $250K/yr

We build the foundation for agent engineering in the real world, helping developers move from prototypes to production-ready AI agents that teams can rely on. We began as widely adopted open-source ...

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Helpdesk Analyst

Northbrook, IL ยท On-site

$20.75 - $28.50/hr

Desired Skills and Background โ€ข Bachelor's degree in information technology, computer science, engineering, other technical field or specialized training โ€ข 2+ years of experience in a Help Desk ...

We partner with our customers to help them keep their operations safe, reduce downtime, improve ... For over 170 years, Smiths has been pioneering progress by engineering for a better future. We ...

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We partner with our customers to help them keep their operations safe, reduce downtime, improve ... For over 170 years, Smiths has been pioneering progress by engineering for a better future. We ...

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As a Senior Staff Engineer, you will be the technical anchor for the division, helping engineering teams ship faster and safer while evolving the shared technical foundations they all rely on. In ...

Senior Staff Engineer

Chicago, IL ยท On-site

$107K - $147K/yr

Help teams evolve their stacks to support more sophisticated marketing use cases, ensuring that foundational primitives are flexible and robust * Mentor engineers at every level. Simplify hard ...

Principal Software Engineer II

Deerfield, IL ยท On-site

$165K - $282K/yr

... helping engineering teams resolve complex technical challenges. This role will work closely with engineering leadership, architects, and product teams to design scalable, resilient systems and ...

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Helpdesk Engineer information

See Chicago, IL salary details

$24.2K

$63.8K

$95.9K

How much do helpdesk engineer jobs pay per year?

As of Aug 7, 2026, the average yearly pay for helpdesk engineer in Chicago, IL is $63,809.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,500.00 and $74,200.00 per year, depending on experience, location, and employer.

What are some common challenges a helpdesk engineer faces, and how can they be addressed?

Helpdesk Engineers often encounter challenges such as handling a high volume of support requests, managing users who may be frustrated, and troubleshooting a wide range of technical issues with varying complexity. Effective time management and prioritization skills are essential to ensure critical issues are resolved promptly. Building strong communication skills and maintaining patience can help in diffusing tense situations and providing clear guidance to users. Additionally, staying current with the latest technologies and internal processes can help streamline problem-solving and improve overall efficiency.

What is the difference between Helpdesk Engineer vs Technical Support Specialist?

AspectHelpdesk EngineerTechnical Support Specialist
CertificationsCompTIA A+, Network+; Microsoft certificationsCompTIA A+, vendor-specific certifications
Work EnvironmentHelpdesk teams, IT support centers, remote supportCustomer service centers, remote troubleshooting, on-site support
Industry UsageIT departments, tech companies, managed service providersIT service providers, software companies, hardware vendors

Helpdesk Engineers and Technical Support Specialists both assist users with technical issues, often requiring similar certifications and working in support centers. However, Helpdesk Engineers typically handle more complex technical problems and may be involved in network troubleshooting, while Technical Support Specialists focus more on end-user support and product-specific issues.

What are the key skills and qualifications needed to thrive as a helpdesk engineer?

To thrive as a Helpdesk Engineer, you need strong technical troubleshooting skills, a solid understanding of computer systems, networks, and often a relevant IT degree or certification such as CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with ticketing systems, remote desktop tools, and knowledge bases is typically required. Excellent communication, patience, and customer service skills help you resolve user issues efficiently and build trust. These skills and qualities are crucial for ensuring minimal downtime, user satisfaction, and effective technical support within an organization.

What does a helpdesk engineer do?

A Helpdesk Engineer is responsible for providing technical support and troubleshooting assistance to end users experiencing issues with computer systems, software, or hardware. They typically respond to support tickets, diagnose problems, and help resolve technical issues either remotely or in person. Helpdesk Engineers may also assist with installing and configuring IT equipment, maintaining system documentation, and escalating complex issues to higher-level IT staff when necessary. Their goal is to ensure users can work efficiently by resolving technical problems quickly and effectively.
What job categories do people searching Helpdesk Engineer jobs in Chicago, IL look for? The top searched job categories for Helpdesk Engineer jobs in Chicago, IL are:
Infographic showing various Helpdesk Engineer job openings in Chicago, IL as of August 2026, with employment types broken down into 90% Full Time, 5% Part Time, and 5% Contract. Highlights an 88% Physical, 4% Hybrid, and 8% Remote job distribution, with an average salary of $63,809 per year, or $30.7 per hour.

Deployed Engineer (Chicago)

LangChain, Inc

Chicago, IL โ€ข On-site

$150K - $250K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted yesterday

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Job description

About Us
At LangChain, our mission is to make intelligent agents ubiquitous. We build the foundation for agent engineering in the real world, helping developers move from prototypes to production-ready AI agents that teams can rely on. We began as widely adopted open-source tools and have grown to also offer a platform for building, evaluating, deploying, and operating agents at scale.
With $125M raised at Series B from IVP, Sequoia, Benchmark, CapitalG, and Sapphire Ventures, we're at a stage where we're continuing to develop new products, growth is accelerating, and all team members have meaningful impact on what we build and how we work together. LangChain is a place where your contributions can shape how this technology shows up in the real world.
Today, our platform includes LangSmith (Observability, Evaluation, Deployment, Fleet, and Sandboxes), our open source frameworks (LangChain, LangGraph, and Deep Agents), and the newly launched LangSmith Engine for autonomous agent improvement. We have 100M+ monthly open source downloads, 6,000+ active LangSmith customers, and 5 of the Fortune 10 use LangSmith in production (+ 35% of the Fortune 500 overall), including teams at Klarna, Clay, Coinbase, Workday, Lyft, Cloudflare, Harvey, Rippling, Vanta, LinkedIn, Monday.com, Nvidia, and Bridgewater.
About the Team
The Deployed Engineering team works directly with companies building and running AI agents in production, helping turn ideas and prototypes into systems teams can rely on.
This is a hands-on, highly technical team that partners closely with customer engineers across the full lifecycle, from pre-sales evaluations to post-deployment advisory work. The focus is on achieving the technical win, co-designing agent architectures, and helping customers operate agents reliably at scale using the LangChain suite.
Deployed Engineers sit at the intersection of engineering, product, and go-to-market, shaping how LangChain is adopted in the field and feeding real-world insights back into the platform.
About the Role
The Deployed Engineer...You'll work on some of the hardest problems in applied AI - not demos, not research, but systems that real teams depend on in production. The feedback loop is fast, the impact is visible, and the work you do directly shapes how AI agents are built in the real world.
What You'll Do
  • Co-architect and co-build production AI agents with customer engineering teams
  • Own the technical win in pre-sales by designing POCs, answering deep technical questions, and guiding evaluations
  • Help customers deploy and operate agent-based applications such as conversational agents, research agents, and multi-step workflows
  • Advise customers post-sale on architecture, best practices, and roadmap-level decisions
  • Run technical demos, trainings, and workshops for developer audiences
  • Surface field feedback and contribute reusable patterns, cookbooks, and example code that scale across customers
  • Occasionally contribute code upstream when it meaningfully improves customer outcomes
  • Travel to customers up to 40% of the time

What You'll Bring
  • 6+ years in a relevant technical role (software engineering, customer engineering, solutions engineering, founding/product engineering), ideally in a startup or scale-up
  • Strong Python, JavaScript and systems fundamentals
  • Have designed agent-based or LLM-powered applications beyond simple API calls, including multi-step workflows, orchestration, and failure handling
  • Are comfortable working directly with customers during POCs, architecture reviews, and technical evaluations
  • Can explain technical tradeoffs clearly and build trust with developer audiences
  • Take responsibility for outcomes, not just recommendations
  • Have a bias toward action and enjoy figuring things out as you go
  • Are excited about operating AI agents in production, not just building demos

Nice to Have's
  • You've deployed AI agents in production, especially using LangChain, LangGraph, or similar frameworks
  • Worked with LLM evaluation, observability, or guardrails
  • Have experience with cloud environments (AWS, GCP, Azure), containers, and basic Kubernetes concepts
  • Have shipped and operated production software and are comfortable owning systems under real-world constraints
Compensation:
Annual OTE range: $150,000-$250,000 USD
Compensation Philosophy:
We offer competitive compensation that includes base salary, variable compensation for relevant roles, meaningful equity, benefits, and perks. Actual compensation and offerings will vary based on role, level, and location. Team members in the EU, UK, and APAC receive locally competitive benefits aligned with regional norms and regulations.
Benefits
Benefits include medical, dental, and vision coverage, flexible vacation, a 401(k) plan, meals on in-office days in the US and more.