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Hourly Computer Contractor Jobs in Chicago, IL (NOW HIRING)

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Hourly Computer Contractor information

See Chicago, IL salary details

$34.5K

$49.8K

$65.4K

How much do hourly computer contractor jobs pay per year?

As of Aug 12, 2026, the average yearly pay for hourly computer contractor in Chicago, IL is $49,754.00, according to ZipRecruiter salary data. Most workers in this role earn between $39,100.00 and $57,200.00 per year, depending on experience, location, and employer.

What is the easiest hourly computer contractor job that pays well?

Entry-level IT support or help desk technician roles are often considered easier hourly computer contractor jobs that pay relatively well, especially with basic troubleshooting skills and familiarity with common software and hardware. These positions typically require minimal certifications and can offer flexible schedules, making them accessible for many contractors.

What is the difference between Hourly Computer Contractor vs IT Support Specialist?

AspectHourly Computer ContractorIT Support Specialist
CredentialsVaries; often self-certified or with industry certificationsTypically CompTIA A+, Network+, or similar certifications
Work EnvironmentContract-based, project-specific, often freelanceFull-time or part-time in corporate or technical support settings
Employer UsageHired by multiple clients or companies on an as-needed basisEmployed by a single organization or IT service provider
Search/Comparison IntentLooking for flexible, project-based IT workSeeking ongoing technical support roles

In summary, an Hourly Computer Contractor typically works on a freelance or project basis, offering specialized IT services as needed, while an IT Support Specialist usually holds a more permanent role within an organization, providing ongoing technical assistance. Both roles require relevant certifications, but contractors often have more flexibility and varied work environments.

What are the most commonly searched types of Computer Contractor jobs in Chicago, IL? The most popular types of Computer Contractor jobs in Chicago, IL are:
What are popular job titles related to Hourly Computer Contractor jobs in Chicago, IL? For Hourly Computer Contractor jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Hourly Computer Contractor jobs in Chicago, IL look for? The top searched job categories for Hourly Computer Contractor jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Hourly Computer Contractor jobs? Cities near Chicago, IL with the most Hourly Computer Contractor job openings:

Financial Planner - AI Trainer

DataAnnotation

Chicago, IL • Remote

$50 - $100/hr

Contractor

Re-posted 29 days ago


Job description

About the job:

DataAnnotation is committed to creating high-quality AI. Enjoy the flexibility of remote work and the freedom to set your own schedule. This is an opportunity to work with us as an independent contractor.

We're currently expanding into an exciting new area – teaching AI Assistant models to be a more useful tool for finance professionals. We're seeking experienced finance professionals with advanced degrees (MBA+) and professional experience to use their expertise to help shape how AI understands financial principles and decision-making.

In this role, you might:

• Review and improve AI Assistant answers to questions about macro trends, corporate finance, and capital markets

• Leverage your education and work experience to check the reasoning and accuracy of an AI Assistant's work

• Push the models with complex, real-world scenarios and edge cases to see where their reasoning holds up – and where it doesn’t.

• Share clear, structured feedback to help make each new version of the AI smarter and more reliable.

To succeed in this position, you should have expert-level financial reasoning and formal training in a finance-related discipline. A Master’s or PhD (completed or in progress) is strongly preferred. Relevant backgrounds include Financial Accounting, Investment Banking, Corporate Development, Wealth Management, and Insurance Planning.

Advantages of contracting with us:

  • You'll be able to choose which projects you want to work on and when
  • You work on your own schedule, on your own computer, from the comfort of your own home
  • Projects are paid hourly starting at $50-$100+/hr, with bonus rates available on some projects

Responsibilities:

  • Give AI chatbots diverse and complex problems and evaluate their outputs
  • Evaluate the quality produced by AI models for correctness and performance

Qualifications:

  • Fluency in English
  • Detail-oriented
  • Proficient in financial analysis, financial modeling, data analysis, and other reasoning exercises related to finance management
  • A current, in progress, or completed Master's and/or PhD is preferred but not required

Note:

Payment is made via PayPal. We will never ask for any money from you. PayPal will handle any currency conversions from USD. This is an independent contractor position.

#finance


Working at DataAnnotation