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Contractual 1099 Software Developer Contractor Jobs in Chicago, IL

Software Engineer - Sentinel

Chicago, IL ยท On-site

$70 - $175/hr

This position is 100% on-site at a contractor facility in the Huntsville, AL area. Remote or hybrid options are not available. WHAT YOU CAN EXPECT TO DO As a Software Engineer (SWE) you will be ...

Senior Developer - IT

Chicago, IL ยท On-site

$112 - $147/hr

Job overview and responsibilities The Senior Software Developer will be responsible for the ... Collaborate & lead tech teams consisting of employees & vendor company contractors in planning and ...

Showing results 21-40

Contractual 1099 Software Developer Contractor information

See Chicago, IL salary details

$49.4K

$115.2K

$171K

How much do contractual 1099 software developer contractor jobs pay per year?

As of Aug 23, 2026, the average yearly pay for contractual 1099 software developer contractor in Chicago, IL is $115,217.00, according to ZipRecruiter salary data. Most workers in this role earn between $92,700.00 and $133,900.00 per year, depending on experience, location, and employer.

What is the difference between Contractual 1099 Software Developer Contractor vs Contractual 1099 Web Developer Contractor?

AspectContractual 1099 Software Developer ContractorContractual 1099 Web Developer Contractor
Required CredentialsTypically requires a computer science degree or coding certificationsOften requires web development certifications or portfolio
Work EnvironmentWorks on software applications, coding, testing, and deploymentFocuses on website design, front-end/back-end development
Employer & Industry UsageUsed in tech, software companies, startupsCommon in digital agencies, e-commerce, media

The main difference is that Contractual 1099 Software Developer Contractors focus on software applications and coding, while Contractual 1099 Web Developer Contractors specialize in website development. Both roles are freelance, project-based, and require technical skills, but their work environments and industry applications differ.

What are the most commonly searched types of 1099 Software Developer Contractor jobs in Chicago, IL?

The most popular types of 1099 Software Developer Contractor jobs in Chicago, IL are:

What are popular job titles related to Contractual 1099 Software Developer Contractor jobs in Chicago, IL?

For Contractual 1099 Software Developer Contractor jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Contractual 1099 Software Developer Contractor jobs in Chicago, IL look for?

The top searched job categories for Contractual 1099 Software Developer Contractor jobs in Chicago, IL are:

Infographic showing various Contractual 1099 Software Developer Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 21% Full Time, 26% Part Time, and 53% Contract. Highlights an 68% In-person, 5% Hybrid, and 27% Remote job distribution, with an average salary of $115,217 per year, or $55.4 per hour.

AI Software Engineer Expert - Remote

YO AI Labs

Chicago, IL โ€ข Remote

$100 - $200/hr

Part-time

Posted 11 days ago


Job description

Job Title: AI Software Engineering Domain Remote

Job Type: Contractor (Part-Time)
Location: Remote

Job Overview

We are seeking experienced AI Software Engineering Domain Experts to contribute their technical expertise to an innovative project focused on improving next-generation AI systems. In this role, you will evaluate, review, and refine AI-generated software engineering content to enhance the quality, accuracy, and reasoning of AI models. No prior AI experience is required—your software engineering expertise is what matters most.

Key Responsibilities
  • Analyze, review, and improve AI-generated software engineering content for technical accuracy and clarity.
  • Create, refine, and evaluate prompts to improve AI-generated technical outputs.
  • Conduct rubric-based evaluations of AI model responses, providing detailed quality feedback.
  • Draft and edit technical documentation, architecture documents, RFCs, design specifications, and engineering proposals.
  • Perform independent research and fact-checking to validate technical information.
  • Interpret and annotate technical data to support AI model training and evaluation.
  • Collaborate remotely with cross-functional teams to deliver high-quality project outcomes.
Required Skills
  • Critical Thinking
  • Analytical Reasoning
  • Quality Assurance
  • Prompt Engineering
  • AI Output Evaluation
  • Technical Documentation
  • Technical & Professional Writing
  • Content Review & Editing
  • Data Annotation
  • Fact Checking
  • Independent Research
  • Business Communication
  • Problem-Solving
  • Attention to Detail
Preferred Qualifications
  • 3+ years of professional experience as a Software Engineer, Senior Software Engineer, Staff Engineer, Technical Lead, Engineering Manager, Solutions Architect, or similar role.
  • Experience authoring or reviewing technical documentation, architecture documents, RFCs, design specifications, engineering proposals, postmortems, technical blogs, or code reviews.
  • Strong critical thinking, analytical reasoning, and structured problem-solving skills.
  • Excellent written communication and technical editing abilities.
  • Experience with AI coding tools or automated documentation tools is a plus but not required.
  • Advanced degree (Master's, MBA, JD, or PhD) or equivalent professional experience is preferred.